UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

Form 10-K
(Mark One)
ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
 For the annual period endedJune 30, 20212023
or
TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
 For the transition period from               to               
Commission file number 000-51539

Cimpress plc

(Exact Name of Registrant as Specified in Its Charter)

Ireland98-0417483
(State or Other Jurisdiction of
Incorporation or Organization)
(I.R.S. Employer
Identification No.)
First Floor Building D, Xerox3, Finnabair Business and Technology Park A91 H9N9,XR61,
Dundalk, Co. Louth
Ireland
(Address of Principal Executive Offices)
Registrant’s telephone number, including area code: 353 42 938 8500
Securities Registered Pursuant to Section 12(b) of the Act:
Title of Each ClassTrading Symbol(s) Name of Exchange on Which Registered
Ordinary Shares, nominal value of €0.01 per shareCMPR NASDAQ Global Select Market

    Securities registered pursuant to Section 12(g) of the Act: None
Indicate by check mark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act.  Yes þ     No o
Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or 15(d) of the Act. Yes o      No þ
Indicate by check mark whether the registrant: (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange     Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days.  Yes þ     No o
Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T (§ 232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit such files).  Yes þ     No o
Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, smaller reporting company, or an emerging growth company. See definitions of "large accelerated filer," "accelerated filer," "smaller reporting company," and "emerging growth company" in Rule 12b-2 of the Exchange Act.
Large accelerated filer
  þ
Accelerated filerNon-accelerated filer
 Smaller reporting company
Emerging growth company
If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. o 
If securities are registered pursuant to Section 12(b) of the Exchange Act, indicate by check mark whether the financial statements of the registrant included in this filing reflect the correction of an error to previously issued financial statements. o
Indicate by check mark whether any of those error corrections are restatements that required a recovery analysis of incentive-based compensation received by any of the registrant's executive officers during the relevant recovery period pursuant to § 240.10D-1(b). o
Indicate by check mark whether the registrant is a shell company (as defined in Exchange Act Rule 12b-2).  Yes      No þ
Indicate by check mark whether the registrant has filed a report on and attestation to its management’s assessment of the effectiveness of its internal control over financial reporting under Section 404(b) of the Sarbanes-Oxley Act (15U.S.C. 7262(b)) by the registered public accounting firm that prepared or issued its audit report. þ
Indicate by check mark whether the registrant is a shell company (as defined in Exchange Act Rule 12b-2).  Yes      No þ
The aggregate market value of the ordinary shares held by non-affiliates of the registrant was approximately $1.87 billion$599.3 million on December 31, 20202022 (the last business day of the registrant's most recently completed second fiscal quarter) based on the last reported sale price of the registrant's ordinary shares on the NASDAQ Global Select Market.
As of August 3, 2021,July 31, 2023, there were 25,054,07526,362,374 Cimpress plc ordinary shares outstanding.

DOCUMENTS INCORPORATED BY REFERENCE
    The registrant intends to file a definitive proxy statement pursuant to Regulation 14A within 120 days of the end of the fiscal year ended June 30, 2021.2023. Portions of such proxy statement are incorporated by reference into Items 10, 11, 12, 13, and 14 of Part III of this Annual Report on Form 10-K.



CIMPRESS PLC
ANNUAL REPORT ON FORM 10-K
For the Year Ended June 30, 20212023


TABLE OF CONTENTS

Page
Part I
Item 1.Business
Item 1A.Risk Factors
Item 1B.Unresolved Staff Comments
Item 2.Properties
Item 3.Legal Proceedings
Item 4.Mine Safety Disclosure
Part II
Item 5.Market for Registrant's Common Equity, Related Stockholder Matters and Issued Purchases of Equity Securities
Item 6.Selected Financial Data[Reserved]
Item 7.Management's Discussion and Analysis of Financial Condition and Results of Operations
Item 7A.Quantitative and Qualitative Disclosures About Market Risk
Item 8.Financial Statements and Supplementary Data
Item 9.Changes in and Disagreements with Accountants and Financial Disclosures
Item 9A.Controls and Procedures
Item 9B.Other Information
Item 9C.Disclosure Regarding Foreign Jurisdictions that Prevent Inspections
Part III
Item 10.Directors, Executive Officers and Corporate Governance
Item 11.Executive Compensation
Item 12.Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters
Item 13.Certain Relationships and Related Transactions, and Director Independence
Item 14.Principal Accountant Fees and Services
Part IV
Item 15.Exhibits and Financial Statement Schedules
Item 16.Summary
Signatures




PART I
Item 1. Business
Overview & Strategy
Cimpress is a strategically focused group of more than a dozenten businesses that specialize in mass customization of printing and related products, via which we deliver large volumes of individually small-sized customized orders fororders. Our products and services include a broad spectrumrange of print,marketing materials, business cards, signage, promotional products, logo apparel, packaging, books and magazines, wall decor, photo merchandise, invitations and announcements, writing instruments, packaging, appareldesign and digital marketing services, and other categories. Mass customization is a core element of the business model of each Cimpress business and is a competitive strategy which seeks to produce goods and services to meet individual customer needs with near mass production efficiency. We discuss mass customization in more detail further below.
We have grown substantially over our history, from $0 in 1995 to $0.2 billion of revenue in fiscal year 2006, the year when we became a publicly traded company, then to $2.6$3.1 billion of revenue in fiscal year 2021, and as2023. As we have grown we have achieved important benefits of scale. However, we also believe it is critical for us to “stay small as we get big”. By this we mean that we need to serve customers and act and compete with focus, nimbleness and speed that is typical of smaller, entrepreneurial firms but often not typical of larger firms. This is because we face intense competition across all our businesses, and we must constantly and rapidly improve the value we deliver to customers. To stay small as we get big, our strategy calls for us to pursue a deeply decentralized organizational structure which delegates responsibility, authority and resources to the CEOs and managing directors of our various businesses.
Specifically, ourOur strategy is to invest in and build customer-focused, entrepreneurial print mass customization businesses for the long term, which we manage in a decentralized, autonomous manner. We drive competitive advantage across Cimpress through a select few shared strategic capabilities that have the greatest potential to create Cimpress-wide value. We limit all other central activities to only those which absolutely must be performed centrally.
ThisWe believe this decentralized structure is beneficial in many ways. We believe that, in comparison to a more centralized structure, decentralizationways as it enables our businesses to be more customer focused, to make better decisions faster, to manage a holistic cross-functional value chain required to serve customers well, to be more agile, to be held more accountable for driving investment returns, and to understand where we are successful and where we are not. This structure delegates responsibility, authority and resources to the CEOs and managing directors of our various businesses. We believe this approach has provided great value in periods of increased market volatility, enabling our businesses to respond quickly to changes in customer needs, while also providing our leaders an environment to share best practices and insights across the group.
The select few shared strategic capabilities into which we invest include our (1) mass customization platform ("MCP"), (2) talent infrastructure in India, (3) central procurement of large-scale capital equipment, shipping services, major categories of our raw materials and other categories of spend, and (4) peer-to-peer knowledge sharing among our businesses. We encourage each of our businesses to leverage these capabilities, but each business is free to choose whether or notthe extent to which they use these services. This optionality, we believe, creates healthy pressure on the central teams who provide such services to deliver compelling value to our businesses.
We limit all other central activities to only those whichthat must be performed centrally. Out of more than 14,00015,000 employees, we have fewer than80 100 who work in central activities that fall into this category, which includes tax, treasury, internal audit, general counsel,legal, sustainability, corporate communications, remote first enablement, consolidated reporting and compliance, investor relations, capital allocation, and the functions of our CEO and CFO. We seek to avoid bureaucratic behavior in the corporate center; however we have developed through experience, guardrails and accountability mechanisms in key areas of governance including cultural aspects such as a focus on customers orand being socially responsible, as well as operational aspects such as the processes by which we set strategy and financial budgets and review performance, orand the policies by which we ensure compliance with information privacyapplicable laws.
This strategy has proven to be of great value to us during the COVID-19 crisis; we could not have reacted as proactively, effectively or quickly had we not put in place our strategy and organizational structure several years ago. Our decentralized model allowed our businesses to respond quickly to local restrictions, customer needs, and the health and safety of our team members, and leaders shared information and best practices across the group. Our shared strategic capabilities in procurement helped us to address supply chain risks and partner with our suppliers to delay our payments to them, the mass customization platform helped us to route orders between production facilities when needed due to temporary closures, and our central finance and legal teams secured the financial flexibility to navigate this period of uncertainty.

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Our Uppermost Financial Objective

Our uppermost financial objective is to maximize our intrinsic value per share. We define intrinsic value per share as (a) the unlevered free cash flow per diluted share that, in our best judgment, will occur between now and the long-term future, appropriately discounted to reflect our cost of capital, minus (b) net debt per diluted share. We define unlevered free cash flow as adjusted free cash flow plus cash interest expense related to borrowings.payments, partially offset by cash interest received on our cash and marketable securities.

This financial objective is inherently long-termlong term in nature. Thus an explicit outcome of this is that we accept fluctuations in our financial metrics as we make investments that we believe will deliver attractive long-term returns on investment.

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We ask investors and potential investors in Cimpress to understand our uppermost financial objective by which we endeavor to make all financially evaluated decisions. We often make decisions in service of this priority that could be considered non-optimal were they to be evaluated based on other financial criteria such as (but not limited to) near- and mid-term revenue, operating income, net income, EPS, adjusted EBITDA, and cash flow.

Mass Customization

Mass customization is a business model that allows companies to deliver major improvements to customer value across a wide variety of customized product categories. Companies that master mass customization can automatically direct high volumes of orders into smaller streams of homogeneous orders that are then sent to specialized production lines. If done with structured data flows and the digitization of the configuration and manufacturing processes, setup costs become very small, and small volume orders become economically feasible.
masscustomizationbreaksa82.jpg
          The chart illustrates this concept. The horizontal axis represents the volume of production of a given product; the vertical axis represents the cost of producing one unit of that product. Traditionally, the only way to manufacture at a low unit cost was to produce a large volume of that product: mass-produced products fall in the lower right-hand corner of the chart. Custom-made products (i.e., those produced in small volumes for a very specific purpose) historically incurred very high unit costs: they fall in the upper left-hand side of the chart.

           Mass customization breaks this trade off, enabling low-volume, low-cost production of individually unique products. Very importantly, relative to traditional alternatives mass customization creates value in many ways, not just lower cost. Other advantages can include faster production, greater personal relevance, elimination of obsolete stock, better design, flexible shipping options, more product choice, and higher quality.

Mass customization in print-related markets delivers a breakthrough in customer value particularly well in markets in which the worth of a physical product is inherently tied to a specific, unique use or application. For instance, there is limited value to a sign that is the same as is used by many other companies: the business owner needs to describe what is unique about his or hertheir business. Likewise, customized packaging is a photo mugway for a business to add their brand identity to what is more personally relevant if it shows pictures of someone’s own friends and family.oftentimes the first physical touchpoint with a customer for online purchases. Before mass customization, producing a high-quality custom product required high per-order setup costs, so it simply was not economical to produce a customized product in low quantities.

There are three ingredients to mass customization applied to print applications: (1) web-to-print or e-commerce stores that offer a wide variety of customizable products, a replacement of more expensive and harder-to-scale physical stores with limited geographic reach; (2) software-driven order aggregation, which enables significantly reduced costs on low-volume orders; and (3) democratized design that combines intuitive design software with a large scale of human designers that are typically located in low-cost locations to deliver high-quality, or lower-cost, highly scalable alternatives to traditional graphic design services.

We believe that the business cards sold by our VistaprintVista business provide a concrete example of the potential of our mass customization business model to deliver significant customer value and to develop strong profit franchises in large markets that were previously low growth and commoditized. Millions of very small customers (for example, home-based businesses) rely on VistaprintVista to design and procure aesthetically pleasing, high-quality, quickly-deliveredquickly delivered, and low-priced business cards. The VistaprintVista production operations for a typical order of 250 standard business cards in Europe and North America require less than 14 seconds of labor for all of pre-press, printing, cutting and packaging, versus an hour or more for traditional printers. Combined with advantages of scale in graphic design support services, purchasing of materials, our self-service online ordering, pre-press automation, auto-scheduling and automated manufacturing processes, we allow customers to design,
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configure, and procure business cards at a fraction of the cost of typical traditional printers with very consistent quality and delivery reliability. Customers have very extensive, easily configurable, customization options such as rounded corners,
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different shapes, specialty papers, “spot varnish”, reflective foil, folded cards, or different paper thicknesses. Achieving this type of product variety while also being very cost efficient took us almost two decades and requires massive volume, significant engineering investments, and significant capital. BusinessFor example, business cards is a mature market that, at the overall market level, has experienced continual declines over the past two decades. Yet, for Vistaprint, pre-pandemic,Vista, this has remained a growing category and wasthat is highly profitable, and thus provides an example of the power of mass customization. Even though we do not expect many other products to reach this extreme level of automation, we doprofitable. We currently produce many other product categories (such as flyers, brochures, signage, mugs, calendars,drinkware, pens, t-shirts, hats, embroidered soft goods, rubber stamps, labels, packaging, stickers, books, catalogs, magazines, calendars, holiday cards, invitations, photobooks, labels and holiday cards)canvas prints) via similar analogous methods whose volume and processesmethods. While these product categories are not as automated as business cards, each is well along the spectrum of mass customization relative to traditional suppliers and thus provide great customer value and a strong, profitable, and growing revenue stream.
Market and Industry Background
Print's Mass Customization Opportunity
Mass customization of print and related products is not a market itself, but rather a business model that can be applied across global geographic markets, to customers from varying businesses (micro, small, medium, and large), graphic designers, resellers, printers, teams, associations, groups, consumers, and families, to which we offer products such as the following:
a20200701mcpgraphic1.jpg


Large traditional print markets undergoing disruptive innovation
The products, geographies and customer applications listed above constitute a large market opportunity that is highly fragmented. We believe that the vast majority of the markets to which mass customization could apply are still served by traditional business models that force customers either to produce in large quantities per order or to pay a high price per unit.
We believe that these large and fragmented markets are moving away from small traditional suppliers that employ job shop business models to fulfill a relatively small number of customer orders and toward businesses such as those owned by Cimpress that aggregate a relatively large number of orders and fulfill them via a focused supply chain and production capabilities at relatively high volumes, thereby achieving the benefits of mass customization. We believe we are relatively early in the process of what will be a multi-decade shift from job-shop business models to mass customization.customization, as innovation continues to bring new product categories into this model.
Cimpress’ current revenue represents a very small fraction of this market opportunity. We believe that Cimpress and competitors who have built their businessbusinesses around a mass customization model are “disruptive innovators” to these large markets because we enable small-volume production of personalized, high-quality products at an affordable price. Disruptive innovation, a term coined by Harvard Business School professor Clayton Christensen, describes a process by which a product or service takes root initially in simple applications at the
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bottom of a market (such as free business cards for the most price sensitive of micro-businesses or low-quality white t-shirts) and then moves up market, eventually displacing established competitors (such as those in the markets mentioned above).
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We believe that a large opportunity exists for major markets to shift to a mass customization paradigm and, even though we are largely decentralized, the select few shared strategic capabilities into which we centrally invest provide significant scale-based competitive advantages for Cimpress.
We believe this opportunity to deliver substantially better customer value and, to therefore, disrupt large traditional industries can translate into tremendous future opportunity for Cimpress. Until approximatelyEarlier in our fiscal year 2012,history, we focused primarily on a narrow set of customers (highly price-sensitive and discount-driven micro businesses and consumers) with a limited product offering. Through acquisitions and via significant investments in our VistaprintVista business, we have expanded the breadth and depth of our product offerings, extended our ability to serve our traditional customers and gained a capability to serve a vast range of customer types.
As we continue to evolve and grow Cimpress, our understanding of these markets and their relative attractiveness is also evolving. Our expansion of product breadth and depth as well as new geographic markets has significantly increased the size of our addressable market opportunity. We base ourOur businesses conduct market sizeresearch on an ongoing basis and attractiveness estimates upon considerable research and analysis;through those studies, we remain confident in the overall market opportunity; however, our estimates are only approximate. Despite the imprecise nature of our estimates, we believe that our understanding is directionally correct and that we operate in an enormousa vast aggregate market with significant opportunity for Cimpress to grow as we continue delivering a differentiated and attractive value proposition to customers.
Print Market Opportunity
Today, we believe that the revenue opportunity for low-to-medium order quantities (i.e., still within our focus of small-sized individual orders) in the four product categories below is over $100 billion annually in North America, Europe and Europe combinedAustralia, and at least $150 billion annuallysignificantly higher if you include other geographies and custom consumer products:products. These product categories are listed in order of market penetration by mass customization models. The market for small format marketing materials is the most mature in this penetration, though there is still a significant portion served by thousands of small traditional suppliers. The market for packaging products is the least mature in terms of penetration by mass customization models, but this transition has begun. The estimates of annual market opportunity in each of the four product categories below are based on research conducted for Cimpress by third-party research firm Keypoint Intelligence in August 2022 to estimate the value of print shipments to small and medium businesses in Australia, France, Germany, Italy, UK and the U.S. Cimpress extrapolated the findings of the study to estimate the market size of the remaining countries in North America and Europe in which we sell products based on the relative number of small and medium businesses in those other markets.

Small format marketing materials such as business cards, flyers, leaflets, inserts, brochures, and magazines. Businesses of all sizes are the main end users of short-and-medium run lengths (per order quantities below 2,500 units for business cards and below 20,000 units for other materials). This opportunity is estimated to be more than $25 billion per year.

Large format products such as banners, signs, tradeshow displays, and point-of-sale displays. Businesses of all sizes are the main end users of short-and-medium run lengths (less than 1,000 units). This opportunity is estimated to be more than $35 billion per year.

Promotional products, apparel, and gifts including decorated apparel, bags, and textiles, and hard goods such as pens, USB sticks, and drinkware. The end users of short-and-medium runs of these products range from businesses to teams, associations and groups, as well as individual consumers. This opportunity is estimated to be more than $25 billion per year.

Packaging products, such as corrugated board packaging, folded cartons, bags, and labels. Businesses of all sizes are the primary end users for short-and-medium runs (below 10,000 units). This opportunity is estimated to be more than $15 billion per year.
Design Market Opportunity

Cimpress’ recentVista was an early pioneer of the concept of web-based do-it-yourself design for printed products as a fundamental part of its original customer value proposition for designs for relatively simple 2D product formats. We believe that there is an ongoing revolution in graphic design for small business marketing, one in which a combination of technology tools, artificial intelligence and machine learning, and convenient access via two-sided marketplace platforms to professional freelance design talent (including from low-cost countries) will continue a multi-decade democratization of design that has been central to print mass customization, and is likely to continue
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to be a key enabler to bringing ever-more-complex product formats and marketing channels into the mass customization paradigm (for example, packaging, large format signage, and catalogs). Vista has continued to invest in its design capabilities, both organically and through acquisition, to be a leader in this market shift. For example, Vista has acquired a network of 99designs, which operates within our Vistaprint150,000 freelance designers who work with customer-specific design projects and a business combined with organic investment inmore than 100,000 freelance contributors of photos, videos, music, and other content. Vista is building a design services, has extended our total addressable market. Vistaprintsystem that combines graphic templates created by thousands of freelancers with algorithmically generated variations across many different print and digital products of customers' adaptation of those templates.

Vista researched the design spend in two of its largest markets, the U.S. and Germany, and found that small businesses spend approximately $6 billion annually on design services in these two markets, exclusive of the purchases of the print or digital products that the designs enhance. Even more importantly, this research found that small businesses in these markets that purchase design services represent the majority of the addressable market for print and digital marketing materials. We believe that a broader complement of design services should enable VistaprintVista to retain customers longer as their needs evolve, as well as both attract new customers and serve existing customers with more complex products, and therefore access more of our total addressable market.

Digital Market Opportunity

Over the past decade, small businesses have complemented the physical products they use to market their businesses with digital marketing channels like websites and social media marketing. Though the digital marketing channels themselves are not areas that we believe we should allocate significant capital to develop our own offerings, design is a common component to both physical and digital marketing for small businesses, and our small business customers look for ideas and advice when it comes to ensuring cohesive brand expression and successful campaigns across these channels. In our Vista business we recently acquired a business to accelerate our offering for do-it-yourself social media design that, combined with partnership opportunities with leading digital presence businesses like Wix, has extended our total addressable market into an adjacency where we believe we have an opportunity to deliver integrated marketing solutions to small business customers using a best-in-class partnership approach. The total market for digital marketing applications is massive, but our ambition here is focused on enhancing the customer experience of millions of Vista customers, where the amount that businesses spend annually on digital marketing solutions is roughly the same amount as is spent on design services and print products. We believe investing in digital design capabilities and offering digital solutions via partnership will enable Vista to capture a portion of this opportunity by attracting new customers and increasing the lifetime value and retention of existing customers.
Our Businesses
Cimpress businesses include our organically developed VistaprintVista business, plus previously independent businesses either that we have either fully acquired or in which we have a majority equity stake. Prior to its acquisition, eachtheir acquisitions, most of our acquired companies pursued business models that embodiedalready applied the principles of mass customization.customization to print and related products. In other words, each provided a standardized set of products that could be configured and customized by customers, ordered in relatively low volumes, and produced via relatively standardized, homogeneous production processes, at prices lower than those charged by traditional producers.
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Our businesses collectively operate acrossserve markets primarily in North America, Western Europe, Australia, and Europe, as well asNew Zealand. We also have small but fast growing businesses in India Japan, Brazil, China and Australia.Brazil. Their websites typically offer a broad assortment of tools and features allowing customers to create a product design or upload their own complete design and place an order, either on a completely self-service basis or with varying levels of assistance. Some of our businesses also use offline techniques to acquire customers (e.g., mail order, telesales). The combined product assortment across our businesses is extensive, including offerings in the following product categories: business cards, marketing materials such as flyers and postcards, digital and marketing services, writing instruments, signage, canvas-print wall décor, decorated apparel, promotional products and gifts, packaging, design services, textiles, and magazines and catalogs. Also, we have responded to customer needs with new pandemic-related design templates for existing products as well as launching new products like face masks.
The majority of our revenue is driven by standardized processes and enabled by software. We endeavor to design these processes and technologies to readily scale as the number of orders received per day increases. In particular, the more individual jobs we receive in a given time period, the more efficiently we can sort and route jobs with homogeneous production processes to given nodes of our internal production systems or of our third-party supply chain. This sortation and subsequent process automation improves production efficiency. We believe that our strategy of systematizing our service and production systems enables us to deliver value to customers much more effectively than traditional competitors.
Our businesses operate production facilities throughout the geographies listed above, with over 3.33 million square feet of production space in the aggregate across our owned and operated facilities. We also work
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extensively with several hundredhundreds of external fulfillers located across the globe. We believe that the improvements we have made and the future improvements we intend to make in software technologies that support the design, sortation, scheduling, production, and delivery processes provide us with significant competitive advantage. In many cases our businesses can produce and ship an order the same day they receive it. Our supply chain systems and processes seek to reduce inventory and working capital and improve delivery speeds to customers relative to traditional suppliers. In certain of our company-owned manufacturing facilities, software schedules the near-simultaneous production of different customized products that have been ordered by the same customer, allowing us to produce and deliver multi-part orders quickly and efficiently.
We believe that the potential for scale-based advantages is not limited to focused, automated production lines. Other advantages include the ability to systematically and automatically sort through the voluminous “long tail” of diverse and uncommon orders in order to group them into more homogeneous categories, and to route them to production nodes that are specialized for that category of operations and/or which are geographically proximate to the customer. In such cases, even though the daily production volume of a given production node is small in comparison to our highest-volume production lines, the homogeneity and volume we are able to achieve is nonetheless significant relative to traditional suppliers of the long taillong-tail product in question; thus, our relative efficiency gains remain substantial. For this type of long-tail production, we rely heavily on third-party fulfillment partnerships, which allow us to offer a very diverse set of products. We acquired most of our capabilities in this area via our investments in Exaprint, Printdeal, Pixartprinting, and WIRmachenDRUCK. For instance, the product assortment of each of these four businesses is measured in the tens of thousands, versus VistaprintVista where product assortment is dramatically smaller on a relative basis. This deep and broad product offering is important to many customers.
    Our businesses are currently organized into the following five reportable segments:
1.VistaprintVista:
cmpr-20210630_g3.jpgVista Trademark.jpg
Consists of the operations of our Vistaprint-brandedVistaPrint branded websites in North America, Western Europe, Australia, New Zealand, India, and Japan.Singapore. This business also includes our Vistaprint99designs by Vista business, which provides graphic design services, VistaCreate for do-it-yourself (DIY) design, our Vista x Wix partnership for small business websites, and our Vista Corporate Solutions business, which serves medium-sized businesses and large corporations and our 99designs business which provides graphic design services.corporations.
Our VistaprintVista business helps more than 1511 million microsmall businesses (companies with fewer than 10 employees)annually to create attractive, professional-quality marketing products at affordable prices and at low volumes. With Vistaprint,Vista, small businesses are able to create and customize their marketing with easy-to-use digital tools and design-templates, or by receiving expert graphic design support. In October 2020, VistaprintVista acquired 99designs to expand its design offering via a worldwide community of more than
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150,000 talented designers to make it easy for designers and clients to work together to create designs they love. Vistaprint’sIn October 2021, Vista acquired Depositphotos and its business now known as VistaCreate to expand the content available for our customers and to introduce VistaCreate, which is a versatile, intuitive design software, which leverages templates from freelance contributors.
Several signature services including "VistaPrint", "VistaCreate", "99designs by Vista", "Vista Corporate Solutions," and "Vista x Wix" operate within the "Vista" brand architecture. This broadens our customers' understanding of our value proposition to allow us to serve a larger set of their needs across a wide range of products and solutions that include design, social media, and web presence as well as print.
VistaPrint represents the vast majority of the revenue in this segment where average order value is about $50,more than $80 and customers spend, about $100on average, a bit more than $170 per year; yet Vistaprint has historically had gross margins ofare about 60%54% and advertising spend as a percent of revenue ofis about 15%16%. VistaprintVista has had strong free cash flow conversion as its e-commerce model typically leads to collections from customers prior to the production and shipment of customer orders.
Upload & Print:
Our Upload & Print businesses are organized in two sub-groups. We refer to these reportable segments assegments: PrintBrothers and The Print Group, eachboth of which focusesfocus on serving graphic professionals:professionals such as local printers, print resellers, graphic artists, advertising agencies, and other customers with professional desktop publishing skill sets. Upload and printPrint businesses have an average order value of about €100€115 and annual per customer revenue of over €600.€650. Gross margins vary by business but average about 30% due to wholesale-like pricing and the wide
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variety of products produced both in owned facilities as well as via third-party fulfillers. Advertising spend as a percent of revenue is about 5%.
2.PrintBrothers: Consists of our druck.at, Printdeal, and WIRmachenDRUCK businesses. PrintBrothers businesses serve customers throughout Europe, and primarily in Austria, Belgium, Germany, the Netherlands, and Switzerland.
druckatlogoa12.jpg
printdeala46.jpg
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3.The Print Group: Consists of our Easyflyer, Exaprint, Pixartprinting, and Tradeprint businesses. The Print Group businesses serve customers throughout Europe, and primarily in France, Italy, Spain, and the UK.
logo-easya55.jpg
exaprint_logo-01a13.jpg
pixartprintingnew13.jpg
tradeprint13.jpg
4.National Pen:
cmpr-20210630_g11.jpgNational Pen Trademark.jpg
Consists of our National Pen business and a few smaller brands operated by National Pen that are focused on customized writing instruments and promotional products, apparel, and gifts for small- and medium-sized businesses.
National Pen serves more than a million small businesses annually across more than 20 countries.geographies including North America, Europe, and Australia. Marketing methods are typically direct mail and telesales, as well as a growing e-commerce site. National Pen operates several brands focused on customized writing instruments and promotional products, apparel, and gifts for small- and medium-sized businesses. National Pen’s average order value is about $200 - $250, and annual revenue per customer is about $300. Gross margins have historically beenare about 55%52% with highly seasonal profits driven in the December quarter. Advertising spend as a percent of revenue is about 21%. Significant inventory and customer invoicing requirements in this business drive different working capital needs compared to our other businesses.
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5.All Other Businesses:
Includes aA collection of businesses combined into one reportable segment based on materiality:materiality, including BuildASign, the largest of the these businessesa larger and profitable business, with strong profitability and cash flow, and Printi, and YSD,a small early-stage businessesbusiness operating at a relatively modest losses, byoperating loss. We exited our YSD business, which Cimpress is expanding into new markets.was included in this reportable segment, during fiscal year 2023.
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BuildASign is an e-commerce provider of canvas-print wall décor, business signage, and other large-format printed products, based in Austin, Texas. In the fourth quarter of fiscal year 2021, we closed a small acquisition under BuildASign in a new product category.products.
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As the online printing leader in Brazil, Printi offers a superior customer experience with transparent and attractive pricing, reliable service, and quality.
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YSD is a startup operation that provides end-to-end mass customization solutions to brands and intellectual property owners in China, supporting multiple channels including retail stores, websites, WeChat and e-commerce platforms to enhance brand awareness and competitiveness, and develop new markets. 
Central Procurement
Given the scale of purchasing that happens across Cimpress’ businesses, there is significant value to coordinating our negotiations and purchasing to gain the benefit of scale. Our central procurement team negotiates and manages Cimpress-wide contracts for large-scale capital equipment, shipping services, and major categories of raw materials (e.g., paper, plates, ink). The Cimpress procurement team is also available on an as-requested basis to help withsupports procurement improvements, tools, and approaches across other aspects of our businesses’ purchases.
WeWhile we are focused on achieving the lowestseeking low total cost in our strategic sourcing efforts, by concentrating onwe also work to ensure quality, logistics, technologydeliver reliability, and cost, while also striving to use responsible sourcing practices within our supply chain. Our efforts include the procurement of high-quality materials and equipment that meet our strict specifications at a low total cost across a growing number of manufacturing locations, with an increasing focus on supplier compliance with our sustainable paper procurement policy as well as our Supplier Code of Conduct. Additionally, we work to develop and implement logistics, warehousing, and outbound shipping strategies to provide a balance of low-cost material availability while limiting our inventory exposure.
In light of recent disruptions in global supply chains, which impacted many industries, including ours, having this central procurement team that worked together with the procurement teams in each of our businesses benefited us, and we believe it has enabled us to operate more effectively, mitigating supply and cost risks relative to smaller competitors.
Technology
Our businesses typically rely on proprietary technology to attract and retain our customers, to enable customers to create graphic designs and place orders on our websites, and to sort, aggregate, and produce multiple orders in standardized, scalable processes. Technology is core to our competitive advantage, as without it our businesses would not be able to produce custom orders in small quantities while achieving the economics that are more analogous to mass-produced items.
We are building and using our MCPMass Customization Platform (MCP), which is a cloud-based collection of software services, APIs, web applications, and related technology offerings that can be leveraged independently or together by our businesses and third parties to perform common tasks that are important to mass customization. Cimpress businesses, and increasingly third-party fulfillers to our various businesses, can leverage different combinations of MCP services, depending on what capabilities they need to complement their business-specific technology. The capabilities that are available in the MCP today include customer-facing technologies, such as ecommerce or those that enable customers to visualize their designs on various products, as well as manufacturing, supply chain, and logistics technologies that automate various stages of the production and delivery of a product to a customer. The benefits of the MCP include improved speed to market for new product introduction, reduction in fulfillment costs, improvement of product delivery or geographic expansion, improved site experience, automating manual tasks, and avoiding IT expense (through a reduction in expenses related to maintaining/licensing software). Over time, weavoidance of certain redundant costs. We believe wethe MCP can generate significant customer and shareholder value from increased specialization of production facilities, aggregated scale from multiple businesses, increased product offerings, and shared technology development costs.
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We intend to continue developing and enhancing our MCP-based customer-facing and manufacturing, supply chain, and logistics technologies and processes. We develop our MCP technology centrally and we also have software and production engineering capabilities in each of our businesses. Our businesses are constantly seeking to strengthen our manufacturing and supply chain capabilities through engineering improvements in areas like
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automation, lean manufacturing, choice of equipment, product manufacturability, materials science, process control, and color control.
Each of our businesses uses a mix of proprietary and third-party technology that supports the specific needs of that business. Their technology intensity ranges from significant to light, depending on their specific needs. Over the past few years, an increasing number of our businesses have begun to modernizemodernized and modularizemodularized their business-specific technology to enable them to launch more new products faster, provide a better customer experience, more easily connect to our MCP technologies, and leverage third-party technologies where we do not need to bear the cost of developing and maintaining proprietary technologies. For example, our businesses are increasingly using third-party software for capabilities such as content management, multivariate testing tools, and data warehousing, which are areas that specialized best-in-class technologies are better than the proprietary technologies they have replaced. This allows our own engineering and development talent to focus on artwork technologies, product information management, and marketplace technologies from which we derive competitive advantage.
In our central Cimpress Technology team and in an increasing number of our decentralized businesses, we have adopted an agile, micro-services-based approach to technology development that enables multiple businesses or use cases to leverage this API technology regardless of where it was originally developed. We believe this development approach can help our businesses serve customers and scale operations more rapidly than could have been done as an individual business outside Cimpress.
Information Privacy and Security

    Each Cimpress business is responsible for ensuring that customer, company, and team member information is secure and handled in ways that are fully compliant with relevant laws and regulations. Because there are many aspects of this topic that apply to all of our businesses, Cimpress also has a central security team that defines security policies, deploys security controls, and provides services, and embeds security into the development processes of our businesses. This team works in partnership with each of our businesses and the corporate center to measure security maturity and risk, and provides managed security services in a way that allows each business to address their unique challenges, lower their cost, and become more efficient in using their resources.
Shared Talent Infrastructure
We make it easy, low cost, and efficient for Cimpress businesses to set up and grow teams in India via a central infrastructure that provides all the local recruiting, onboarding, day-to-day administration, HR, and facilities management to support these teams, whether for technology, graphic services, or other business functions. Most of our businesses have established teams in India, leveraging this central capability, with those teams working directly for the respective Cimpress business. This is another example of scale advantage, albeit with talent, relative to both traditional suppliers and smaller online competitors, that we can leverage across Cimpress.
Competition
We estimate that Cimpress has a total addressable market of over $100 billion in North AmericaThe markets for the products our businesses produce and Europe, where it is the market leader in the transformation from traditionalsell are intensely competitive, highly fragmented, off-line production to online/mass customized approaches that deliver higher quality, faster speed and lower cost. We believe that this market is at least $150 billion annually if you include other geographiesgeographically dispersed, with many existing and consumer products. Additionally, as described above, through the acquisition of 99designs and organic investment in Vistaprint, we have also expanded this total addressable market to now include the large market for design services.potential competitors. Though Cimpress is the largest business in our space, we still represent a small fraction of the overall market, and believe there is significant room for growth over the long-term future.
The markets for the products our businesses produce and sell are intensely competitive, highly fragmented and geographically dispersed, with many existing and potential competitors. We have very low market share relative to the total. Within this highly competitive context, our businesses compete on the basis of breadth and depth of product offerings; price; convenience; quality; technology; design content, tools, and assistance; customer service; ease of use; and production and delivery speed. It is our intention to offer a broad selection of high-quality products as well as related services at competitive price points and, in doing so, offer our customers an attractive value proposition. As described above, in Vista in recent years we expanded both our value proposition and addressable market to include design and digital marketing services.
Our current competition includes a combination of the following:

traditional offline suppliers and graphic design providers
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online printing and graphic design companies
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office superstores, drug store chains, food retailers, and other major retailers targeting small business and consumer markets

wholesale printers

self-service desktop design and publishing using personal computer software

email marketing services companies

website design and hosting companies

suppliers of customized apparel, promotional products, gifts, and packaging

online photo product companies

internet retailers

online providers of custom printing services that outsource production to third partythird-party printers

providers of digital marketing such as social media and local search directories

Today’s market has evolved to be much tougher in terms of competition.more competitive. This evolution, which has been going onongoing for over 20 years, has led to major benefits for customers in terms of lower prices, faster lead times, and easier customer experience. Cimpress and its businesses have proactively driven, and benefited from, this dynamic. The mass customization business model first took off with small format products like business cards, post cards and flyers, and consumer products, like holiday cards. As the model has become better understood and more prevalent, and online advertising approaches more common, the competition has become more intense. We are seeing theseThese types of small format products are growing at rates slower than some other product categories, and we continue to derive significant profits from these small format products. Conversely,Additionally, there are other product areas that have only more recently begun to benefit from mass customization, such as signage, promotional products, apparel and gifts,books, catalogs, magazines, textiles, and packaging. Here, we see higher rates of growth, but with a wider variety of profit outcomes as we continue to scale our offering in these areas. There is also a geographic overlay to these trends. For example, in developing markets like India and Brazil where these products are more recently available in an online marketplace, we see stronger growth across all product areas, whereas the market in countries such as Germany is far more mature and therefore more slow growing. Some of these trends were distorted over the last year because of the pandemic, which temporarily altered demand and behavior patterns.

We anticipate that the overall competitive landscape described above has already begun to change as a result of the pandemic, in the following ways:

New business formation: Economic data shows that new business formation has increased meaningfully during the pandemic in our top markets: U.S., UK, France, and Germany. This often happens in a recession out of necessity: people who lose employment need to make ends meet and so start their own businesses. We have an opportunity to serve millions of individuals who take up self-employment or freelance roles because of our ability to serve the needs of those customers – we have demonstrated this in past recessions and expect to be able to do so again.
E-commerce acceleration: We believe that the shift from traditional to mass customized models has accelerated as shelter-at-home experiences are making e-commerce and service-at-a-distance experiences like ours more mainstream. For example, McKinsey has estimated in the U.S. that 10 years of e-commerce adoption was compressed into three months during the pandemic[1]. There are similar trends in other countries around the world, according to an OECD policy brief[2], among other sources.
Accelerated shift from traditional production to mass customized sources: Conditions have been very difficult for small traditional suppliers and we believe some of these businesses are unlikely to last beyond the period of time that they are receiving government aid. We see this through industry news coverage[3] and research[4] and through some of our businesses that sell to these suppliers as bookings from those channels have been harder hit. One of the reasons for this is small traditional suppliers have a narrower
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range of products than Cimpress so as demand for those products dropped significantly, even if temporary, there was less room to maneuver.
Share gains versus online players: Additionally, we believe that some of the online competitors that offer a more limited product portfolio or lack scale advantages have had less flexibility to navigate changing customer demand levels. We saw online competitors[5] who report their revenue publicly down year over year 35% - 40% during the 6-month period from July 1, 2020 to December 31, 2020, while our own revenue declined just 10% in the same period.

[1] https://www.mckinsey.com/business-functions/marketing-and-sales/our-insights/survey-us-consumer-sentiment-during-the-coronavirus-crisis#
[2] http://www.oecd.org/coronavirus/policy-responses/e-commerce-in-the-time-of-covid-19-3a2b78e8/
[3] https://www.printweek.com/news/article/industry-bodies-warn-on-carnage-in-print
[4] https://store.whattheythink.com/downloads/printing-outlook-2021/
[5] We note that we have three known competitors with publicly reported revenue

Social and Environmental Responsibility

Above and beyond compliance with applicable laws and regulations, we expect all parts of Cimpress to conduct business in a socially responsible, ethical manner. Examples of these efforts are:
Environmental:Climate change: We regularly evaluate waysstrive to minimize the impact of our operations on the environment. In terms of combating climate change, we have established and centrally fund a company-wideachieve net zero carbon emissions reduction program to lower the emissions associated withby fiscal year 2040 across our operations at a rate slightly exceeding the 1.5oC target pathway,entire value chain and expect to achieve carbon neutralitya 53% reduction in emissions by 2040. This commitment expands uponfiscal year 2030 as compared to our previous 2°C target, established in alignment with the 2015 United Nations Global Change Conference (COP21 “Paris Climate Accord”), and now includes thefiscal year 2019 baseline. The majority of these baseline emissions are from our supplyvalue chain (Scope 3). Our plan includesThrough investments in energy-reducingenergy-efficient infrastructure and equipment, as well as renewable energy, sourcing,we have achieved significant reductions in our direct emissions (Scope 1) and examinationindirect emissions from purchased electricity or other forms of energy (Scope 2), and expect further reductions in the future. We have begun to examine our Scope 3 emissions, including substrate and logistics choices, for further opportunities to reduce total emissions. We are focused on trackengaging our suppliers to meet this commitment,refine our Scope 3 data, while enhancing our internal data management capabilities to improve our decision making and we seek to make further improvements each year going forward.reporting capabilities. Our targets have been informed by a science-based approach and are in alignment with a 1.5oC pathway.
Responsible forestry:We have converted the vast majority of the paper we print on in our Cimpress-owned production facilities to FSC-certified paper (FSC® C143124, FSC® C125299), thea leading certification of responsible forestry practices. This certification confirms that the paper we print on comes from responsibly managed forests that meet high environmental and social standards. Currently over 85%83% of the paper that we print on in our facilities is FSC-certified, and we seek to move that to 100% over time. We have expanded beyond our original product goal to also committedinclude packaging, where we target 95% of our packaging to influencingbe either FSC-certified corrugate or containing recycled content from post-consumer sources. We have also begun to engage our third-party suppliers to materially expand their use of responsibly forested paper for the products that they customize on our behalf, as well as using either FSC-certified corrugate or packaging materials containing recycled content from post-consumer sources to help ensure our packaging does not contribute to deforestation.behalf.
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Plastics transition:We also have also recentlyare committed to improveimproving the profile of our plastic-based packaging and products in line with the targets set by the New Plastics Economy Global Commitment, co-sponsored by the United Nations Environment Programme. This includes a focusOur goal is focused on reducedour product and packaging profile, and by fiscal year 2025 we aim to eliminate 100% of problematic plastic usage increased recyclability,(PVC and supportpolystyrene), transition 100% of non-reusable packaging to recyclable and/or compostable materials, decrease virgin plastic content in our packaging by 20%, and increase the recycled content in our plastic products that contain recycled materials.by 20%. These goals are compared to our fiscal year 2020 baseline.
Fair labor practices: We makerequire recruiting, retention, and other performance management related decisions to be made based solely on merit based onand organizational needs and considerations, such as an individual’s ability to do their job with excellence and in alignment with the company’s strategic and operational objectives. We do not tolerate discrimination on any basis protected by human rights laws or anti-discrimination regulations, and we strive to do more in this regard than the law requires. We are committed to a work environment where team members are treated with respect and fairness, and have invested in education and awareness programs for team members to make further improvements in this area. We value individual differences, unique perspectives, and the distinct contributions that each one of us can make to the company.
Team member health and safety: We require safe working conditions at all times to ensure our team members and other parties are protected, and require legal compliance at a minimum at all times. We require training on – and compliance with – safe work practices and procedures at all manufacturing facilities to ensure the safety of team members and visitors to our plant floors. Given the global impacts of the COVID-19 pandemic, we have held our team member health and safety as a top priority, and have implemented measures such as remote working for members who are able to and increased safety
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measures at our manufacturing and customer service centers including additional cleaning and sanitary protocols.
Ethical supply chain: It is important to us that our supply chain reflects our commitment to doing business with the highest standards of ethics and integrity. We expect our suppliers to act in full compliance with applicable laws, rules, and regulations. Our code of business conduct and supplier code of conduct lay out our expectations regarding human rights, environmental standards, and safe working conditions. Each Cimpress business is responsible to ensureclosely monitor its supply chain does not allow for unacceptable practices such as environmental crimes, child labor, slavery, or unsafe working conditions.
More information can be found at www.cimpress.com in our Corporate Social Responsibility section, including links to reports and documents such as our inaugural environmental, social, and governance (ESG) report published on December 20, 2022, supplier code of conduct, and compliance with the UK anti-slavery actact. We are monitoring developments in the ESG reporting regulatory landscape and our supply chain transparency disclosure.are building the necessary processes and capabilities to remain in compliance as relevant regulations evolve.
Intellectual Property
We seek to protect our proprietary rights through a combination of patents, copyrights, trade secrets, trademarks, and contractual restrictions. We enter into confidentiality and proprietary rights agreements with our employees, consultants, and business partners, and control access to, and distribution of, our proprietary information. We have registered, or applied for the registration of, a number of U.S. and international domain names, trademarks, and copyrights. Additionally, we have filed U.S. and international patent applications for certain of our proprietary technology.
Seasonality
Our profitability has historically been highly seasonal.had seasonal fluctuations. Our second fiscal quarter, ending December 31, includes the majority of the holiday shopping season and is our strongest quarter for sales of our consumer-oriented products, such as holiday cards, calendars, canvas prints, photobooks, and personalized gifts.
EmployeesHuman Capital
As of June 30, 2021,2023, we had approximately 13,00015,000 full-time and approximately 1,000 temporary employees worldwide.
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Corporate Information
Cimpress plc was incorporated on July 5, 2017 as a private company limited by shares under the laws of Ireland and on November 18, 2019 was re-registered as a public limited company under the laws of Ireland. On December 3, 2019, Cimpress N.V., the former publicly traded parent company of the Cimpress group of entities, merged with and into Cimpress plc, with Cimpress plc surviving the merger and becoming the publicly traded parent company of the Cimpress group of entities. Cimpress N.V., the predecessor company to Cimpress plc, was incorporated under the laws of the Netherlands on June 5, 2009. The registered office of Cimpress plc is at Building D, Xerox Technology Park, Dundalk, Co. Louth, Ireland, and its telephone number at the registered office is +353-42-938-8500.
Available Information
We make available, free of charge through our United Statesinvestor relations website at ir.cimpress.com, the reports, proxy statements, amendments, and other materials we file with or furnish to the SEC as soon as reasonably practicable after we electronically file or furnish such materials with or to the SEC. The address of our United States website is www.cimpress.com. We are not including the information contained on our website, or information that can be accessed by links contained on our website, as a part of, or incorporating it by reference into, this Annual Report on Form 10-K.
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Item 1A. Risk Factors
Our future results may vary materially from those contained in forward-looking statements that we make in this Report and other filings with the SEC, press releases, communications with investors, and oral statements due to the following important factors, among others. Our forward-looking statements in this Report and in any other public statements we make may turn out to be wrong. These statements can be affected by, among other things, inaccurate assumptions we might make or by known or unknown risks and uncertainties or risks we currently deem immaterial. Consequently, no forward-looking statement can be guaranteed. We undertake no obligation to update any forward-looking statements, whether as a result of new information, future events, or otherwise, except as required by law.
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Risks Related to Our Business and Operations
We manage our business for long-term results, and our quarterly and annual financial results often fluctuate, which may lead to volatility in our share price.

Our revenue and operating results often vary significantly from period to period due to a number of factors, and as a result comparing our financial results on a period-to-period basis may not be meaningful. We prioritize our uppermost financial objective of maximizing our intrinsic value per share even at the expense of shorter-term results and do not manage our business to maximize current period reported financial results, such as (but not limited to) near- and mid-term revenue, operating income, net income, EPS, adjusted EBITDA, and cash flow.results. Many of the factors that lead to period-to-period fluctuations are outside of our control; however, some factors are inherent in our business strategies. Some of the specific factors that could cause our operating results to fluctuate from quarter to quarter or year to year include among others:

investments in our business in the current period intended to generate longer-term returns, where the costs in the near term will not be offset by revenue or cost savings until future periods, if at all

costs to produce and deliver our products and provide our services, including the effects of inflation, the COVID-19 pandemic onrising costs of raw materials such as paper, and rising energy costs

supply chain challenges

a potential recession or other economic downturn in some or all of our customers, suppliers, business,markets

our pricing and operationsmarketing strategies and those of our competitors

variations in the demand for our products and services, in particular during our second fiscal quarter, which may be driven by seasonality, performance issues in some of our businesses and markets, or other factors

currency and interest rate fluctuations, which affect our revenue, costs, and fair value of our assets and liabilities

our hedging activity

our ability to attract and retain customers and generate purchases

shifts in revenue mix toward less profitable products and brands

the commencement or termination of agreements with our strategic partners, suppliers, and others

our ability to manage our production, fulfillment, and support operations

costs to produce and deliver our products and provide our services, including the effects of inflation and the rising costs of raw materials such as paper

our pricing and marketing strategies and those of our competitors

expenses and charges related to our compensation arrangements with our executives and employees

costs and charges resulting from litigation

changes in our effective income tax rate or tax-related benefits or costs

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costs to acquire businesses or integrate our acquired businesses

financing costs

impairments of our tangible and intangible assets including goodwill

the results of our minority investments and joint ventures
Some of our expenses, such as officebuilding leases, depreciation related to previously acquired property and equipment, and personnel costs, are relatively fixed, and we may be unable to, or may not choose to, adjust operating expenses to offset any revenue shortfall. Accordingly, any shortfall in revenue may cause significant variation in operating results in any period. Our operating results may sometimes be below the expectations of public market analysts and investors, in which case the price of our ordinary shares may decline.
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The COVID-19 pandemic has had, and may continue to have, a major adverse impact on our operations, financial results, customers, markets, and employees, and future pandemics or other large-scale events could have similar major adverse impacts.

The COVID-19 pandemic has negatively impacted our business in a number of material ways including material declines in demand for our products and services, leading to major adverse effects on our revenue, earnings, cash flows, and other financial results. Although we are seeing increased signs of recovery in many of our markets, we cannot predict what new variants of the COVID-19 virus may emerge, whether there will be additional waves of increased infection rates, how long the pandemic and its impacts on economic activity and our business, operations, and markets will continue, or whether the pandemic will lead to a prolonged economic downturn. Accordingly, it is possible that we could see see additional or continuing negative impacts on our business and financial results in the future. In addition, if another pandemic or other event occurs that limits commerce on a large scale, such as climate change or war, our business, operations, and financial results could be materially impacted.

We need to hire and retain talented personnel in key roles in order to be successful, and we face intense competition for talent.

If we are unable to recruit, retain, and motivate our employees in senior management and key roles such as technology, marketing, data science, and production, then we may not be able to execute on our strategy and grow our business as planned. Our current management and employees may cease their employment with us at any time with minimal advance notice, and we are seeing increased competition for talent that is making it more difficult for us to retain the employees we have and to recruit new employees

If we are not successful in transforming the VistaprintVista business, then we could lose market share and our financial results could be adversely impacted.

The VistaprintVista business is undertaking a multi-year transformation to be the expert design and marketing partner for small businesses. In the third quarter of fiscal year 2023, we implemented organizational changes to support expanded profitability and improve the speed and quality of our execution, and we arehave been investing heavily to rebuild Vistaprint'sVista's technology infrastructure, improve our customer experience and recruit new talent.product quality, and optimize Vista's marketing mix. If our investments do not have the effects we expect, the new technology infrastructure does not perform well or is not as transformational as we expect, we fail to execute well on the evolution of our customer value proposition and brand, or the transformation is otherwise unsuccessful, then we could fail to attractthe number of new and repeat customers Vistaprint'swe attract may not grow or could decline, Vista's reputation and brand could be damaged, and our revenue and earnings could fail to grow or could decline.

We may not succeed in promoting, strengthening, and evolving our brands, which could prevent us from acquiring new customers and increasing revenues.     

    A primary component of our business strategy is to promote and strengthen our brands to attract new and repeat customers, and we face significant competition from other companies in our markets who also seek to establish strong brands. To promote and strengthen our brands, we must incur substantial marketing expenses and establish a relationship of trust with our customers by providing a high-quality customer experience, which requires us to invest substantial amounts of our resources.
Our global operations and decentralized organizational structure and expansion place a significant strain on our management, employees, facilities, and other resources and subject us to additional risks.

We are a global company with production facilities, offices, employees, and localized websites in many countries across six continents, and we manage our businesses and operations in a decentralized, autonomous manner. We are subject to a number of risks and challenges that relate to our global operations, decentralization, expansion, and complexity including, among others:

difficulty managing operations in, and communications among, multiple businesses, locations, and time zones

challenges of ensuring speed, nimbleness, and entrepreneurialism in a large and complex organization

difficulty complying with multiple tax laws, treaties, and regulations and limiting our exposure to onerous or unanticipated taxes, duties, tariffs, and other costs

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our failure to improve and adapt ourmaintain sufficient financial and operational controls and systems to manage our decentralized businesses and comply with our obligations as a public company

the challenge of complying with disparate laws in multiple countries, such as local regulations that may impair our ability to conduct our business as planned, protectionist laws that favor local businesses, and restrictions imposed by local labor laws

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the challenge of maintaining management's focus on our strategic and operational priorities and minimizing lower priority distractions

disruptions caused by political and social instability and war that may occur in some countries

exposure to corrupt business practices that may be common in some countries or in some sales channels and markets, such as bribery or the willful infringement of intellectual property rights

difficulty repatriating cash from some countries

difficulty importing and exporting our products across country borders and difficulty complying with customs regulations in the many countries where we sell products

disruptions or cessation of important components of our international supply chain

failure of local laws to provide a sufficient degree of protection against infringement of our intellectual property

    In addition, we are exposed to fluctuations in currency exchange rates that may impact items such as the translation of our revenue and expenses, remeasurement of our intercompany balances, and the value of our cash and cash equivalents and other assets and liabilities denominated in currencies other than the U.S. dollar, our reporting currency. The hedging activities we engage in may not mitigate the net impact of currency exchange rate fluctuations, and our financial results may differ materially from expectations as a result of such fluctuations.

Failure to protect our information systems and the confidential information of our customers, employees, and business partners against security breaches or thefts could damage our reputation and brands, subject us to litigation and enforcement actions, and substantially harm our business and results of operations.

Our business involves the receipt, storage, and transmission of customers' personal and payment information, as well as confidential information about our business, employees, suppliers, and business partners, some of which is entrusted to third-party service providers, partners, and vendors. Our information systemsWe and those of third parties with which we share information are vulnerablehave experienced, and will continue to an increasing threat of cyber security risks, includingexperience, cyberattacks and other malicious activity that may include physical and electronic break-ins, computer viruses, ransomware attacks, and phishing and other social engineering scams, among other risks,threats, and theseour vulnerabilities may be heightened withby our decentralized operating structure and many of our employees working remotely. As security threats evolve and become more sophisticated and more difficult to detect and defend against, a hacker or thief may defeat our security measures, or those of our third-party service provider, partner, or vendor, and obtain confidential or personal information. We or the third party may not discover the security breach and theft of information for a significant period of time after the breach occurs. We may need to significantly increase the resources we expend significant resources to protect against security breaches and thefts of data or to address problems caused by breaches or thefts, and we may not be able to anticipate cyber attacks or implement adequate preventative measures. Any compromise or breach of our information systems or the information systems of third parties with which we share information could, among other things:

damage our reputation and brands

expose us to losses, costs, litigation, enforcement actions, and possible liability

result in a failure to comply with legal and industry privacy regulations and standards

lead to the misuse of our and our customers' and employees' confidential or personal information

cause interruptions in our operations
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cause us to lose revenue if existing and potential customers believe that their personal and payment information may not be safe with us

We are subject to the laws of many states, countries, and regions and industry guidelines and principles governing the collection, use, retention, disclosure, sharing, and security of data that we receive from and about our customers and employees. Any failure or perceived failure by us to comply with any of these laws, guidelines, or
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principles could result in actions against us by governmental entities or others, a loss of customer confidence, and damage to our brands. In addition, the regulatory landscape is constantly changing, as various regulatory bodies throughout the world enact new laws concerning privacy, data retention, data transfer, and data protection. Complying with these varying and changing requirements is challenging, especially for our smaller, more thinly staffed businesses, and could cause us to incur substantial costs or require us to change our business practices in a manner adverse to our business and operating results.

Acquisitions and strategic investments may be disruptive to our business, may fail to achieve our goals, and can negatively impact our financial results.

An important way in which we pursue our strategy is to selectively acquire businesses, technologies, and services and make minority investments in businesses and joint ventures. The time and expense associated with finding suitable businesses, technologies, or services to acquire or invest inacquisitions and investments can be disruptive to our ongoing business and divert our management's attention. In addition, we have needed in the past, and may need in the future, to seek financing for acquisitions and investments, which may not be available on terms that are favorable to us, or at all, and can cause dilution to our shareholders, cause us to incur additional debt, or subject us to covenants restricting the activities we may undertake.

An acquisition, minority investment, or joint venture may fail to achieve our goals and expectations and may have a negative impact on our business and financial results in a number of ways including the following:

The business we acquired or invested in may not perform or fit with our strategy as well as we expected.

Acquisitions and minority investments can be costly and can result in increased expenses including impairments of goodwill and intangible asserts if financial goals are not achieved, assumptions of contingent or unanticipated liabilities, amortization of certain acquired assets, and increased tax costs,costs. In addition.addition, we may overpay for acquired businesses.

The management of our acquired businesses, minority investments, and joint ventures may be more expensive or may take more resources than we expected. In addition, continuing to devote resources to a struggling business can take resources away from other investment areas and priorities.

We may not be able to retain customers and key employees of the acquired businesses. In particular, it can be challenging to motivate the founders who built a business to continue to lead the business after they sell it to us.

The accounting for our acquisitions and minority investments requires us to make significant estimates, judgments, and assumptions that can change from period to period, based in part on factors outside of our control, which can create volatility in our financial results. For example, we often pay a portion of the purchase price for our acquisitions in the form of an earn out based on performance targets for the acquired companies or enter into obligations or options to purchase noncontrolling interests in our acquired companies or minority investments, which can be difficult to forecast. If in the future our assumptions changeforecast and we determinecan lead to larger than expected payouts that higher levels of achievement are likely under our earn outs or future purchase obligations, we will need to pay and record additional amounts to reflect the increased purchase price. These additional amounts could be significant and couldcan adversely impact our results of operations.

Furthermore, provisions for future payments to sellers based on the performance or valuation of the acquired businesses, such as earn outs and options to purchase noncontrolling interests, can lead to disputes with the sellers about the achievement of the performance targets or valuation or create inadvertent incentives for the acquired company's management to take short-term actions designed to maximize the payments they receive instead of benefiting the business. In addition, strong performance of the underlying business could result in material payments pursuant to earn-out provisions or future purchase obligations that may or may not reflect the fair market value of the asset at that time.
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If we are unable to attract new and repeat customers in a cost-effective manner, our business and results of operations could be harmed.
Our various businesses rely on a variety of marketing methods to attract new and repeat customers including drawing visitors to our websites,customers. These methods include promoting our products and services through search enginespaid channels such as Googleonline search, display, and Bing,television, as well as leveraging our owned and operated channels such as email, direct mail, advertising banners and other online links, broadcast media and streaming platforms,our social media platforms,accounts, and telesales. If search engines or social media platforms modify their algorithms or terminate their relationships with us, if fewer customers click through to our websites, if our direct mail marketing campaigns are not effective, or if the costs of attracting customers using anythese channels significantly increase or the effectiveness of our current methodsthese channels significantly increase,declines, then our ability to efficiently attract new and repeat customers would be reduced, our revenue and net income could decline, and our business and results of operations would be harmed.
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Developing and deploying our mass customization platform is costly and resource-intensive, and we may not realize all of the anticipated benefits of the platform.
A key component of our strategy is the development and deployment of a mass customization platform, which is a cloud-based collection of software services, APIs, web applications and related technology offerings that can be leveraged independently or together by our businesses and third parties to perform common tasks that are important to mass customization. The process of developing new technology is complex, costly, and uncertain and requires us to commit significant resources before knowing whether our businesses will adopt components of our mass customization platform or whether the platform will make us more effective and competitive. As a result, there can be no assurance that we will find new capabilities to add to the growing set of technologies that make up our platform, that our diverse businesses will realize value from the platform, or that we will realize expected returns on the capital expended to develop the platform.
Seasonal fluctuations in our business place a strain on our operations and resources.
Our profitability has historically been highly seasonal. Our second fiscal quarter, which ends on December 31, includes the majority of the holiday shopping season and typically accounts for a disproportionately high portion of our earnings for the year, primarily due to higher sales of home and family products such as holiday cards, calendars, photo books, and personalized gifts. In addition, our National Pen business has historically generated nearly all of its profits during the Decembersecond fiscal quarter. Lower than expected sales during the second quarter have a disproportionately large impact on our operating results and financial condition for the full fiscal year. In addition, if our manufacturing and other operations are unable to keep up with the high volume of orders during our second fiscal quarter or we experience inefficiencies in our production or disruptions of our supply chains, then our costs may be significantly higher, and we and our customers can experience delays in order fulfillment and delivery and other disruptions.

Our hedging activity could negatively impact our results of operations, cash flows, or leverage.

    We have entered into derivatives to manage our exposure to interest rate and currency movements. If we do not accurately forecast our results of operations, execute contracts that do not effectively mitigate our economic exposure to interest rates and currency rates, elect to not apply hedge accounting, or fail to comply with the complex accounting requirements for hedging, our results of operations and cash flows could be volatile, as well as negatively impacted. Also, our hedging objectives may be targeted at improving our non-GAAP financial metrics, which could result in increased volatility in our GAAP results. Since some of our hedging activity addresses long-term exposures, such as our net investment in our subsidiaries, the gains or losses on those hedges could be recognized before the offsetting exposure materializes to offset them, potentially causing volatility in our cash or debt balances and therefore our leverage.

Our businesses face risks related to interruption of our operations and supply chains and lack of redundancy.

Our businesses' production facilities, websites, infrastructure, supply chain, customer service centers, and operations may be vulnerable to interruptions, and we do not have redundancies or alternatives in all cases to carry on these operations in the event of an interruption. In addition, because our businesses are dependent in part on third parties for certain aspects of our communications and production systems, we may not be able to remedy interruptions to these systems in a timely manner or at all due to factors outside of our control. Some of the events that could cause interruptions in our businesses' operations, systems, or systemssupply chains are the following, among others:

fire, natural disasters,disaster, or extreme weather, which could be exacerbated by climate change
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pandemic or other public health crisis

ransomware and other cyber security attacks

labor strike, work stoppage, or other issues with our workforce

political instability or acts of terrorism or war

power loss or telecommunication failure

attacks on our external websites or internal network by hackers or other malicious parties

inadequate capacity in our systems and infrastructure to cope with periods of high volume and demand

Any interruptions to our systems or operations could result in lost revenue, increased costs, negative publicity, damage to our reputations and brands, and an adverse effect on our business and results of operations. Building redundancies into our infrastructure, systems, and supply chain to mitigate these risks may require us to commit substantial financial, operational, and technical resources.

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We face intense competition, and our competition may continue to increase.

The markets for our products and services are intensely competitive, highly fragmented, and geographically dispersed. The competitive landscape for e-commerce companies and the mass customization market continues to change as new e-commerce businesses are introduced, established e-commerce businesses enter the mass customization market, and traditional “brick and mortar” businesses establish an online presence. Competition may result in price pressure, increased advertising expense, reduced profit margins, and loss of market share and brand recognition, any of which could substantially harm our business and financial results. Some of our current and potential competitors have advantages over us, including longer operating histories, greater brand recognition or loyalty, more focus on a given subset of our business, significantly greater financial, marketing, and other resources, or willingness to operate at a loss while building market share.

Failure to meet our customers' price expectations would adversely affect our business and results of operations.

Demand for our products and services is sensitive to price for almost all of our businesses, and changes in our pricing strategies including shipping pricing, have had a significant impact on the numbers of customers and orders in some regions, which in turn affects our revenue, profitability, and results of operations. Many factors can significantly impact our pricing and marketing strategies, including the costs of running our business, the costs of raw materials, our competitors' pricing and marketing strategies, and the effects of inflation. We may not be able to mitigate increases in our costs by increasing the prices of our products and services. If we fail to meet our customers' price expectations, our business and results of operations may suffer.

We are subject to safety, health, and environmental laws and regulations, which could result in liabilities, cost increases, or restrictions on our operations.

    We are subject to a variety of safety, health and environmental, or SHE, laws and regulations in each of the jurisdictions in which we operate. SHE laws and regulations frequently change and evolve, including the addition of new SHE regulations, especially with respect to climate change. These laws and regulations govern, among other things, air emissions, wastewater discharges, the storage, handling and disposal of hazardous and other regulated substances and wastes, soil and groundwater contamination, and employee health and safety. We use regulated substances such as inks and solvents, and generate air emissions and other discharges at our manufacturing facilities, and some of our facilities are required to hold environmental permits. If we fail to comply with existing SHE requirements, or new more stringent SHE requirements, applicable to us are imposed, we may be subject to monetary fines, civil or criminal sanctions, third-party claims, or the limitation or suspension of our operations. In addition, if we are found to be responsible for hazardous substances at any location (including, for example, offsite waste disposal facilities or facilities at which we formerly operated), we may be responsible for the cost of cleaning up contamination, regardless of fault, as well as for claims for harm to health or property or for natural resource damages arising out of contamination or exposure to hazardous substances.

Complying with existing SHE laws and regulations is costly, and we expect our costs to significantly increase as new SHE requirements are added and existing requirements become more stringent. In some cases we pursue self-imposed socially responsible policies that are more stringent than is typically required by laws and regulations, for instance in the areas of worker safety, team member social benefits, and
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environmental protection such as carbon reduction initiatives. The costs of this added SHE effort are often substantial and could grow over time.

The failure of our business partners to use legal and ethical business practices could negatively impact our business.

We contract with multiple suppliers, fulfillers, merchants, and other business partners in many jurisdictions worldwide. We require our business partners to operate in compliance with all applicable laws, including those regarding corruption, working conditions, employment practices, safety and health, and environmental compliance, but we cannot control their business practices. We may not be able to adequately vet, monitor, and audit our many business partners (or their suppliers) throughout the world, and our decentralized structure heightens this risk, as not all of our businesses have equal resources to manage their business partners. If any of them violates labor, environmental, or other laws or implements business practices that are regarded as unethical or inconsistent with our values, our reputation could be severely damaged, and our supply chain and order fulfillment process could be interrupted, which could harm our sales and results of operations.

Our credit facility and the indentures that govern our notes restrict our current and future operations, particularly our ability to respond to changes or to take certain actions.

Our senior secured credit facility that governs our Term Loan B and revolving credit and the indenture that governs our 7.0% senior unsecured notes due 2026, which we collectively refer to as our debt documents, contain a number of restrictive covenants that impose significant operating and financial restrictions on us and may limit how we conduct our business, grow in accordance with our strategy, compete effectively, or take advantage of new business opportunities, including restrictions on our ability to:

incur additional indebtedness, guarantee indebtedness, and incur liens

pay dividends or make other distributions or repurchase or redeem capital stock

prepay, redeem, or repurchase certain subordinated debt

issue certain preferred stock or similar redeemable equity securities

make loans and investments

sell assets

enter into transactions with affiliates

alter the businesses we conduct

enter into agreements restricting our subsidiaries’ ability to pay dividends

consolidate, merge, or sell all or substantially all of our assets

A default under any of our debt documents would have a material, adverse effect on our business.
    Our failure to make scheduled payments on our debt or our breach of the covenants or restrictions under any of our debt documents could result in an event of default under the applicable indebtedness. Such a default would have a material, adverse effect on our business and financial condition, including the following, among others:

Our lenders could declare all outstanding principal and interest to be due and payable, and we and our subsidiaries may not have sufficient assets to repay that indebtedness.

Our secured lenders could foreclose against the assets securing their borrowings.

Our lenders under our revolving credit facility could terminate all commitments to extend further credit under that facility.
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We could be forced into bankruptcy or liquidation.

Our material indebtedness and interest expense could adversely affect our financial condition.

As of June 30, 2021, our total debt was $1,764.9 million. 

Subject to the limits contained in our debt documents, we may be able to incur substantial additional debt from time to time, and if we do so, the risks related to our level of debt could intensify. Specifically, our level of debt could have important consequences, including the following:

making it more difficult for us to satisfy our obligations with respect to our debt

limiting our ability to obtain additional financing to fund future working capital, capital expenditures, acquisitions, or other general corporate requirements

requiring a substantial portion of our cash flows to be dedicated to debt service payments instead of other purposes, thereby reducing the amount of cash flows available for working capital, capital expenditures, acquisitions, and other general corporate purposes

increasing our vulnerability to general adverse economic and industry conditions


exposing us to the risk of increased interest rates as some of our borrowings, including borrowings under our credit facility, are at variable rates of interest

placing us at a disadvantage compared to other, less leveraged competitors

increasing our cost of borrowing

If our cash flows and capital resources are insufficient to fund our debt service obligations, we could face substantial liquidity problems and could be forced to reduce or delay investments and capital expenditures or to dispose of material assets or operations, seek additional debt or equity capital, or restructure or refinance our indebtedness. We may not be able to effect any such alternative measures, if necessary, on commercially reasonable terms or at all, and if we cannot make scheduled payments on our debt, we will be in default.

Our variable rate indebtedness subjects us to interest rate risk, which could cause our debt service obligations to increase significantly.

Borrowings under our credit facility are at variable rates of interest and expose us to interest rate risk, and any interest rate swaps we enter into in order to reduce interest rate volatility may not fully mitigate our interest rate risk. If interest rates were to increase, our debt service obligations on the variable rate indebtedness would increase even if the amount borrowed remained the same, and our net income and cash flows, including cash available for servicing our indebtedness, will correspondingly decrease. As of June 30, 2021, a hypothetical 100 basis point increase in rates, inclusive of our outstanding interest rate swaps, would result in an increase of interest expense of approximately $4 millionover the next 12 months.
If we are unable to protect our intellectual property rights, our reputation and brands could be damaged, and others may be able to use our technology, which could substantially harm our business and financial results.

We rely on a combination of patents, trademarks, trade secrets, copyrights, and contractual restrictions to protect our intellectual property, but these protective measures afford only limited protection. Despite our efforts to protect our proprietary rights, unauthorized parties may be able to copy or use technology or information that we consider proprietary. There can be no guarantee that any of our pending patent applications or continuation patent applications will be granted, and from time to time we face infringement, invalidity, intellectual property ownership, or similar claims brought by third parties with respect to our patents. In addition, despite our trademark registrations throughout the world, our competitors or other entities may adopt names, marks, or domain names similar to ours,
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thereby impeding our ability to build brand identity and possibly leading to customer confusion. Enforcing our
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intellectual property rights can be extremely costly, and a failure to protect or enforce these rights could damage our reputation and brands and substantially harm our business and financial results.

Intellectual property disputes and litigation are costly and could cause us to lose our exclusive rights, subject us to liability, or require us to stop some of our business activities.

From time to time, we receive claims from third parties that we infringe their intellectual property rights, that we are required to enter into patent licenses covering aspects of the technology we use in our business, or that we improperly obtained or used their confidential or proprietary information. Any litigation, settlement, license, or other proceeding relating to intellectual property rights, even if we settle it or it is resolved in our favor, could be costly, divert our management's efforts from managing and growing our business, and create uncertainties that may make it more difficult to run our operations. If any parties successfully claim that we infringe their intellectual property rights, we might be forced to pay significant damages and attorney's fees, and we could be restricted from using certain technologies important to the operation of our business.

Our business is dependent on the Internet, and unfavorable changes in government regulation of the Internet, e-commerce, and email marketing could substantially harm our business and financial results.

Because most of our businesses depend primarily on the Internet for our sales, laws specifically governing the Internet, e-commerce, and email marketing may have a greater impact on our operations than other more traditional businesses. Existing and future laws, such as laws covering pricing, customs, privacy, consumer protection, or commercial email, may impede the growth of e-commerce and our ability to compete with traditional “bricks and mortar” retailers. Existing and future laws or unfavorable changes or interpretations of these laws could substantially harm our business and financial results.

If we were required to screen the content that our customers incorporate into our products, our costs could significantly increase, which would harm our results of operations.

Because of our focus on automation and high volumes, many of our sales do not involve any human-based review of content. Although our websites' terms of use specifically require customers to make representations about the legality and ownership of the content they upload for production, there is a risk that a customer may supply an image or other content for an order we produce that is the property of another party used without permission, that infringes the copyright or trademark of another party, or that would be considered to be defamatory, hateful, obscene, or otherwise objectionable or illegal under the laws of the jurisdiction(s) where that customer lives or where we operate. If the machine-learning tools we have developed to aid our content review fail to find instances of intellectual property infringement or objectionable or illegal content in customer orders, we could be required to increase the amount of manual screening we perform, which could significantly increase our costs, and we could be required to pay substantial penalties or monetary damages for any failure in our screening process.

Risks Related to Our failureIndustry and Macroeconomic Conditions

Rising costs could negatively affect our business and financial results.
During the last two fiscal years, we have experienced material cost increases in a number of areas, including energy, product substrates like paper, production materials like aluminum plates, freight and shipping charges, and employee compensation due to collect indirect taxesa more competitive labor market. We cannot predict whether costs will further increase in the future or by how much. We have not been able to fully mitigate our cost increases through price increases. If our costs remain elevated or continue to increase, there could be further negative impacts to our financial results, and increasing our prices in response to increased costs could negatively affect demand for our products and services.
Supply chain disruptions could impair our ability to source raw materials.
A number of factors have impacted, and could in the future impact, the availability of materials we use in our business, including the residual effects of the COVID-19 pandemic, rising energy prices and other inflationary pressures, rationing measures, labor shortages, civil unrest and war, and climate change. Our inability to source sufficient materials for our business in a timely manner, or at all, jurisdictions wherewould significantly impair our ability to fulfill customer orders and sell our products, which would reduce our revenue and harm our financial results.
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We need to hire, retain, develop, and motivate talented personnel in key roles in order to be successful, and we face intense competition for talent.

If we are requiredunable to do sorecruit, retain, develop, and motivate our employees in senior management and key roles such as technology, marketing, data science, and production, then we may not be able to execute on our strategy and grow our business as planned. We are seeing increased competition for talent that makes it more difficult for us to retain the employees we have and to recruit new employees, and our current management and employees may cease their employment with us at any time with minimal advance notice. This retention risk is particularly heightened with respect to the leaders of certain of our businesses who have in the past or may in the future receive substantial payouts from their redeemable non-controlling interests in those businesses, as it may be challenging to retain and motivate them to continue running their businesses. Although we believe our remote-first way of working, which allows team members to work remotely with no expectation that they will commute to a company facility, is a competitive advantage, it can be more challenging to engage, motivate, and develop team members in a remote work environment, and our success depends on an engaged and motivated workforce and on developing the skills and talents of our workforce.

We face intense competition, and our competition may continue to increase.

The markets for our products and services are intensely competitive, highly fragmented, and geographically dispersed. The competitive landscape for e-commerce companies and the mass customization market continues to change as new e-commerce businesses are introduced, established e-commerce businesses enter the mass customization and print markets, and traditional “brick and mortar” businesses establish an online presence. With Vista's increased focus on design services, we now also face competition from companies in the design space, some of which may be more established, experienced, or innovative than we are . Competition may result in price pressure, increased advertising expense, reduced profit margins, and loss of market share and brand recognition, any of which could substantially harm our business and financial results. Some of our current and potential competitors have advantages over us, including longer operating histories, greater brand recognition or loyalty, more focus on a given subset of our business, significantly greater financial, marketing, and other resources, or willingness to operate at a loss while building market share.

A major economic downturn could negatively affect our business and financial results.

It is possible that some or all of our markets could enter a recession or other sustained economic downturn, which could negatively impact demand for our products and services. Although the economic downturns we experienced in the past often precipitated increases in the number of small businesses, which in turn increased demand for our products, an inflation-fueled downturn and/or tightening credit conditions could result in potential customers not being able to afford our products and rely more on free social media channels to market themselves instead of the products and services we offer. If demand for our products and services decreases, our business and financial results could be harmed.

Meeting our ESG goals will be costly, and our ESG policies and positions could expose us to tax liabilities.reputational harm.

The application of sales, value added or other consumption taxes (indirect taxes)We face risks arising from the increased focus by our customers, investors, and regulators on environmental, social, and governance criteria, including with respect to e-commerce businesses such as Cimpress is a complex and evolving issue. If a government entity claims that we should have been collecting indirect taxes onclimate change, labor practices, the salediversity of our products in a jurisdiction wheremanagement and directors, and the composition of our Board. Meeting the ESG goals we have set and publicly disclosed will require significant resources and expenditures, and we may face pressure to make commitments, establish additional goals, and take actions to meet them beyond our current plans. If customers and potential customers are dissatisfied with our ESG goals or our progress towards meeting them, then they may choose not been doing so, then weto buy our products and services, which could incur substantial tax liabilities for past sales. For example,lead to reduced revenue, and our reputation could be harmed. In addition, with anti-ESG sentiment gaining momentum in some of our businesses may not currently collect sales tax in all U.S. states where they sell products. Many state governments in the United States have imposedmarkets, we could experience reduced revenue and reputational harm if we are targeted by groups or are seeking to impose sales tax collection responsibilityinfluential individuals who disagree with our public positions on out-of-state, online retailers, and the U.S. Supreme Court ruling in South Dakota v. Wayfair, Inc. et al. enabled states to adopt laws requiring remote sellers to collect and remit sales tax, even in states in which the seller has no physical presence. To the extent that individual states adopt similar legislation, this could significantly increase the collection and compliance burden on Cimpress businesses operating in the U.S.social or environmental issues.
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Risks Related to Our Corporate Structureand Capital Structures

Our credit facility and the indentures that govern our notes restrict our current and future operations, particularly our ability to respond to changes or to take certain actions.

Our senior secured credit facility that governs our Term Loan B and revolving credit and the indenture that governs our 7.0% Senior Notes due 2026, which we collectively refer to as our debt documents, contain a number of restrictive covenants that impose significant operating and financial restrictions on us and may limit how we conduct our business, execute our strategy, compete effectively, or take advantage of new business opportunities, including restrictions on our ability to:

incur additional indebtedness, guarantee indebtedness, and incur liens

pay dividends or make other distributions or repurchase or redeem capital stock

prepay, redeem, or repurchase subordinated debt

issue certain preferred stock or similar redeemable equity securities

make loans and investments

sell assets

enter into transactions with affiliates

alter the businesses we conduct

enter into agreements restricting our subsidiaries’ ability to pay dividends

consolidate, merge, or sell all or substantially all of our assets

A default under any of our debt documents would have a material, adverse effect on our business.
    Our failure to make scheduled payments on our debt or our breach of the covenants or restrictions under any of our debt documents could result in an event of default under the applicable indebtedness. Such a default would have a material, adverse effect on our business and financial condition, including the following, among others:

Our lenders could declare all outstanding principal and interest to be due and payable, and we and our subsidiaries may not have sufficient assets to repay that indebtedness.

Our secured lenders could foreclose against the assets securing their borrowings.

Our lenders under our revolving credit facility could terminate all commitments to extend further credit under that facility.

We could be forced into bankruptcy or liquidation.

Our material indebtedness and interest expense could adversely affect our financial condition.

As of June 30, 2023, our total debt was $1,654.0 million. Our level of debt could have important consequences, including the following:

making it more difficult for us to satisfy our obligations with respect to our debt

limiting our ability to obtain additional financing to fund future working capital, capital expenditures, acquisitions, or other general corporate requirements

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requiring a substantial portion of our cash flows to be dedicated to debt service payments instead of other purposes, thereby reducing the amount of cash flows available for working capital, capital expenditures, acquisitions, and other general corporate purposes

increasing our vulnerability to general adverse economic and industry conditions


exposing us to the risk of increased interest rates as some of our borrowings, including borrowings under our credit facility, are at variable rates of interest

placing us at a disadvantage compared to other, less leveraged competitors

increasing our cost of borrowing

Subject to the limits contained in our debt documents, we may be able to incur substantial additional debt from time to time, and if we do so, the risks related to our level of debt could intensify.

If our cash flows and capital resources are insufficient to fund our debt service obligations, we could face substantial liquidity problems and could be forced to reduce or delay investments and capital expenditures or to dispose of material assets or operations, seek additional debt or equity capital, or restructure or refinance our indebtedness. Refinancing our debt may be particularly challenging in the current environment of capital market disruptions and rising interest rates. We may not be able to effect any such alternative measures, if necessary, on commercially reasonable terms or at all, and if we cannot make scheduled payments on our debt, we will be in default.

Our variable rate indebtedness subjects us to interest rate risk, which could cause our debt service obligations to increase significantly.

Borrowings under our credit facility are at variable rates of interest and expose us to interest rate risk, and any interest rate swaps we enter into in order to reduce interest rate volatility may not fully mitigate our interest rate risk. If interest rates continue to increase, our debt service obligations on the variable rate indebtedness will increase even if the amount borrowed remains the same, and our net income and cash flows, including cash available for servicing our indebtedness, will correspondingly decrease. As of June 30, 2023, a hypothetical 100 basis point increase in rates, inclusive of our outstanding interest rate swaps, would result in an increase of interest expense of approximately $8.7 millionover the next 12 months, not including any yield from our cash and marketable securities.
Challenges by various tax authorities to our international structure could, if successful, increase our effective tax rate and adversely affect our earnings.

We are an Irish public limited company that operates through various subsidiaries in a number of countries throughout the world. Consequently, we are subject to tax laws, treaties and regulations in the countries in which we
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operate, and these laws and treaties are subject to interpretation. From time to time, we are subject to tax audits, and the tax authorities in these countries could claim that a greater portion of the income of the Cimpress plc group should be subject to income or other tax in their respective jurisdictions, which could result in an increase to our effective tax rate and adversely affect our results of operations.

Changes in tax laws, regulations and treaties could affect our tax rate and our results of operations.

A change in tax laws, treaties or regulations, or their interpretation, of any country in which we operate could have a materially adverse impact on us, including increasing our tax burden, increasing costs of our tax compliance, or otherwise adversely affecting our financial condition, results of operations, and cash flows. There are currently multiple initiatives for comprehensive tax reform underway in key jurisdictions where we have operations, and we cannot predict whether any other specific legislation will be enacted or the terms of any such legislation. In addition, the application of sales, value added, or other consumption taxes to e-commerce businesses, such as Cimpress is a complex and evolving issue. If a government entity claims that we should have been collecting such taxes on the sale of our products in a jurisdiction where we have not been doing so, then we could incur substantial tax liabilities for past sales.

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Our intercompany arrangements may be challenged, which could result in higher taxes or penalties and an adverse effect on our earnings.

We operate pursuant to written transfer pricing agreements among Cimpress plc and its subsidiaries, which establish transfer prices for various services performed by our subsidiaries for other Cimpress group companies. If two or more affiliated companies are located in different countries, the tax laws or regulations of each country generally will require that transfer prices be consistent with those between unrelated companies dealing at arm's length. With the exception of certain jurisdictions where we have obtained rulings or advance pricing agreements, our transfer pricing arrangements are not binding on applicable tax authorities. If tax authorities in any country were successful in challenging our transfer prices as not reflecting arm's length transactions, they could require us to adjust our transfer prices and thereby reallocate our income to reflect these revised transfer prices. A reallocation of taxable income from a lower tax jurisdiction to a higher tax jurisdiction would result in a higher tax liability to us. In addition, if the country from which the income is reallocated does not agree with the reallocation, both countries could tax the same income, resulting in double taxation.

Because of our corporate structure, our shareholders may find it difficult to enforce claims based on United States federal or state laws, including securities liabilities, against us or our management team.

We are incorporated under the laws of Ireland. There can be no assurance that the courts of Ireland would recognize or enforce judgments of U.S. courts obtained against us or our directors or officers based on the civil liabilities provisions of the U.S. federal or state securities laws or that the courts of Ireland would hear actions against us or those persons based on those laws. There is currently no treaty between the U.S. and Ireland providing for the reciprocal recognition and enforcement of judgments in civil and commercial matters, and Irish common law rules govern the process by which a U.S. judgment will be enforced in Ireland. Therefore, a final judgment for the payment of money rendered by any U.S. federal or state court based on civil liability, whether or not based solely on U.S. federal or state securities laws, would not automatically or necessarily be enforceable in Ireland.

In addition, because most of our assets are located outside of the United States and some of our directors and management reside outside of the United States, it could be difficult for investors to place a lien on our assets or those of our directors and officers in connection with a claim of liability under U.S. laws. As a result, it may be difficult for investors to enforce U.S. court judgments or rights predicated upon U.S. laws against us or our management team outside of the United States.

Our past purchaseshedging activity could negatively impact our results of our ordinary shares could subject our shareholders to Dutch withholding tax.operations, cash flows, or leverage.

Cimpress’ publicly traded parent company was historically subject    We have entered into derivatives to Dutch tax laws, includingmanage our exposure to interest rate and currency movements. If we do not accurately forecast our results of operations, execute contracts that do not effectively mitigate our economic exposure to interest rates and currency rates, elect to not apply hedge accounting, or fail to comply with the 15% Dutch withholding tax thatcomplex accounting requirements for hedging, our results of operations and cash flows could be volatile, as well as negatively impacted. Also, our hedging objectives may be levied on dividends and similar distributions made by Cimpress to its shareholders, and purchased a numbertargeted at improving our non-GAAP financial metrics, which could result in increased volatility in our GAAP results. Since some of our ordinary shares. Underhedging activity addresses long-term exposures, such as our Dutch Advanced Tax Ruling, a purchase of shares should not resultnet investment in any Dutch withholding tax if we holdour subsidiaries, the purchased sharesgains or losses on those hedges could be recognized before the offsetting exposure materializes to offset them, potentially causing volatility in treasury for the purpose of issuing shares pursuant to employee share awardsour cash or for the funding of acquisitions. However, if the shares cannot be used for these purposes, or the Dutch tax authorities successfully challenge the use of the shares for these purposes, such a purchase of shares may be treated as a partial liquidation subject to the 15% Dutch withholding tax to be levied on the difference betweendebt balances, and therefore our average paid in capital per share for Dutch tax purposes and the redemption price per share, if higher.
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leverage.

We may be treated as a passive foreign investment company for United States tax purposes, which may subject United States shareholders to adverse tax consequences.

If our passive income, or our assets that produce passive income, exceed levels provided by law for any taxable year, we may be characterized as a passive foreign investment company, or a PFIC, for United States federal income tax purposes. If we are treated as a PFIC, U.S. holders of our ordinary shares would be subject to a disadvantageous United States federal income tax regime with respect to the distributions they receive and the gain, if any, they derive from the sale or other disposition of their ordinary shares.

We believe that we were not a PFIC for the tax year ended June 30, 20212023 and we expect that we will not become a PFIC in the foreseeable future. However, whether we are treated as a PFIC depends on questions of fact as to our assets and revenues that can only be determined at the end of each tax year. Accordingly, we cannot be certain that we will not be treated as a PFIC in future years.
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If a United States shareholder owns 10% or more of our ordinary shares, it may be subject to increased United States taxation under the "controlled foreign corporation" rules. Additionally, this may negatively impact the demand for our ordinary shares.

If a United States shareholder owns 10% or more of our ordinary shares, it may be subject to increased United States federal income taxation (and possibly state income taxation) under the "controlled foreign corporation" rules. In general, if a U.S. person owns (or is deemed to own) at least 10% of the voting power or value of a non-U.S. corporation, or "10% U.S. Shareholder," and if such non-U.S. corporation is a "controlled foreign corporation," or "CFC," then such 10% U.S. Shareholder who owns (or is deemed to own) shares in the CFC on the last day of the CFC's taxable year must include in its gross income for United States federal income tax (and possibly state income tax) purposes its pro rata share of the CFC's "subpart F income," even if the subpart F income is not distributed. In addition, a 10% U.S. shareholder'sShareholder's pro rata share of other income of a CFC, even if not distributed, might also need to be included in a 10% U.S. Shareholder’s gross income for United States federal income tax (and possibly state income tax) purposes under the "global intangible low-taxed income," or "GILTI," provisions of the U.S. tax law. In general, a non-U.S. corporation is considered a CFC if one or more 10% U.S. Shareholders together own more than 50% of the voting power or value of the corporation on any day during the taxable year of the corporation. "Subpart F income" consists of, among other things, certain types of dividends, interest, rents, royalties, gains, and certain types of income from services, and personal property sales.

The rules for determining ownership for purposes of determining 10% U.S. Shareholder and CFC status are complicated, depend on the particular facts relating to each investor, and are not necessarily the same as the rules for determining beneficial ownership for SEC reporting purposes. For taxable years in which we are a CFC, each of our 10% U.S. Shareholders will be required to include in its gross income for United States federal income tax (and possibly state income tax) purposes its pro rata share of our "subpart F income," even if the subpart F income is not distributed by us, and might also be required to include its pro rata share of other income of ours, even if not distributed by us, under the GILTI provisions of the U.S. tax law. We currently do not believe we are a CFC. However, whether we are treated as a CFC can be affected by, among other things, facts as to our share ownership that may change. Accordingly, we cannot be certain that we will not be treated as a CFC in future years.

The risk of being subject to increased taxation as a CFC may deter our current shareholders from acquiring additional ordinary shares or new shareholders from establishing a position in our ordinary shares. Either of these scenarios could impact the demand for, and value of, our ordinary shares.

The ownership of our ordinary shares is highly concentrated, which could cause or exacerbate volatility in our share price.

Approximately 85%More than 70% of our ordinary shares are held by our top 10 shareholders, and we may repurchase shares in the future (subject to the restrictions in our debt documents), which could further increase the concentration of our share ownership. Because of this reduced liquidity, the trading of relatively small quantities of shares by our shareholders could disproportionately influence the price of those shares in either direction. The price for our shares could, for example, decline precipitously if a large number of our ordinary shares were sold on the market without commensurate demand, as compared to a company with greater trading liquidity that could better absorb those sales without adverse impact on its share price.
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Item 1B. Unresolved Staff Comments
None.
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Item 2. Properties
We own real property, including the following manufacturing operations that provide support across our businesses:
A 582,000 square foot facility located near Windsor, Ontario, Canada that primarily services our VistaprintVista business.
A 492,000 square foot facility located in Shelbyville, Tennessee, USA, that primarily services our National Pen business.
A 362,000 square foot facility located in Venlo, the Netherlands that primarily services our VistaprintVista business.
A 130,000 square foot facility located in Kisarazu, Japan that primarily servicesformerly serviced our VistaprintVista and National Pen businesses in the Japanese market.
As of June 30, 2023, this facility is classified as held for sale. Refer to Item 8 of Part II, "Financial Statements and Supplementary Data - Note 18 - Restructuring Charges" for additional details.
A 124,000 square foot facility located in Deer Park, Australia that primarily services our VistaprintVista business.
A 97,000 square foot facility located near Montpellier, France that primarily services The Print Group businesses.

As of June 30, 2021,2023, a summary of our currently occupied leased spaces is as follows:
Business Segment (1)Square FeetTypeLease Expirations
VistaprintVista736,780431,086 Technology development, marketing, customer service, manufacturing, and administrativeJuly 20212023 - November 2034May 2027
PrintBrothers298,574320,020 Technology development, marketing, customer service, manufacturing, and administrativeSeptember 2023 - September 2031
The Print Group426,953 Technology development, marketing, customer service, manufacturing, and administrativeNovember 20212023 - December 2030March 2037
The Print GroupNational Pen442,377681,085 Marketing, customer service, manufacturing, and administrativeJuly 2023 - December 2037
All Other Businesses586,917 Technology development, marketing, customer service, manufacturing, and administrativeAugust 2021March 2024 - December 2025February 2030
National Pen411,288Marketing, customer service, manufacturing and administrativeApril 2022 -December 2027
All Other Businesses549,256Technology development, marketing, customer service, manufacturing and administrativeAugust 2021 - July 2025
Other (2)83,140Corporate strategy and technology developmentJanuary 2022 - June 2023
___________________
(1) Many of our leased properties are utilized by multiple business segments, but each have been assigned to the segment that occupies the majority of our leased space.
(2) Includes locations that are used exclusively for corporate or central function activities.

We believe that the total space available to us in the facilities we own or lease, and space that is obtainable by us on commercially reasonable terms, will meet our needs for the foreseeable future.
Item 3. Legal Proceedings
The information required by this item is incorporated by reference to the information set forth in Item 8 of Part II, “Financial Statements and Supplementary Data — Note 17 — Commitments and Contingencies,” in the accompanying notes to the consolidated financial statements included in this Report.
Item 4. Mine Safety Disclosures
None.
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PART II
Item 5. Market for Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities
The ordinary shares of Cimpress plc are traded on the NASDAQ Global Select Market (the "NASDAQ") under the symbol “CMPR.” As of July 31, 2021,2023, there were 10five holders of record of our ordinary shares, although there is a much larger number of beneficial owners.
Dividends and Repurchases
We have never paid or declared any cash dividends on our ordinary shares, and we do not anticipate paying any cash dividends in the foreseeable future.
Issuer Purchases of Equity Securities
The share repurchase program that we announced on November 25, 2019 expired on May 22, 2021. We did not repurchase any of our ordinary shares during the quarteryear ended June 30, 2021.2023.
Performance Graph
The following graph compares the cumulative total return to shareholders of Cimpress plc ordinary shares relative to the cumulative total returns of the NASDAQ Composite index and the Research Data Group (RDG) Internet Composite index. An investment of $100 (with reinvestment of all dividends) is assumed to have been made in our ordinary shares and in each of the indexes on June 30, 20162018 and the relative performance of each investment is tracked through June 30, 2021.2023.

COMPARISON OF 5 YEAR CUMULATIVE TOTAL RETURN
Among Cimpress plc, the NASDAQ Composite Index
and the RDG Internet Composite Index

cmpr-20210630_g15.jpg1280
201620172018201920202021201820192020202120222023
Cimpress plc Cimpress plc $100.00 $102.22 $156.75 $98.28 $82.55 $117.23 Cimpress plc $100.00 $62.70 $52.66 $74.79 $26.83 $41.03 
NASDAQ CompositeNASDAQ Composite100.00 128.30 158.57 170.91 216.96 315.10 NASDAQ Composite100.00 107.78 136.82 198.71 152.16 191.93 
RDG Internet CompositeRDG Internet Composite100.00 139.43 196.44 201.56 271.11 385.88 RDG Internet Composite100.00 101.46 138.28 180.18 113.92 126.17 
The share price performance included in this graph is not necessarily indicative of future share price performance.
Item 6. [Reserved]
Not applicable.

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Item 6. Selected Financial Data
Part II, Item 6 is no longer required as we have adopted certain provisions within the amendments to Regulation S-K that eliminate Item 301.

Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations
This Report contains forward-looking statements that involve risks and uncertainties. The statements contained in this Report that are not purely historical are forward-looking statements within the meaning of Section 27A of the Securities Act of 1933 and Section 21E of the Securities Exchange Act of 1934, including but not limited to our statements about the anticipated growth and development of our businesses and revenues,financial results, including profitability, cash flows, liquidity, and net leverage; the expected effects of our cost reductions and recent restructuring, including future cost savings; our competitive position and the size of our market and opportunity, our expectations with respect to our business, markets, competitive position, and demand for our products post-pandemic, our expectations for economic recovery post-pandemic, our expectations for design services in the Vistaprint business and the success of the 99designs acquisition, the anticipated effects of our investments in our business including the hiring of talented personnel,market; sufficiency of our liquidity position,position; legal proceedings,proceedings; and sufficiency of our tax reserves. Without limiting the foregoing, the words “may,” “should,” “could,” “expect,” “plan,” “intend,” “anticipate,” “believe,” “estimate,” “predict,” “designed,” “potential,” “continue,” “target,” “seek” and similar expressions are intended to identify forward-looking statements. All forward-looking statements included in this Report are based on information available to us up to, and including the date of this document, and we disclaim any obligation to update any such forward-looking statements. Our actual results could differ materially from those anticipated in these forward-looking statements as a result of various important factors, including but not limited to flaws in the assumptions and judgments upon which our forecasts and estimates are based; the development, severity, and duration of the COVID-19 pandemicsupply chain constraints, inflation, and the timing and pace of economic recovery; our failure to anticipate and react to thelingering effects of the pandemic on our customers, supply chain, markets, team members, and business;COVID-19 pandemic; our inability to make the investments in our business that we plan to make or the failure of those investments to achieve the results we expect; our failure to execute on the transformation of the Vista business; loss or unavailability of key personnel or our inability to recruit talented personnel to drive performance of our businesses; costs and disruptions caused by acquisitions and minority investments; the failure of businesses we acquire or invest in to perform as expected; our failure to develop and deploy our mass customization platform or the failure of the platform to drive the efficiencies and competitive advantages we expect; unanticipated changes in our markets, customers, or businesses; changes in the laws and regulations, or in the interpretation of laws and regulations, that affect our businesses; our failure to manage the growth and complexity of our business and expand our operations; our failure to maintain compliance with the covenants in our debt documents or to pay our debts when due; competitive pressures; general economic conditions;conditions, including the possibility of an economic downturn in some or all of our markets; and other factors described in this Report and the other documents that we periodically file with the SEC. The Business section of this Report also contains estimates and other statistical data from research we conducted in August 2022 with a third-party research firm, and this data involves a number of assumptions and limitations and contains projections and estimates of the sizes of the opportunities of our markets that are subject to a high degree of uncertainty and should not be given undue weight.
Executive Overview
Cimpress is a strategically focused group of more than a dozenten businesses that specialize in mass customization of printing and related products, via which we deliver large volumes of individually small-sized customized orders fororders. Our products and services include a broad spectrumrange of print,marketing materials, business cards, signage, promotional products, logo apparel, packaging, books and magazines, wall decor, photo merchandise, invitations and announcements, writing instruments, packaging, appareldesign and digital marketing services, and other categories. Mass customization is a core element of the business model of each Cimpress business and is a competitive strategy which seeks to produce goods and services to meet individual customer needs with near mass production efficiency. We invest in and build customer-focused, entrepreneurialdiscuss mass customization businesses forfurther in the long term, which we manage in a decentralized, autonomous manner. We drive competitive advantage across Cimpress through a select few shared strategic capabilities that have the greatest potential to create Cimpress-wide value. We limit all other central activities to only those which absolutely must be performed centrally.Business section of this Report.
As of June 30, 2021,2023, we have numerous operating segments under our management reporting structure that are reported in the following five reportable segments: Vistaprint,Vista, PrintBrothers, The Print Group, National Pen, and All Other Businesses. Refer to Note 15 in our accompanying consolidated financial statements for additional information relating to our reportable segments and our segment financial measures.
COVID-19
ThroughoutWe announced plans on March 23, 2023 to reduce costs within our Vista business and our central teams and implement organizational changes to support expanded profitability, reduced leverage and increased speed, focus, and accountability. These plans resulted in a restructuring charge of $30.2 million during fiscal year 2021,2023. Excluding this restructuring charge, this restructuring action provided a cost savings benefit of approximately $24 million during the pandemic and related restrictions had a negative impact on most of our businesses, customers and the markets that we serve. We've experienced improving trends in customer demand throughout thecurrent fiscal year due to the timing of the action, and we have experienced stronger recoveryexpect this action to deliver approximately $100 million of annualized pre-tax cost savings in demand in markets where pandemic restrictions have been lifted or are less severe. During the second half of the fiscal year we've lapped the early periods of the pandemic which had the most severe impacts on customer demand. The improving trends give us confidence that demand will continue to pick up as activity resumes in our markets around the world. We continue to hire talent and make investments in technology, data, new product introduction, customer experiencetotal.
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improvements, and branding that are designed to build on our competitive advantages and drive growth in our businesses as we come out of the pandemic, although we can't forecast how long that will take. We continue to maintain flexibility in our cost structure, while at the same time increasing investment in areas we believe will generate high return on investment beyond the pandemic.
Financial Summary
The primary financial metric by which we set quarterly and annual budgets both for individual businesses and Cimpress wide is our adjusted free cash flow before cash interest expense related to borrowing;expense; however, in evaluating the financial condition and operating performance of our business, management considers a number of metrics including
27


revenue growth, organic constant-currency revenue growth, operating income, adjusted EBITDA, cash flow from operations, and adjusted free cash flow. Reconciliations of our non-GAAP financial measures are included within the "Consolidated Results of Operations" and "Additional Non-GAAP Financial Measures" sections of Management's Discussion and Analysis. A summary of these key financial metrics for the year ended June 30, 20212023 as compared to the year ended June 30, 20202022 follows:
Fiscal Year 20212023
Revenue increased by 4%7% to $2,592.5$3,079.6 million.
Organic constant-currencyConstant-currency revenue increased by 1% and decreased by 1%11% when excluding acquisitions completed in the last four quarters.revenue of acquired companies for the first twelve months after acquisition (a non-GAAP financial measure).
Operating incomeincome increased by $67.5 $10.0 million to $123.5$57.3 million.
Adjusted EBITDA (a non-GAAP financial measure) decreasedincreased by $50.7$58.8 million to $349.1$339.8 million.
Diluted net (loss) incomeloss per share attributable to Cimpress plc decreasedincreased to a loss per share$7.08 from $2.08 in the prior fiscal year 2021 of $2.99 from income per share of $3.00 in fiscal year 2020.year.
Cash provided by operating activities decreased by $73.2$89.2 million to $265.2$130.3 million.
Adjusted free cash flow (a non-GAAP financial measure) decreased by $78.2$81.5 million to $165.8$18.7 million.
For fiscal year 2021, the increase in reported revenue is primarily due to positive exchange rate fluctuations that benefited revenue, as well as the addition of the revenue of 99designs, which was acquired on October 1, 2020 and is included in our Vistaprint business. Organic constant-currency revenue decreased as we continued to realize negative impacts from COVID-19, as pandemic-related restrictions in certain markets throughout the year reduced customer demand. As restrictions started to ease in certain markets during the second half of the fiscal year, we began to see a strong correlation between markets with less pandemic-related restrictions and the recovery of customer demand. Revenue from event-driven small business products were most impacted during the fiscal year, and were partially offset by continued growth in revenue from home decor and packaging products, as well as contributions from new products introduced in reaction to the pandemic such as face masks. For fiscal year 2021, face masks contributed approximately 4% to total revenue, for which demand during the second half of fiscal year 2021 declined significantly due to increases in vaccination rates and reduction of mask requirements.
For the year ended June 30, 2021, operating income2023, the increase in reported revenue was primarily due to growth across all businesses and markets through increased by $67.5 million, primarilypricing and customer demand. Revenue growth in our Vista business was driven by the non-recurrence of a $100.8 million goodwill impairment chargeincreases in the prior fiscal year,new customer count as well as variablenew and repeat customer bookings across most major markets. Promotional products, apparel, and gifts (PPAG) was our fastest-growing product category, with business cards, marketing materials, packaging and labels, and signage all showing strong year-over-year growth; however, constant-currency revenue from consumer products has declined from the prior year. Pricing changes made during the past year across all reportable segments improved our revenue on a year-over-year basis, as these actions were one tool we used to mitigate inflationary cost controls, fixedpressures that have arisen from ongoing supply chain challenges. Currency exchange fluctuations had a negative effect on revenue growth during the current fiscal year.
The increase to operating income during the year ended June 30, 2023 was driven by gross profit growth as we benefited from higher volumes and the reduced net impact of cost savings and lower restructuring charges.inflation including through improved pricing. We also realized cost efficiencies in advertising spend during the current year. These items were partially offset by increased organic investmentsan increase in hiring, technology,restructuring charges of $30.2 million, primarily related to actions taken in March 2023 to reduce costs in the Vista business and upper-funnel brand and performance-based advertising spend primarily in Vistaprint. Operating income was negatively impacted by $19.9 million of lease-related impairment and abandonment charges due to changes in our intended usecentral teams. These restructuring charges were offset in part by a partial year of two leased locations, which we expect will deliver substantial cost savings in future periods.from the related actions.
Adjusted EBITDA decreasedincreased for the year over year,ended June 30, 2023, primarily due todriven by the increased organic investments outlinedgross profit growth described above, as well as the non-recurrence$13.7 million net benefit of of temporary cost reductions and the salary restructuring program that benefited the fourth quarter of fiscal 2020 by $9.0 million, which more than offset the gross profit increase from reported revenue growth.currency on consolidated adjusted EBITDA year over year. Adjusted EBITDA excludes goodwill and other impairment charges, restructuring charges, and share-based compensation expense, certain impairments, and non-cash gains on the sale of assets, and includes the realized gains or losses on our currency derivatives intended to hedge adjusted EBITDA. The net year-over-year impact of currency on consolidated adjusted EBITDA was unfavorable by approximately $14.7 million.
Diluted net (loss) incomeloss per share attributable to Cimpress plc decreased to a loss per share in fiscalincreased for the year 2021 of $2.99 from income per share of $3.00 in fiscal year 2020. The decrease isended June 30, 2023, primarily due to an increase in income tax expense of $95.6 million, driven by our conclusion that Swiss deferred tax assets' recognition was no longer supported, which caused the non-recurrencerecognition of a prior year tax benefit,valuation allowance against these assets during the recognition insecond quarter of the current fiscal year 2021year; higher interest expense driven by an increased weighted-average interest rate; and the effects of lower unrealized currency gains caused by exchange rate volatility. Partially offsetting these items was the increase to operating income as described above, as well as a $6.8 million gain on the repurchase of a loss on extinguishmentportion of debtour senior unsecured notes during the fourth quarter of $48.3the current fiscal year. Refer to Note 10 of our accompanying consolidated financial statements for additional details.
During the year ended June 30, 2023, cash from operations decreased $89.2 million year over year due primarily to $113.3 million of lower working capital inflows, which was largely influenced by the timing impacts of payables. In addition, the decrease was also driven by higher restructuring payments of $36.9 million, due to actions taken to reduce costs over the past year, as well as higher net cash interest payments of $7.6 million.
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Adjusted free cash flow decreased year over year by $81.5 million as well as increased interest expensefor the year ended June 30, 2023, due to the operating cash flow decrease described above, partially offset by lower capitalized software and negative year-over-year realized and unrealized currency impacts.capitalized expenditures.
Consolidated Results of Operations
Consolidated Revenue
Our businesses generate revenue primarily from the sale and shipment of customized manufactured products. We also generate revenue, to a much lesser extent (and primarily in our VistaprintVista business), from digital services, graphic design services, website design and hosting, and email marketing services, as well as generate a small percentage of revenue from order referral fees and other third-party offerings. For additional discussion relating to segment revenue results, refer to the "Reportable Segment Results" section included below.
Total revenue and revenue growth by reportable segment for the years ended June 30, 20212023, 2022, and 20202021 are shown in the following table:
In thousandsIn thousandsYear Ended June 30,Currency
Impact:
Constant-
Currency
Impact of Acquisitions/Divestitures:Constant- Currency Revenue GrowthIn thousandsYear Ended June 30,Currency
Impact:
Constant-
Currency
Impact of Acquisitions/Divestitures:Constant- Currency Revenue Growth
20212020%
 Change
(Favorable)/UnfavorableRevenue Growth (1)(Favorable)/UnfavorableExcluding Acquisitions/Divestitures (2)20232022%
 Change
(Favorable)/UnfavorableRevenue Growth (1)(Favorable)/UnfavorableExcluding Acquisitions/Divestitures (2)
Vistaprint (3)$1,444,807 $1,337,291 8%(3)%5%(4)%1%
VistaVista$1,613,887 $1,514,909 7%2%9%—%9%
PrintBrothersPrintBrothers421,766 417,921 1%(7)%(6)%(1)%(7)%PrintBrothers578,431 526,952 10%8%18%(1)%17%
The Print GroupThe Print Group275,534 275,214 —%(7)%(7)%—%(7)%The Print Group346,949 329,590 5%8%13%—%13%
National PenNational Pen313,528 299,474 5%(3)%2%—%2%National Pen366,294 341,832 7%5%12%—%12%
All Other BusinessesAll Other Businesses192,038 173,789 11%1%12%—%12%All Other Businesses213,455 205,862 4%—%4%—%4%
Inter-segment eliminationsInter-segment eliminations(55,160)(22,331)Inter-segment eliminations(39,389)(31,590)
Total revenueTotal revenue$2,592,513 $2,481,358 4%(3)%1%(2)%(1)%Total revenue$3,079,627 $2,887,555 7%4%11%—%11%
In thousandsIn thousandsYear Ended June 30,Currency
Impact:
Constant-
Currency
Impact of Acquisitions:Constant- Currency revenue growthIn thousandsYear Ended June 30,Currency
Impact:
Constant-
Currency
Impact of Acquisitions/Divestitures:Constant- Currency Revenue Growth
20202019%
 Change
(Favorable)/UnfavorableRevenue Growth (1)(Favorable)/UnfavorableExcluding Acquisitions (2)20222021%
 Change
(Favorable)/UnfavorableRevenue Growth (1)(Favorable)/UnfavorableExcluding Acquisitions/Divestitures (2)
Vistaprint$1,337,291 $1,508,322 (11)%1%(10)%—%(10)%
VistaVista$1,514,909 $1,428,255 6%1%7%(2)%5%
PrintBrothersPrintBrothers417,921 443,987 (6)%3%(3)%(2)%(5)%PrintBrothers526,952 421,766 25%8%33%(1)%32%
The Print GroupThe Print Group275,214 325,872 (16)%3%(13)%—%(13)%The Print Group329,590 275,534 20%7%27%—%27%
National PenNational Pen299,474 348,409 (14)%1%(13)%—%(13)%National Pen341,832 313,528 9%2%11%—%11%
All Other BusinessesAll Other Businesses173,789 136,202 28%1%29%(25)%%All Other Businesses205,862 192,038 7%—%7%(4)%3%
Inter-segment eliminationsInter-segment eliminations(22,331)(11,716)Inter-segment eliminations(31,590)(55,160)
Total revenueTotal revenue$2,481,358 $2,751,076 (10)%1%(9)%(2)%(11)%Total revenue$2,887,555 $2,575,961 12%3%15%(2)%13%
_________________
(1) Constant-currency revenue growth, a non-GAAP financial measure, represents the change in total revenue between current and prior year periods at constant-currency exchange rates by translating all non-U.S. dollar denominated revenue generated in the current period using the prior year period’s average exchange rate for each currency to the U.S. dollar. Our reportable segments-related growth is inclusive of inter-segment revenues, which are eliminated in our consolidated results.
(2) Constant-currency revenue growth excluding acquisitions/divestitures, a non-GAAP financial measure, excludes revenue results for businesses in the period in which there is no comparable year-over-year revenue. Our reportable segments-related growth is inclusive of inter-segment revenues, which are eliminated in our consolidated results.
(3) The Vistaprint segment includes revenue from our 99designs business since its acquisition date of October 1, 2020.
We have provided these non-GAAP financial measures because we believe they provide meaningful information regarding our results on a consistent and comparable basis for the periods presented. Management uses these non-GAAP financial measures, in addition to GAAP financial measures, to evaluate our operating results. These non-GAAP financial measures should be considered supplemental to and not a substitute for our reported financial results prepared in accordance with GAAP.
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Consolidated Cost of Revenue
Cost of revenue includes materials used by our businesses to manufacture their products, payroll and related expenses for production and design services personnel, depreciation of assets used in the production process and in support of digital marketing service offerings, shipping, handling and processing costs, third-party production and design costs, costs of free products, and other related costs of products our businesses sell.
In thousands
In thousands
Year Ended June 30,
In thousands
Year Ended June 30,
202120202019 202320222021
Cost of revenueCost of revenue$1,316,441 $1,248,871 $1,401,344 Cost of revenue$1,640,625 $1,492,726 $1,299,889 
% of revenue% of revenue50.8 %50.3 %50.9 %% of revenue53.3 %51.7 %50.5 %
For the year ended June 30, 2021, consolidated2023, cost of revenue increased by $67.6$147.9 million as compared to the prior year, primarily due to changesadditional variable cost increases driven by the constant-currency revenue growth described above, as well as continued effects of global supply chain challenges that resulted in currency that negatively impactedincreased costs for product substrates like paper, production materials like aluminum plates, freight and shipping charges, and energy costs. Although input costs were higher year over year, we started to see some easing across many product substrates during the second half of the current fiscal year, as well asand we began to pass the additionanniversary of input cost increases, so the year-over-year impact lessened.
Compensation costs were also higher due to the combination of revenue from our 99designs business that is included froma more competitive labor market and the acquisition date of October 1, 2020. During the year ended June 30, 2021,inflationary environment in many jurisdictions where we also recognized $12.2 million of losses associated with the decline in market demand and pricing for certain masks and related personal protective equipment (PPE) products, primarily in our National Pen and Vistaprint businesses. Theseoperate. The compensation cost increases were partially offset by reductions in demand-dependentsavings for a portion of the year that resulted from the March 2023 cost of goods sold including third-party fulfillment, material, and shipping costs in our segments that experienced year-over-year pandemic-related revenue declines. For the years ended June 30, 2021 and 2020, we realized approximately $10.9 million and $11.6 million, respectively, of wage offset benefits from government incentives in locations where demand decreased materially but roles were maintained.reduction actions.
Consolidated Operating Expenses
The following table summarizes our comparative operating expenses for the following periods:
In thousands
In thousands
Year Ended June 30,
In thousands
Year Ended June 30,
202120202019 202320222021
Technology and development expenseTechnology and development expense$253,060 $253,252 $236,797 Technology and development expense$302,257 $292,845 $253,060 
% of revenue% of revenue9.8 %10.2 %8.6 %% of revenue9.8 %10.1 %9.8 %
Marketing and selling expenseMarketing and selling expense$648,391 $574,041 $713,863 Marketing and selling expense$773,970 $789,241 $648,391 
% of revenue% of revenue25.0 %23.1 %25.9 %% of revenue25.1 %27.3 %25.2 %
General and administrative expense (1)General and administrative expense (1)$195,652 $183,054 $162,652 General and administrative expense (1)$209,246 $197,345 $195,652 
% of revenue% of revenue7.5 %7.4 %5.9 %% of revenue6.8 %6.8 %7.6 %
Amortization of acquired intangible assets (2)(1)Amortization of acquired intangible assets (2)(1)$53,818 $51,786 $53,256 Amortization of acquired intangible assets (2)(1)$46,854 $54,497 $53,818 
% of revenue% of revenue2.1 %2.1 %1.9 %% of revenue1.5 %1.9 %2.1 %
Restructuring expense (3)Restructuring expense (3)$1,641 $13,543 $12,054 Restructuring expense (3)$43,757 $13,603 $1,641 
% of revenue% of revenue0.1 %0.5 %0.4 %% of revenue1.4 %0.5 %0.1 %
Impairment of Goodwill (2)Impairment of Goodwill (2)$— $100,842 $7,503 Impairment of Goodwill (2)$5,609 $— $— 
% of revenue% of revenue— %4.1 %0.3 %% of revenue0.2 %— %— %
_____________________
(1) General and administrative expense for the year ended June 30, 2021 includes lease impairment and abandonment charges for two leased locations totaling $19.9 million. Refer to Note 16 for additional details.
(2) Refer to Note 8 in our accompanying consolidated financial statements for additional details relatedrelating to the amortization of acquired intangibles andintangible assets.
(2) During the fourth quarter of fiscal 2023, we recognized a goodwill impairment charges.
(3)charge of $5.6 million, which related to one of our small businesses that is a part of our All Other Businesses reportable segment. Refer to Note 188 in ourthe accompanying consolidated financial statements for additional details relating to restructuring expense.details.
Technology and development expense
Technology and development expense consists primarily of payroll and related expenses for employees engaged in software and manufacturing engineering, information technology operations, and content development, as well as amortization of capitalized software and website development costs, including hosting of our websites, asset depreciation, patent amortization, and other technology infrastructure-related costs. Depreciation expense for information technology equipment that directly supports the delivery of our digital marketing services products is included in cost of revenue.
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Technology and development expenses decreasedincreased by $0.2$9.4 million for the year ended June 30, 2021,2023 as compared to the prior comparative period. Both periods benefitedyear. This increase is primarily driven by higher volume-related third-party technology costs due in part to increased customer demand. In addition, amortization expense from decreases in costs from our fiscal year 2020 reorganization of our central and Vistaprint technology teamscapitalized software increased $3.6 million, driven by the higher capitalized asset base, as well as reductions in discretionary spend includingother operating cost increases due to higher travel and training expenses.costs. These decreasesincreases were partially offset by increased investments duringlower compensation costs year-over-year of $0.8 million, due to cost savings resulting from recent restructuring actions that reduced headcount, which more than offset increases from our inflation-adjusted annual merit cycle and market adjustments. We also benefited from lower building costs, driven by actions taken over the second halfpast year to further optimize our real estate footprint for many of fiscal 2021, primarily in the Vistaprint business and our central technology group.team members operating under a remote-first model.
Marketing and selling expense
Marketing and selling expense consists primarily of advertising and promotional costs; payroll and related expenses for our employees engaged in marketing, sales, customer support, and public relations activities; direct-mail advertising costs; and third-party payment processing fees. Our Vistaprint,Vista, National Pen, and BuildASign businesses have higher marketing and selling costs as a percentage of revenue as compared to our PrintBrothers and The Print Group businesses due to differences in the customers that they serve.
For the year ended June 30, 2021,2023, marketing and selling expenses increaseddecreased by $74.4$15.3 million as compared to the prior year. The increase from the prior comparative period is primarilydecreased expense was due to the increaselower compensation costs of advertising and marketing$13.4 million due in part to recent cost reduction actions. Other cost decreases include lower third-party consulting spend, mainly in our VistaprintVista business, of $75.1 million. The increase wasand less building costs driven by new investments in brand sponsorships and upper-funnel advertising, expansionactions taken over the past year to further optimize our real estate footprint for many of our required return thresholds on our advertising spend, as well as investment in hiring new talent, including for user experience and data and analytics roles that should help us continue to improve the effectiveness of our marketing, merchandising, and customer care activities. The increase was also due to negative impacts from fluctuations in currency exchange rates.team members operating under a remote-first model. These increasescost decreases were partially offset by a decreasehigher advertising spend of $9.3 million across Cimpress, including increases in marketing costsmid- and upper-funnel spend, partially offset by lower performance advertising in our National Pen business of $9.2 million, primarily due to reductions to direct mail prospecting activities and savings from initiatives to reduce costs in service centers.Vista.
General and administrative expense
General and administrative expense consists primarily of transaction costs, including third-party professional fees, insurance, and payroll and related expenses of employees involved in executive management, finance, legal, strategy, human resources, and procurement.
For the year ended June 30, 2021,2023, general and administrative expenses increased by $12.6$11.9 million as compared to the prior comparative period, due to $19.9year. Compensation costs increased year over year from higher headcount and the impacts of our inflation-adjusted annual merit cycle, partially offset by savings from recent cost reduction actions. Other cost increases included higher travel and training costs and consulting spend. We also recognized an additional $2.2 million of lease-related impairment and abandonment charges driven by changes inexpense related to the termination of one of our leased office locations as we continue to optimize our office footprint at two leased locations.with many of our team members operating under a remote-first model. This incremental expense was partially offset by lower building costs due to the termination. The changes to our leased facility footprint are expected to result in substantial cost savings in future periods. These increased expensesincreases were partially offset by lower professional fees as a result of the non-recurrence of costs for strategic projects inshare-based compensation expense due to forfeitures from our Vistaprint business,recent restructuring actions, as well as favorability due to different timing of expense from our granting of restricted share units, or RSUs, and share options for most employees during the Cimpress cross-border mergercurrent year, as compared to Irelandperformance share units, or PSUs, in prior years.
Restructuring expense
Restructuring costs include employee termination benefits, acceleration of share-based compensation, write-off of assets, costs to exit loss-making operations, and other related costs including third-party professional and outplacement services. All restructuring costs are excluded from segment and adjusted EBITDA.
For the year ended June 30, 2023, restructuring expenses increased by $30.2 million as compared to the prior year. This increase is largely driven by $30.2 million of costs related to the previously described action taken in our Vista business and central teams during March 2023 that were intended to reduce costs and support expanded profitability, reduced leverage, and increased speed, focus, and accountability. The remaining increase relates to other actions announced in the fourth quarter of fiscal year 2020. We also realized lower discretionary spend due2022 to cost control measures implementedprioritize our investments and exit the Japanese and Chinese markets. Refer to Note 18 in response to the pandemic.accompanying consolidated financial statements for additional details.
Other Consolidated Results
Other (expense) income, net
Other (expense) income, net generally consists of gains and losses from currency exchange rate fluctuations on
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transactions or balances denominated in currencies other than the functional currency of our subsidiaries, as well as the realized and unrealized gains and losses on some of our derivative instruments. In evaluating our currency hedging programs and ability to qualify for hedge accounting in light of our legal entity cash flows, we considered the benefits of hedge accounting relative to the additional economic cost of trade execution and administrative burden. Based on this analysis, we execute certain currency derivative contracts that do not qualify for hedge accounting.
The following table summarizes the components of other income (expense) income,, net:
In thousands 
Year Ended June 30,
202120202019
(Losses) gains on derivatives not designated as hedging instruments$(20,728)$20,564 $23,494 
Currency-related gains, net8,523 2,309 2,506 
Other gains370 476 
Total other (expense) income, net$(11,835)$22,874 $26,476 
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In thousands 
Year Ended June 30,
202320222021
Gains (losses) on derivatives not designated as hedging instruments$3,311 $58,148 $(20,728)
Currency-related gains, net16,350 244 1,005 
Other (losses) gains(1,163)3,071 370 
Total other income (expense), net$18,498 $61,463 $(19,353)
The decrease in other income (expense) income,, net was primarily due to the currency exchange rate volatility impacting our derivatives that are not designated as hedging instruments, of which our Euro and British Pound contracts are the most significant exposures that we economically hedge. We also recognize the impact from de-designated interest swap contracts that are no longer highly effective, which resulted in unrealized losses during the current period. We expect volatility to continue in future periods, as we do not apply hedge accounting for most of our derivative currency contracts.
We experienced currency-related lossesnet gains due to currency exchange rate volatility on our non-functional currency intercompany relationships, which we may alter from time to time. The impact of certain cross-currency swap contracts designated as cash flow hedges is included in our currency-related gains, net, offsetting the impact of certain non-functional currency intercompany relationships.
Interest expense, net
Interest expense, net primarily consists of interest paid on outstanding debt balances, amortization of debt issuance costs, debt discounts, interest related to finance lease obligations, accretion adjustments related to our mandatorily redeemable noncontrolling interests, and realized gains (losses) on effective interest rate swap contracts and certain cross-currency swap contracts.
Interest expense, net increased by $43.5$13.4 million during the year ended June 30, 2021, as compared to the prior year. This is primarily due to the additional $200.0 million offering of our 7.0% Senior Notes due 2026 (the "2026 Notes") in February 2020 and issuance of $300.0 million of our 12% Senior Secured Notes due 2025 (the "Second Lien Notes") in May 2020. During the fourth quarter of fiscal year 2021, we amended and restated our senior secured credit agreement that resulted in borrowings under a Term Loan B and the early redemption of our Second Lien Notes in addition to paying down our Term Loan A due 2024 and the remaining amounts under our previous revolver due 2024. We expect interest expense to decrease during the next fiscal year due to the refinancing. Refer to Note 10 for additional details.
Loss on extinguishment of debt
As part of the amendment and restatement of our senior secured credit agreement described above, we redeemed all of the $300.0 million of our Second Lien Notes, which also required the payment of an early redemption premium of $9.0 million. The loss on extinguishment of debt of $48.3 million included $39.4 million related to the early redemption of our Second Lien Notes. This loss consisted of the early redemption premium, write-off of unamortized financing fees of $8.1 million and an accretion adjustment of $22.3 million to increase the carrying value of the Second Lien Notes to the principal amount. The accretion adjustment is driven primarily by the previous allocation of proceeds to the warrants we issued in conjunction with the Second Lien notes, which reduced the carrying value of the Second Lien Notes. As of June 30, 2021 the warrants remain outstanding. In addition, we recognized a loss of $8.9 million for unamortized financing fees associated with the senior secured credit agreement. Refer to Note 10 for additional details.
Income tax expense
In thousands 
Year Ended June 30,
 202120202019
Income tax expense (benefit)$18,903 $(80,992)$33,432 
Effective tax rate(33.7)%(2,697.0)%26.3 %

Income tax expense (benefit) for the year ended June 30, 2021 increased2023 as compared to the prior year, primarily due to significant Swiss Tax Reform benefitsa higher weighted-average interest rate (net of $113.5interest rate swaps) and partially offset by an increase in interest income earned on our cash and marketable securities of $7.7 million. In addition, we recognized expense related to accretion adjustments of $2.3 million recognized induring the year ended June 30, 2020. Also,2023 for our mandatorily redeemable noncontrolling interests, which did not occur in addition to decreased pre-tax profits and a less favorable mix of earnings year over year, we recognizedthe prior year.
Income tax benefits of $2.1 million related to excessexpense
In thousands 
Year Ended June 30,
 202320222021
Income tax expense$155,493 $59,901 $18,903 
Effective tax rate(514.5)%642.0 %(29.7)%

Income tax benefits from share based compensation, as compared to $15.7 million in fiscal year 2020. Duringexpense increased for the year ended June 30, 2021 we recognized2023 versus the prior comparable period primarily due to recording a tax benefit of $6.7 million for the release of ourfull valuation allowance in India as a resultduring the year ended June 30, 2023 of increased profitability. Additionally$116.7 million on Swiss deferred tax assets related to Swiss Tax Reform benefits recognized in fiscal year 2020 we recognized tax benefits of $11.2 million for the re-measurement of U.S. tax losses that were carried back to tax years with higher U.S. federal tax rates under the US CARES Act and tax expense of $41.9 million to recordloss carryforwards, partially offset by a fullpartial valuation allowance against our U.S.on Swiss deferred tax assets of $29.6 million recorded during the year ended June 30, 2022. Management concluded in the second quarter of this fiscal year that based on current period results at that time, that objective and a portion for our Irish deferred tax assets.The changeverifiable negative evidence of recent losses in judgment to no longer recognize the deferred tax assets was driven by decreased profits due to impactsSwitzerland outweighed more subjective positive evidence of the COVID-19 pandemic and goodwill impairments.anticipated future income.

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We believe that our income tax reserves are adequately maintained by taking into consideration both the technical merits of our tax return positions and ongoing developments in our income tax audits. However, the final determination of our tax return positions, if audited, is uncertain, and therefore there is a possibility that final
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resolution of these matters could have a material impact on our results of operations or cash flows. Refer to Note 13 in our accompanying consolidated financial statements for additional discussion.
Reportable Segment Results
Our segment financial performance is measured based on segment EBITDA, which is defined as operating income plus depreciation and amortization; plus proceeds from insurance; plus share-based compensation expense related to investment consideration; plus earn-out related charges; plus certain impairments; plus restructuring related charges; less gain on purchase or sale of subsidiaries. The effects of currency exchange rate fluctuations impact segment EBITDA and we do not allocate to segment EBITDA any gains or losses that are realized by our currency hedging program.
VistaprintVista
In thousands
In thousands
Year Ended June 30,
In thousands
Year Ended June 30,
2021202020192021 vs. 20202020 vs. 2019 2023202220212023 vs. 20222022 vs. 2021
Reported RevenueReported Revenue$1,444,807 $1,337,291 $1,508,322 8%(11)%Reported Revenue$1,613,887 $1,514,909 $1,428,255 7%6%
Segment EBITDASegment EBITDA324,715 366,334 349,697 (11)%5%Segment EBITDA224,081 195,321 318,684 15%(39)%
% of revenue% of revenue22 %27 %23 %% of revenue14 %13 %22 %

Segment Revenue
Vistaprint'sVista's reported revenue growth for the year ended June 30, 20212023 was positivelynegatively affected by a currency impact of 3%. When excluding the benefit from the recent acquisition of 99designs, Vistaprint's2%, and organic constant-currency revenue growth was 1%9%. Vistaprint'sConstant-currency revenue continued to be influencedgrowth was driven by the severity of pandemic-related restrictions. Our per-customer economics continued to improve, though our new customer count and new customer bookings growth across all major markets, as well as increased repeat customer count remain impacted bybookings and higher average order values. From a product perspective, the pandemic.strongest growth was in the promotional products, apparel, and gifts (PPAG) category, as well as business cards, marketing materials, packaging, and signage. Revenue grew significantly year over yearfrom consumer oriented products that include holiday cards, invitations, and announcements declined, particularly in the U.S. market, which had a more pronounced impact during the months of March through June 2021 as restrictions loosened in some markets and we lapped the earliest periods impacted by the pandemic in fiscal year 2020. Prior to March 2021, our revenue declined year over year because the prior-year comparable periods were not affected by the pandemic. Revenue during the current year benefited from the sale of pandemic-related products such as masks, but we do not expect to haveseasonally significant revenue from these products in fiscal year 2022.
Segment Profitability
second quarter. For the year ended June 30, 2021, the2023, revenue growth described above was partially offset by a declinein segment EBITDA was due to the pandemic impacts on revenue,face mask sales of $10.3 million as well as lower revenue year over year of $7.2 million due to our exit from the Japanese market.
Segment Profitability
For the year ended June 30, 2023, segment EBITDA increased organicby $28.8 million, due in part to gross profit growth investments. As our confidenceas a result of the revenue growth described above. Cost inflation had a negative impact on gross profit year over year, but the impacts were more pronounced during the first half of fiscal year 2023, as input costs have started to stabilize and further price increases have been implemented throughout the current fiscal year. Product mix weighed on Vista's gross margins during the current fiscal year, since the fastest growth was in the recovery improved we expanded payback thresholds forproduct categories like PPAG that have lower gross margins despite higher average order values. Vista's advertising expense decreased by $1.1 million year over year, driven by reductions to performance based advertising and layered on upper-funnel advertising investment. We also increased investment in hiring particularly inspend during the second half of the fiscal year, as we increase our capabilities to deliver against our missionwhich were offset in part by higher mid- and upper funnel advertising spend, mainly during the first half of establishing Vistaprint as the expert marketing and design partner for small businesses. These were partially offset by technology savings from our fiscal year 2020 restructuring, reduced spend for consulting projects compared to the prior year period, and year-over-year reductions in office-related costs as we reduced our office footprint in our move2023. Operating expenses also decreased $13.8 million, largely due to a remote-first work approach. Vistaprint's segment EBITDA was positively impacted bypartial year of cost savings of approximately $20.0 million that resulted from cost reduction actions implemented in March 2023. Changes in currency movements during the currentexchange rates had a negative impact year over year. During each of the current and prior fiscal year, we received government incentives of more than $9.0 million to offset wages in locations where demand decreased materially but roles were maintained. We expect these government incentives to decrease in fiscal year 2022 if the effects of the pandemic continue to be less significant.
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PrintBrothers
In thousands
In thousands
Year Ended June 30,
In thousands
Year Ended June 30,
2021202020192021 vs. 20202020 vs. 2019 2023202220212023 vs. 20222022 vs. 2021
Reported RevenueReported Revenue$421,766 $417,921 $443,987 1%(6)%Reported Revenue$578,431 $526,952 $421,766 10%25%
Segment EBITDASegment EBITDA43,144 39,373 43,474 10%(9)%Segment EBITDA70,866 66,774 43,144 6%55%
% of revenue% of revenue10 %%10 %% of revenue12 %13 %10 %
Segment Revenue
PrintBrothers' reported revenue growth for the year ended June 30, 20212023 was positivelynegatively affected by currency impacts of 8%. When excluding the benefit from a currency impact of 7%, resulting in asmall recent acquisition, organic constant-currency revenue decline of 6%growth was 17%. The revenue declineThis strong performance was duedriven by growth in order volumes and price increases implemented to pandemic-related decreases in demand. Throughout the year, segment revenue was strongly influenced by the changing severity of restrictions in most European countries. The negative impacts of the pandemic were partially offset by a continued focus on new product introduction. Revenue grew significantly year over year during the fourth quarter of fiscal year 2021 as restrictions loosened in some markets and we lapped the earliest periods impacted by the pandemic in fiscal year 2020.address inflationary cost increases.
Segment Profitability
The increase inDespite a challenging supply chain and inflationary environment, PrintBrothers' segment EBITDA duringfor the year ended June 30, 2021, as compared to the prior period, was driven by variable and discretionary cost controls, production efficiencies and positive impacts from currency movements, which more than offset the decrease in gross profit that was2023 grew year over year, driven by the constant-currency revenue declinegrowth described above.above, as well as profit contribution from a business acquired in the last twelve months. Currency exchange fluctuations negatively impacted segment EBITDA year over year by $3.8 million. We continue to focus on key areas within these businesses to exploit scale advantages and improve their cost competitiveness. These businesses also continue to adopt technologies that are part of our mass customization platform, which we believe will further improve customer value and the efficiency of each business over the long term.
The Print Group
In thousands
In thousands
Year Ended June 30,
In thousands
Year Ended June 30,
2021202020192021 vs. 20202020 vs. 2019 2023202220212023 vs. 20222022 vs. 2021
Reported RevenueReported Revenue$275,534 $275,214 $325,872 —%(16)%Reported Revenue$346,949 $329,590 $275,534 5%20%
Segment EBITDASegment EBITDA43,126 51,606 63,997 (16)%(19)%Segment EBITDA60,089 58,664 43,126 2%36%
% of revenue% of revenue16 %19 %20 %% of revenue17 %18 %16 %
Segment Revenue
The Print Group's reported revenue for the year ended June 30, 20212023 was positivelynegatively affected by a currency impact of 7%8%, resulting in a decrease inan increase to revenue on a constant-currency basis of 7% due to pandemic-related decreases in demand. Despite these pressures, our businesses13%. Constant-currency revenue growth was largely driven by price increases that have found pockets of strength in demand and pivoted quicklybeen implemented over the lastpast year to deliver quality offerings to help fill in some of the reduced demand in other areas, including the launch of new productsaddress inflationary cost increases, as well as volume growth and increased order fulfillment for other Cimpress businesses. During the fourth quarter of fiscal 2021, revenue grew significantly year over year as restrictions loosened in some markets and we lapped the earliest periods impacted by the pandemic in fiscal year 2020.
Segment Profitability
The decreaseincrease in The Print Group's segment EBITDA during the year ended June 30, 2021,2023 as compared to the prior year was primarily driven bylargely due to the revenue declinegrowth described above. This was partially offsetabove, despite higher input costs that are impacted by discretionary cost controlssupply chain disruptions and efficiency gains from leveraging our mass customization platform to shift production to lower-cost sources. The Print Group'shigher shipping and energy costs, which had a larger impact during the first half of fiscal year 2023. Currency exchange fluctuations negatively impacted segment EBITDA was positively impactedyear over year by currency movements as compared to the prior fiscal year.$3.9 million.
National Pen
In thousandsYear Ended June 30,
 2023202220212023 vs. 20222022 vs. 2021
Reported Revenue$366,294 $341,832 $313,528 7%9%
Segment EBITDA23,714 26,845 11,644 (12)%131%
% of revenue%%%
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National Pen
In thousandsYear Ended June 30,
 2021202020192021 vs. 20202020 vs. 2019
Reported Revenue$313,528 $299,474 $348,409 5%(14)%
Segment EBITDA11,644 7,605 17,299 53%(56)%
% of revenue%%%
SegmeSegmentnt Revenue
National Pen's reported revenue growth forFor the year ended June 30, 20212023, National Pen's revenue growth was positivelynegatively affected by a currency impactimpacts of 3%5%, resulting in a constant-currency revenue growth of 2%12%. Product salesConstant-currency revenue growth was driven by price increases that have been implemented over the past year to other Cimpress businesses continued to supplement some ofaddress inflationary cost increases, as well as volume growth in new product categories that include bags and drinkware. Year-over-year revenue growth was negatively impacted by our exit from the lost volume from lower demand, but to a lesser extent during the second half of the fiscal yearJapanese market by approximately$11.7 millionas well as the demand fordecline in face masks has declined. Revenue during the fourth quartermask sales of fiscal year 2021 grew significantly year over year as we lapped the earliest periods impacted by the pandemic in fiscal year 2020, while also experiencing improving trends in customer demand as restrictions loosened in some markets.approximately $9.2 million.
Segment Profitability
The increasedecrease in National Pen's segment EBITDA for the year ended June 30, 20212023 was due in part todriven by currency exchange fluctuations that negatively impacted segment EBITDA year over year by $8.1 million. Excluding the revenue increase described above, as well as reduced variable cost, advertising and other discretionary spend. Segmenteffect of currency, segment EBITDA increased for the fiscal year ended June 30, 2021grew, as a result of a focused effortcontribution profit growth that was due to improve efficiency across multiple areas, including telesalesthe revenue growth described above. During the current fiscal year, duplicative costs from the migration of European manufacturing from Ireland to the Czech Republic lessened contribution profit growth versus the prior year. Additionally, operating expenses increased year over year due to higher tech spend and customer service. The improved profit wasservice costs driven by higher sales volumes, which partially offset by a negative impact of $8.2 million of losses and reserves due to shifts in demand for masks and other PPE products, which led to us selling disposable masks at a loss and to record an inventory reserve to reduce the carrying value of certain PPE products. National Pen's segment EBITDA was positively impacted by currency movements for the year ended June 30, 2021.contribution profit growth described above.

All Other Businesses
 In thousands
Year Ended June 30,
 2021202020192021 vs. 20202020 vs. 2019
Reported Revenue (1)$192,038 $173,789 $136,202 11%28%
Segment EBITDA (1)31,707 17,474 (6,317)81%377%
% of revenue17 %10 %(5)%
___________________
(1) Our All Other Businesses segment includes the results of our VIDA acquisition from July 2, 2018 through the divestiture date of April 10, 2020.
 In thousands
Year Ended June 30,
 2023202220212023 vs. 20222022 vs. 2021
Reported Revenue$213,455 $205,862 $192,038 4%7%
Segment EBITDA25,215 23,227 31,707 9%(27)%
% of revenue12 %11 %17 %
This segment consists ofincludes BuildASign, which is a larger and profitable business, and smaller businesses through which Cimpress is expanding to new markets or new product categories, which continue toPrinti, an early-stage business that we have managed at a relatively modest operating lossesloss as previously described and as planned. This segment also included results from our YSD business in China that was divested during the third quarter of fiscal year 2023.
Segment Revenue
All Other Businesses' constant-currency revenue excluding the impact of acquisitions increased by 12%growth was 4% during the year ended June 30, 2021. This was primarily driven2023. BuildASign generates the majority of revenue in this segment, and grew year over year with mixed performance by continuedproduct line. Printi delivered strong revenue growth at BuildASign, whose home décoracross product lines and certain applications for signage products continued to generate strong results. BuildASign's strong execution was aidedchannels supported by price increases implemented over the business increasingly leveraging our mass customization platform to fulfill orders for other Cimpress businesses, avoid capacity constraints, drive new product introduction, and improve customer experience.
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past year.
Segment Profitability
Each business within the All Other BusinessesThe increase in segment improved its profitabilityEBITDA for the year ended June 30, 20212023, as compared to the prior year, withwas primarily due to the overall improvement primarily driven by revenue growth and manufacturing efficiency in BuildASign. Printi and YSD reduced losses through revenue growth and improved efficiency. Ourrecent divestiture of loss-making VIDAour small, loss making business in China (YSD), which we completed during the fourththird quarter of fiscal year 2020 also contributed2023. Segment EBITDA for our BuildASign business declined due to year-over-year profit improvements in fiscal year 2021.lower gross margins driven by higher input costs, including increased labor and marketing costs, which had a larger impact on BuildASign's home decor products.
Central and Corporate Costs
Central and corporate costs consist primarily of the team of software engineers that is building our mass customization platform; shared service organizations such as global procurement; technology services such as hosting and security; administrative costs of our Cimpress India offices where numerous Cimpress businesses have dedicated business-specific team members; and corporate functions including our Boardtax, treasury, internal audit, legal, sustainability, corporate communications, remote first enablement, consolidated reporting and compliance, investor relations, and the functions of Directors,our CEO and the team members necessary for managing corporate activities, such as treasury, tax, capital allocation, financial consolidation, internal audit and legal.CFO. These costs also include certain unallocated share-based compensation costs.
Central and corporate costs decreasedby $5.0$10.4 million during the year ended June 30, 2021,2023 as compared to the prior year, driven by favorability from unallocated share-based compensation due to lower professional fees, share-basedchanges in the mix of
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equity instruments granted and forfeitures from recent cost reduction actions. In addition, compensation expense and discretionary spend, including travel and training costs as well asdecreased due to savings from recent cost reduction actions, which more than offset the prior year reorganizationeffect of our centralinflation-adjusted annual merit cycle and higher volume-related technology team.costs.
Liquidity and Capital Resources
Consolidated Statements of Cash Flows Data
In thousands 
Year Ended June 30,
 202120202019
Net cash provided by operating activities$265,221 $338,444 $331,095 
Net cash used in investing activities(354,316)(66,864)(420,166)
Net cash provided by (used in) financing activities224,128 (258,255)81,989 

In thousands 
Year Ended June 30,
 202320222021
Net cash provided by operating activities$130,289 $219,536 $265,221 
Net cash used in investing activities(103,725)(3,997)(354,316)
Net cash (used in) provided by financing activities(177,106)(106,572)224,128 
The cash flows during the year ended June 30, 20212023 related primarily to the following items:
Cash inflows:
Adjustments for non-cash items of $285.3$353.9 million primarily related to positive adjustments for depreciation and amortization of $173.2$162.4 million, loss on early extinguishmentdeferred taxes of debt of $48.3$114.9 million, share-based compensation costs of $37.0$42.1 million, $19.9 million of lease-related long-lived asset impairments and unrealized currency-related losses of $10.0$22.4 million
Proceeds from borrowings and the issuancematurity of our Term Loan Bheld-to-maturity securities of $251.9$8.1 million, net of borrowings and repayment of our senior secured revolver, term loan A, and Second Lien Notes and inclusive of debt issuance costs due to our May 2021 refinancing; a portion of these proceeds have resulted in an increase to our cash and marketable securities balances
Total net working capital impacts of $54.9 million were a source of cash. Inventory, accounts payable, and accrued expenses inflows were partially offset by accounts receivable and other asset outflowspurchases
Cash outflows:
Net loss of $74.9$185.7 million
PurchaseExercise of heldPrintBrothers and BuildASign minority equity interest holders' put options for $95.6 million; refer to maturity securities of $203.6 million, driven byNote 14 in the accompanying consolidated financial statements for additional liquidity provided by the May 2021 refinancingdetails
Internal and external costs of $60.9$57.8 million for software and website development that we have capitalized
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Purchase consideration for acquisitions of $53.4 million, net of cash acquired, which primarily relates to our acquisition of 99designs, excluding the deferred payment and post-closing adjustment that are payable February 15, 2022
Capital expenditures of $38.5$53.8 million, of which the majority related to the purchase of manufacturing and automation equipment for our production facilities
Repurchases of a portion of our 7.0% Senior Notes due 2026 (the "2026 Notes") of $45.0 million. Refer to Note 10 in the accompanying consolidated financial statements for additional details.
Total outflow from net working capital of $37.9 million, primarily due to timing impacts from unfavorable changes to accounts payable and accrued expenses.
Repayments of debt, net of proceeds from borrowings, of $13.0 million
Payments for finance lease arrangements of $8.0$8.3 million
$6.9 million for the payment of purchase consideration included in the Depositphotos acquisition's fair value
Payment of withholding taxes in connection with share awards of $5.8$4.4 million
Purchase$3.7 million of noncontrolling interest of $5.1 million and distributiondistributions to noncontrolling interest holders of $4.7 million
Additional Liquidity and Capital Resources Information. At June 30, 2021,2023, we had $183.0$130.3 million of cash and cash equivalents, $203.0$43.0 million of marketable securities, and $1,764.9$1,654.0 million of debt, excluding debt issuance costs and debt premiums and discounts. During the year ended June 30, 2021,2023, we financed our operations and strategic investments through internally generated cash flows from operations and debt financing.cash on hand. We expect to finance our future operations through our cash, investments, operating cash flow, and borrowings under our debt arrangements.
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In light of our recently implemented cost savings measures and our expectation of continued profitability expansion and cash flow generation, we expect our liquidity to increase in fiscal year 2024. We have historically used excess cash and cash equivalents for organic investments, share repurchases, acquisitions and equity investments, and debt reduction. During the fourth quarter of fiscal year 2023, we allocated $45.0 million of capital toward the repurchase of a portion of our 2026 Notes. We expect to continue reducing our net leverage through fiscal year 2024. Beyond fiscal year 2024, we expect to have the flexibility to opportunistically deploy
capital that enhances our intrinsic value per share even while maintaining leverage similar to or below our pre-pandemic levels.
Indefinitely Reinvested Earnings. As of June 30, 2021,2023, a portion of our cash and cash equivalents were held by our subsidiaries, and undistributed earnings of our subsidiaries that are considered to be indefinitely reinvested were$43.4 $56.3 million. We do not intend to repatriate these funds as the cash and cash equivalent balances are generally used and available, without legal restrictions, to fund ordinary business operations and investments of the respective subsidiaries. If there is a change in the future, the repatriation of undistributed earnings from certain subsidiaries, in the form of dividends or otherwise, could have tax consequences that could result in material cash outflows.
Debt. As of June 30, 2021, we have borrowings under our amended and restated senior secured credit agreement dated as of May 17, 2021 (the "Restated Credit Agreement") of $1,152.0 million consisting of the Term Loan B, which amortizes over the loan period, with a final maturity date of May 17, 2028. Our $250.0 million revolver under our Restated Credit Agreement has $244.4 million unused as of June 30, 2021. There are no drawn amounts on the revolver that would trigger financial maintenance covenants, but our outstanding letters of credit reduce our unused balance. Our unused balance can be drawn at any time so long as we are in compliance with our debt covenants.
Debt Covenants. We used the proceeds of the Term Loan B under the Restated Credit Agreement to repay all outstanding borrowings under our previous credit facility, to redeem our Second Lien Notes and to bring our primary source of liquidity onto our balance sheet in the form of cash, cash equivalents and marketable securities. The Restated Credit Agreement contains covenants that restrict or limit certain activities and transactions by Cimpress and our subsidiaries. Refer to Note 10 in our accompanying consolidated financial statements for additional information.
Other Debt. Other debt primarily consists of term loans acquired through our various acquisitions or used to fund certain capital investments. As of June 30, 2021, we had $12.8 million outstanding for other debt payable through January 2026.
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Contractual Obligations
Contractual obligations at June 30, 20212023 are as follows:
In thousands In thousands Payments Due by PeriodIn thousands Payments Due by Period
TotalLess
than 1
year
1-3
years
3-5
years
More
than 5
years
TotalLess
than 1
year
1-3
years
3-5
years
More
than 5
years
Operating leases, net of subleases (1)Operating leases, net of subleases (1)$99,398 $28,407 $44,425 $19,667 $6,899 Operating leases, net of subleases (1)$83,137 $22,907 $30,313 $12,927 $16,990 
Purchase commitmentsPurchase commitments245,149 137,963 81,062 26,124 — Purchase commitments222,860 140,527 56,375 14,958 11,000 
Senior unsecured notes and interest payments810,000 42,000 84,000 684,000 — 
2026 Notes and interest payments2026 Notes and interest payments663,443 38,381 625,062 — — 
Senior secured credit facility and interest payments (2)Senior secured credit facility and interest payments (2)1,495,424 66,821 126,690 119,850 1,182,063 Senior secured credit facility and interest payments (2)1,493,444 95,483 188,515 1,209,446 — 
Other debtOther debt12,212 2,587 7,120 2,505 — Other debt7,076 2,853 3,783 440 — 
Finance leases, net of subleases (1)Finance leases, net of subleases (1)46,668 31,570 9,643 4,463 992 Finance leases, net of subleases (1)38,379 9,727 9,606 5,736 13,310 
Other45,025 44,989 36 — — 
Total (3)Total (3)$2,753,876 $354,337 $352,976 $856,609 $1,189,954 Total (3)$2,508,339 $309,878 $913,654 $1,243,507 $41,300 
___________________
(1) Operating and finance lease payments above include only amounts which are fixed under lease agreements. Our leases may also incur variable expenses which are not reflected in the contractual obligations above.
(2) Senior secured credit facility and interest payments include the effects of interest rate swaps, whether they are expected to be payments or receipts of cash.
(3) We may be required to make cash outlays related to our uncertain tax positions. However, due to the uncertainty of the timing of future cash flows associated with our uncertain tax positions, we are unable to make reasonably reliable estimates of the period of cash settlement, if any, with the respective taxing authorities. Accordingly, uncertain tax positions of $9.2$10.1 million as of June 30, 20212023 have been excluded from the contractual obligations table above. See Note 13 in our accompanying consolidated financial statements for further information on uncertain tax positions.
Operating Leases. We rent manufacturing facilities and office space under operating leases expiring on various dates through 2034.2037. The terms of certain lease agreements require security deposits in the form of bank guarantees and letters of credit, in the amount of$0.9with $1.5 million in the aggregate.aggregate outstanding as of June 30, 2023.
Purchase CommitmentsCommitments.. At June 30, 2021,2023, we had unrecorded commitments under contract of $245.1$222.9 million. Purchase commitments consisted of third-party webfulfillment and digital services of $95.5 million,$100.3 million; third-party cloud services of $74.9 million; software of $47.7 million, inventory and third-party fulfillment purchase commitments of $55.5 million,$13.7 million; advertising of $13.0 million,$10.1 million; commitments for professional and consulting fees of $7.4 million,$6.2 million; production and computer equipment purchases of $14.7$3.9 million, and other unrecorded purchase commitments of $11.2$13.8 million.
Senior UnsecuredSecured Credit Facility and Interest Payments. As of June 30, 2023, we have borrowings under our amended and restated senior secured credit agreement ("Restated Credit Agreement") of $1,098.6 million, consisting of the Term Loan B, which amortizes over the loan period, with a final maturity date of May 17, 2028. Our $250.0 million senior secured revolving credit facility with a maturity date of May 17, 2026 (the “Revolving Credit Facility") under our Restated Credit Agreement has $244.2 million unused as of June 30, 2023. There are no drawn amounts on the Revolving Credit Facility, but our outstanding letters of credit reduce our unused balance. Our
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unused balance can be drawn at any time so long as we are in compliance with our debt covenants and if any loans made under the Revolving Credit Facility are outstanding on the last day of any fiscal quarter, then we are subject to a financial maintenance covenant that the First Lien Leverage Ratio (as defined in the Restated Credit Agreement) calculated as of the last day of such quarter shall not exceed 3.25 to 1.00. Any amounts drawn under the Revolving Credit Facility will be due on May 17, 2026. Interest payable included in the above table is based on the interest rate as of June 30, 2023 and assumes all LIBOR-based revolving loan amounts outstanding will not be paid until maturity but that the term loan amortization payments will be made according to our defined schedule. The LIBOR sunset occurred on June 30, 2023, and, under the terms of our Restated Credit Agreement, our benchmark rate transitioned to Term SOFR in July 2023.
2026 Notes and Interest Payments. Our $600.0$548.3 million of 2026 Notes bear interest at a rate of 7.0% per annum and mature on June 15, 2026. Interest on the notes is payable semi-annually on June 15 and December 15 of each year and has been included in the table above.year.
Senior SecuredDebt Covenants. The Restated Credit FacilityAgreement and Interest Payments. Atthe indenture that governs our 2026 Notes contain covenants that restrict or limit certain activities and transactions by Cimpress and our subsidiaries. As of June 30, 2021, the Term Loan B of $1,152.0 million outstanding2023, we were in compliance with all covenants under our Restated Credit Agreement had repayments due on various dates through May 17, 2028, and we did not have any amounts drawn underthe indenture governing our revolving credit facility due on May 17, 2026. Interest payable included2026 Notes. Refer to Note 10 in this table is based on the interest rate as of June 30, 2021, and assumes all LIBOR-based revolving loan amounts outstanding will not be paid until maturity, but that the term loan amortization payments will be made according to our defined schedule.accompanying consolidated financial statements for additional information.
Other Debt. In addition, we have other debt which consists primarily of term loans acquired through our various acquisitions or used to fund certain capital investments, and asinvestments. As of June 30, 20212023, we had $12.8$7.1 million outstanding for those obligations that have repayments due on various dates through January 2026.September 2027.
Finance Leases. We lease certain facilities, machinery, and plant equipment under finance lease agreements that expire at various dates through 2034.2028. The aggregate carrying value of the leased equipment under finance leases included in property, plant and equipment, net in our consolidated balance sheet at June 30, 20212023 is $35.4$30.6 million, net of accumulated depreciation of $37.9$36.5 million. The present value of lease installments not yet due included in other current liabilities and other liabilities in our consolidated balance sheet at June 30, 20212023 amounts to $50.8$39.8 million.
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Other Obligations. Other obligations include deferred payments related to previous acquisitions of $45.0During fiscal year 2023, we made a $6.9 million in the aggregate. This balance includes the deferred payment related to the 99designsfor our Depositphotos acquisition, totaling $44.4 million. Refer to Note 7 in our accompanying consolidated financial statements for additional details.and there were no outstanding acquisition-related deferred liabilities as of June 30, 2023.
Additional Non-GAAP Financial Measures
Adjusted EBITDA and adjusted free cash flow presented below, and constant-currency revenue growth and constant-currency revenue growth excluding acquisitions/divestitures presented in the consolidated results of operations section above, are supplemental measures of our performance that are not required by, or presented in accordance with, GAAP. Adjusted EBITDA is defined as GAAP operating income plus depreciation and amortization plus share-based compensation expense plus proceeds from insurance not already included in operating income plus earn-out related charges plus certain impairments plus restructuring related charges plus realized gains or losses on currency derivatives less interest expense related to our Waltham, Massachusetts office lease lessthe gain or loss on purchase or sale of subsidiaries.subsidiaries as well as the disposal of assets.
Adjusted EBITDA is the primary profitability metric by which we measure our consolidated financial performance and is provided to enhance investors' understanding of our current operating results from the underlying and ongoing business for the same reasons it is used by management. For example, as we have become more acquisitive over recent yearsfor acquisitions, we believe excluding the costs related to the purchase of a business (such as amortization of acquired intangible assets, contingent consideration, or impairment of goodwill) provides further insight into the performance of the underlying acquired business in addition to that provided by our GAAP operating income. As another example, as we do not apply hedge accounting for certain derivative contracts, we believe inclusion of realized gains and losses on these contracts that are intended to be matched against operational currency fluctuations provides further insight into our operating performance in addition to that provided by our GAAP operating income. We do not, nor do we suggest, that investors should consider such non-GAAP financial measures in isolation from, or as a substitute for, financial information prepared in accordance with GAAP.
Adjusted free cash flow is the primary financial metric by which we set quarterly and annual budgets both for individual businesses and Cimpress-wide. Adjusted free cash flow is defined as net cash provided by operating activities less purchases of property, plant and equipment, purchases of intangible assets not related to acquisitions,
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and capitalization of software and website development costs that are included in net cash used in investing activities, plus the payment of contingent consideration in excess of acquisition-date fair value and gains on proceeds from insurance that are included in net cash provided by operating activities, if any. We use this cash flow metric because we believe that this methodology can provide useful supplemental information to help investors better understand our ability to generate cash flow after considering certain investments required to maintain or grow our business, as well as eliminate the impact of certain cash flow items presented as operating cash flows that we do not believe reflect the cash flow generated by the underlying business.
Our adjusted free cash flow measure has limitations as it may omit certain components of the overall cash flow statement and does not represent the residual cash flow available for discretionary expenditures. For example, adjusted free cash flow does not incorporate our cash payments to reduce the principal portion of our debt or cash payments for business acquisitions. Additionally, the mix of property, plant and equipment purchases that we choose to finance may change over time. We believe it is important to view our adjusted free cash flow measure only as a complement to our entire consolidated statement of cash flows.
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The table below sets forth operating income and adjusted EBITDA for the years ended June 30, 2021, 20202023, 2022, and 2019:2021:
In thousandsIn thousandsYear Ended June 30,In thousandsYear Ended June 30,
202120202019202320222021
GAAP operating incomeGAAP operating income$123,510 $55,969 $163,607 GAAP operating income$57,309 $47,298 $123,510 
Exclude expense (benefit) impact of:Exclude expense (benefit) impact of:Exclude expense (benefit) impact of:
Depreciation and amortizationDepreciation and amortization173,212 167,943 172,957 Depreciation and amortization162,428 175,681 173,212 
Waltham, MA lease depreciation adjustment (1)— — (4,120)
Proceeds from insuranceProceeds from insurance122 — — Proceeds from insurance— — 122 
Share-based compensation expense (2)Share-based compensation expense (2)37,034 33,252 18,296 Share-based compensation expense (2)39,682 49,766 37,034 
Earn-out related charges— (54)— 
Certain impairments and other adjustments (3)Certain impairments and other adjustments (3)20,453 104,593 10,700 Certain impairments and other adjustments (3)6,932 (9,709)20,453 
Restructuring-related chargesRestructuring-related charges1,641 13,543 12,054 Restructuring-related charges43,757 13,603 1,641 
Interest expense for Waltham, MA lease (1)— — (7,236)
Realized (losses) gains on currency derivatives not included in operating (loss) income(6,854)24,533 20,289 
Realized gains (losses) on currency derivatives not included in operating income (1)Realized gains (losses) on currency derivatives not included in operating income (1)29,724 4,424 (6,854)
Adjusted EBITDAAdjusted EBITDA$349,118 $399,779 $386,547 Adjusted EBITDA$339,832 $281,063 $349,118 
_________________
(1) UponThese realized gains (losses) include only the adoptionimpacts of the new leasing standard on July 1, 2019,certain currency derivative contracts that are intended to hedge our Waltham, MA lease,adjusted EBITDA exposure to foreign currencies for which was previously classified as build-to-suit, was classified as an operating lease. Therefore, the Waltham depreciation and interest expense adjustments that were made in fiscal year 2019 are no longer being made beginning in fiscal year 2020, as any impact from the Waltham lease is reflected in operating income.
(2) The adjustment for share-based compensation expense excludes the portion of share-based compensation expense included in restructuring related charges, if any, to avoid double counting.
(3) During the year ended June 30, 2021, we recognized impairment and abandonment charges of $19.9 million for the change in nature of use for two of our leased locations. These impairment and abandonment charges are classified within general and administrative expense in the consolidated statement of operations. Refer todo not apply hedge accounting. See Note 164 in our accompanying consolidated financial statements for morefurther information. We also recognized $0.6 million of loss for the routine disposal of fixed assets and impairment of capitalized software during the year ended June 30, 2021.

The table below sets forth net cash provided by operating activities and adjusted free cash flow for the years ended June 30, 2021, 20202023, 2022, and 2019:2021:
In thousandsIn thousandsYear Ended June 30,In thousandsYear Ended June 30,
202120202019202320222021
Net cash provided by operating activitiesNet cash provided by operating activities$265,221 $338,444 $331,095 Net cash provided by operating activities$130,289 $219,536 $265,221 
Purchases of property, plant and equipmentPurchases of property, plant and equipment(38,524)(50,467)(70,563)Purchases of property, plant and equipment(53,772)(54,040)(38,524)
Purchases of intangible assets not related to acquisitions— — (64)
Capitalization of software and website development costsCapitalization of software and website development costs(60,937)(43,992)(48,652)Capitalization of software and website development costs(57,787)(65,297)(60,937)
Adjusted free cash flowAdjusted free cash flow$165,760 $243,985 $211,816 Adjusted free cash flow$18,730 $100,199 $165,760 
Critical Accounting Policies and Estimates

Our financial statements are prepared in accordance with U.S. generally accepted accounting principles (“GAAP”). To apply these principles, we must make estimates and judgments that affect our reported amounts of assets, liabilities, revenues and expenses, and related disclosure of contingent assets and liabilities. In some instances, we reasonably could have used different accounting estimates and, in other instances, changes in the accounting estimates are reasonably likely to occur from period to period. Accordingly, actual results could differ significantly from our estimates. We base our estimates and judgments on historical experience and other assumptions that we believe to be reasonable at the time under the circumstances, and we evaluate these estimates and judgments on an ongoing basis. We refer to accounting estimates and judgments of this type as critical accounting policies and estimates, which we discuss further below. This section should be read in conjunction with Note 2, "Summary of Significant Accounting Policies," of our audited consolidated financial statements included elsewhere in this Report.
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Revenue Recognition. We generate revenue primarily from the sale and shipment of customized manufactured products. To a much lesser extent (and only in our VistaprintVista business) we provide digital services, website design and hosting, and email marketing services, as well as a small percentage from order referral fees and other third-party offerings. Revenues are recognized when control of the promised products or services is
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transferred to the customer in an amount that reflects the consideration we expect to be entitled to in exchange for those products or services.

Under the terms of most of our arrangements with our customers we provide satisfaction guarantees, which give our customers an option for a refund or reprint over a specified period of time if the customer is not fully satisfied. As such, we record a reserve for estimated sales returns and allowances as a reduction of revenue, based on historical experience or the specific identification of an event necessitating a reserve. Actual sales returns have historically not been significant.

We have elected to recognize shipping and handling activities that occur after transfer of control of the products as fulfillment activities and not as a separate performance obligation. Accordingly, we recognize revenue for our single performance obligation upon the transfer of control of the fulfilled orders, which generally occurs upon delivery to the shipping carrier. If revenue is recognized prior to completion of the shipping and handling activities, we accrue the costs of those activities. We do have some arrangements whereby the transfer of control, and thus revenue recognition, occurs upon delivery to the customer. If multiple products are ordered together, each product is considered a separate performance obligation, and the transaction price is allocated to each performance obligation based on the standalone selling price. Revenue is recognized upon satisfaction of each performance obligation. We generally determine the standalone selling prices based on the prices charged to our customers.

Our products are customized for each individual customer with no alternative use except to be delivered to that specific customer; however, we do not have an enforceable right to payment prior to delivering the items to the customer based on the terms and conditions of our arrangements with customers, and therefore we recognize revenue at a point in time.

We record deferred revenue when cash payments are received in advance of our satisfaction of the related performance obligation. The satisfaction of performance obligations generally occur shortly after cash payment and we expect to recognize the majority of our deferred revenue balance as revenue within three months subsequent to June 30, 2021.2023.

We periodically provide marketing materials and promotional offers to new customers and existing customers that are intended to improve customer retention. These incentive offers are generally available to all customers, and therefore do not represent a performance obligation as customers are not required to enter into a contractual commitment to receive the offer. These discounts are recognized as a reduction to the transaction price when used by the customer. Costs related to free products are included within cost of revenue and sample products are included within marketing and selling expense.
We have elected to apply the practical expedient under ASC 340-40-25-4 to expense incremental direct costs as incurred, which primarily includes sales commissions, since our contract periods generally are less than one year and the related performance obligations are satisfied within a short period of time.
Share-Based Compensation. We measure share-based compensation costs at fair value, and recognize the expense over the period that the recipient is required to provide service in exchange for the award, which generally is the vesting period. We recognize the impact of forfeitures as they occur.

We primarily issueOur performance share units, or PSUs, which are estimated at fair value on the date of grant, which is fixed throughout the vesting period. The fair value is determined using a Monte Carlo simulation valuation model. As the PSUs include both a service and market condition, the related expense is recognized using the accelerated expense attribution method over the requisite service period for each separately vesting portion of the award. For PSUs that meet the service vesting condition, the expense recognized over the requisite service period will not be reversed if the market condition is not achieved. The compensation expense for these awards is estimated at fair value using a Monte Carlo simulation valuation model and compensation costs are recorded only if it is probable that the performance condition will be achieved.

In addition to a service vesting and market condition (based on the three year moving average of the Cimpress share price) contained in our standard performance share units, we also issue awards that contain financial performance conditions. These awards with a discretionary performance condition are subject to mark-to-market accounting throughout the performance vesting period. The compensation expense for these awards is estimated at fair value using a Monte Carlo simulation valuation model and compensation costs are recorded only if it is probable that the performance condition will be achieved. We are required to reassess the probability each
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reporting period. If we determine the awards are not probable at some point during the performance vesting period, we would reverse any expense recognized to date.

Income Taxes. As part of the process of preparing our consolidated financial statements, we calculate our income taxes in each of the jurisdictions in which we operate. This process involves estimating our current tax expense, including assessing the risks associated with tax positions, together with assessing temporary and permanent differences resulting from differing treatment of items for tax and financial reporting purposes. We recognize deferred tax assets and liabilities for the temporary differences using the enacted tax rates and laws that will be in effect when we expect temporary differences to reverse. We assess the ability to realize our deferred tax assets based upon the weight of available evidence both positive and negative. To the extent we believe that it is more likely than not that some portion or all of the deferred tax assets will not be realized, we establish a valuation allowance. Our estimates can vary due to the profitability mix of jurisdictions, foreign exchange movements, changes in tax law, regulations or accounting principles, as well as certain discrete items. In the event that actual results differ from our estimates or we adjust our estimates in the future, we may need to increase or decrease income tax expense, which could have a material impact on our financial position and results of operations.

We establish reserves for tax-related uncertainties based on estimates of whether, and the extent to which, additional taxes will be due. These reserves are established when we believe that certain positions might be challenged despite our belief that our tax return positions are in accordance with applicable tax laws. We adjust these reserves in light of changing facts and circumstances, such as the closing of a tax audit, new tax legislation, or the change of an estimate based on new information. To the extent that the final outcome of these matters is different than the amounts recorded, such differences will affect the provision for income taxes in the period in which such determination is made. Interest and, if applicable, penalties related to unrecognized tax benefits are recorded in the provision for income taxes.

Software and Website Development Costs. We capitalize eligible salaries and payroll-related costs of employees and third-party consultants who devote time to the development of our websites and internal-use computer software. Capitalization begins when the preliminary project stage is complete, management with the relevant authority authorizes and commits to the funding of the software project, and it is probable that the project will be completed and the software will be used to perform the function intended. These costs are amortized on a straight-line basis over the estimated useful life of the software, which is three years. Our judgment is required in evaluating whether a project provides new or additional functionality, determining the point at which various projects enter the stages at which costs may be capitalized, assessing the ongoing value and impairment of the capitalized costs, and determining the estimated useful lives over which the costs are amortized. Historically we have not had any significant impairments of our capitalized software and website development costs.

Business Combinations. We recognize the tangible and intangible assets acquired and liabilities assumed based on their estimated fair values at the date of acquisition. The fair value of identifiable intangible assets is based on detailed cash flow valuations that use information and assumptions provided by management. The valuations are dependent upon a myriad of factors including historical financial results, forecasted revenue growth rates, estimated customer renewal rates, projected operating margins, royalty rates, and discount rates. We estimate the fair value of any contingent consideration at the time of the acquisition using all pertinent information known to us at the time to assess the probability of payment of contingent amounts or through the use of a Monte Carlo simulation model. We allocate any excess purchase price over the fair value of the net tangible and intangible assets acquired and liabilities assumed to goodwill. The assumptions used in the valuations for our acquisitions may differ materially from actual results depending on performance of the acquired businesses and other factors. While we believe the assumptions used were appropriate, different assumptions in the valuation of assets acquired and liabilities assumed could have a material impact on the timing and extent of impact on our statements of operations.

Goodwill is assigned to reporting units as of the date of the related acquisition. If goodwill is assigned to more than one reporting unit, we utilize a method that is consistent with the manner in which the amount of goodwill in a business combination is determined. Costs related to the acquisition of a business are expensed as incurred.

Goodwill, Indefinite-Lived Intangible Assets, and Other Definite Lived Long-Lived Assets. We evaluate goodwill and indefinite-lived intangible assets for impairment annually or more frequently when an event occurs or circumstances change that indicate that the carrying value may not be recoverable. We have the option to first assess qualitative factors to determine whether it is more likely than not that the fair value of a reporting unit is less than its carrying amount. We consider the timing of our most recent fair value assessment and associated headroom, the actual operating results as compared to the cash flow forecasts used in those fair value
40


assessments, the current long-term forecasts for each reporting unit, and the general market and economic environment of each reporting unit. In addition to the specific factors mentioned above, we assess the following individual factors on an ongoing basis such as:
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• A significant adverse change in legal factors or the business climate;

• An adverse action or assessment by a regulator;

• Unanticipated competition;

• A loss of key personnel; and

• A more-likely-than-not expectation that a reporting unit or a significant portion of a reporting unit will be sold or otherwise disposed of.

If the results of the qualitative analysis were to indicate that the fair value of a reporting unit is less than its carrying value, the quantitative test is required. Under the quantitative approach, we estimate the fair values of our reporting units using a discounted cash flow methodology and in certain circumstances a market-based approach. This analysis requires significant judgment and is based on our strategic plans and estimation of future cash flows, which is dependent on internal forecasts. Our annual analysis also requires significant judgment including the identification and aggregation of reporting units, as well as the determination of our discount rate and perpetual growth rate assumptions. We are required to compare the fair value of the reporting unit with its carrying value and recognize an impairment charge for the amount by which the carrying amount exceeds the reporting unit's fair value. For the year ended June 30, 2023, we recognized a goodwill impairment charge of $5,609. The charge is a partial impairment of the goodwill for one of our small reporting units within our All Other Businesses reportable segment. There were no impairments identified for any other reporting units.

We are required to evaluate the estimated useful lives and recoverability of definite lived long-lived assets (for example, customer relationships, developed technology, property, and equipment) on an ongoing basis when indicators of impairment are present. For purposes of the recoverability test, long-lived assets are grouped with other assets and liabilities at the lowest level for which identifiable cash flows are largely independent of the cash flows of other assets and liabilities. The test for recoverability compares the undiscounted future cash flows of the long-lived asset group to its carrying value. If the carrying values of the long-lived asset group exceed the undiscounted future cash flows, the assets are considered to be potentially impaired. The next step in the impairment measurement process is to determine the fair value of the individual net assets within the long-lived asset group. If the aggregate fair values of the individual net assets of the group are less than the carrying values, an impairment charge is recorded equal to the excess of the aggregate carrying value of the group over the aggregate fair value. The loss is allocated to each long-lived asset within the group based on their relative carrying values, with no asset reduced below its fair value. The identification and evaluation of a potential impairment requires judgment and is subject to change if events or circumstances pertaining to our business change. We evaluated our long-lived assets for impairment and during the year ended June 30, 2021,2023, and we recognized no impairments.

Recently Issued or Adopted Accounting Pronouncements

See Item 8 of Part II, “Financial Statements and Supplementary Data — Note 2 — Summary of Significant Accounting Policies — Recently Issued or Adopted Accounting Pronouncements."
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Item 7A. Quantitative and Qualitative Disclosures About Market Risk
Interest Rate Risk. Our exposure to interest rate risk relates primarily to our cash, cash equivalents, and debt.
As of June 30, 2021,2023, our cash and cash equivalents consisted of standard depository accounts, which are held for working capital purposes, money market funds, and marketable securities with an original maturity of less than 90 days. We do not believe we have a material exposure to interest rate fluctuations related to our cash and cash equivalents.
As of June 30, 2021,2023, we had $1,152.01,098.6 million of variable-rate debt. As a result, we have exposure to market risk for changes in interest rates related to these obligations. In order to mitigate our exposure to interest rate changes related to our variable ratevariable-rate debt, we execute interest rate swap contracts to fix the interest rate on a portion
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of our outstanding or forecasted long-term debt with varying maturities. As of June 30, 2021,2023, a hypothetical 100 basis point increase in rates, inclusive of the impact of our outstanding interest rate swaps that are accruing interest as of June 30, 2023, would result in a $4.1$8.7 million impact to interest expense over the next 12 months. This does not include any yield from cash and marketable securities.
Currency Exchange Rate Risk. We conduct business in multiple currencies through our worldwide operations but report our financial results in U.S. dollars. We manage these currency risks through normal operating activities and, when deemed appropriate, through the use of derivative financial instruments. We have policies governing the use of derivative instruments and do not enter into financial instruments for trading or speculative purposes. The use of derivatives is intended to reduce, but does not entirely eliminate, the impact of adverse currency exchange rate movements. A summary of our currency risk is as follows:
Translation of our non-U.S. dollar revenues and expenses: Revenue and related expenses generated in currencies other than the U.S. dollar could result in higher or lower net incomeloss when, upon consolidation, those transactions are translated to U.S. dollars. When the value or timing of revenue and expenses in a given currency are materially different, we may be exposed to significant impacts on our net incomeloss and non-GAAP financial metrics, such as adjusted EBITDA.
Our currency hedging objectives are targeted at reducing volatility in our forecasted U.S. dollar-equivalent adjusted EBITDA in order to maintain stability on our incurrence-based debt covenants. Since adjusted EBITDA excludes non-cash items such as depreciation and amortization that are included in net income,loss, we may experience increased, not decreased, volatility in our GAAP results due to our hedging approach. Our most significant net currency exposures by volume are in the Euro and British Pound.
In addition, we elect to execute currency derivatives contracts that do not qualify for hedge accounting. As a result, we may experience volatility in our consolidated statements of operations due to (i) the impact of unrealized gains and losses reported in other income (expense) income,, net, on the mark-to-market of outstanding contracts and (ii) realized gains and losses recognized in other income (expense) income,, net, whereas the offsetting economic gains and losses are reported in the line item of the underlying activity, for example, revenue.
Translation of our non-U.S. dollar assets and liabilities: Each of our subsidiaries translates its assets and liabilities to U.S. dollars at current rates of exchange in effect at the balance sheet date. The resulting gains and losses from translation are included as a component of accumulated other comprehensive loss on the consolidated balance sheet. Fluctuations in exchange rates can materially impact the carrying value of our assets and liabilities.

We have currency exposure arising from our net investments in foreign operations. We enter into currency derivatives to mitigate the impact of currency rate changes on certain net investments.
Remeasurement of monetary assets and liabilities: Transaction gains and losses generated from remeasurement of monetary assets and liabilities denominated in currencies other than the functional currency of a subsidiary are included in other income (expense) income,, net, on the consolidated statements of operations. Certain of our subsidiaries hold intercompany loans denominated in a currency other than their functional currency. Due to the significance of these balances, the revaluation of intercompany loans can have a material impact on other income (expense) income,, net. We expect these impacts may be volatile in the future, although our largest intercompany loans do not have a U.S. dollar cash impact for the consolidated
42


group because they are eithereither: 1) U.S. dollar loans or 2) we elect to hedge certain non-U.S. dollar loans with cross-currency swaps and forward contracts. A hypothetical 10% change in currency exchange rates was applied to total net monetary assets denominated in currencies other than the functional currencies at the balance sheet dates to compute the impact these changes would have had on our (loss) income before income taxes in the near term. The balances are inclusive of the notional value of any cross-currency swaps designated as cash flow hedges. A hypothetical decrease in exchange rates of 10% against the functional currency of our subsidiaries would have resulted in an increasea change of $6.0 million, $15.8 million, and $33.3$8.4 million on our (loss) income before income taxes for the yearsyear ended June 30, 2021, 2020 and 2019, respectively.2023.
43



Item 8.         Financial Statements and Supplementary Data

CIMPRESS PLC
INDEX TO CONSOLIDATED FINANCIAL STATEMENTS

Report of Independent Registered Public Accounting Firm (PCAOB ID No. 238)
Consolidated Balance Sheets
Consolidated Statements of Operations
Consolidated Statements of Comprehensive (Loss) IncomeLoss
Consolidated Statements of Shareholders’ Equity (Deficit)Deficit
Consolidated Statements of Cash Flows
Notes to Consolidated Financial Statements
44



Report of Independent Registered Public Accounting Firm

To the Board of Directors and Shareholders of Cimpress plc

Opinions on the Financial Statements and Internal Control over Financial Reporting
We have audited the accompanying consolidated balance sheets of Cimpress plc and its subsidiaries (the “Company”) as of June 30, 20212023 and 2020,2022, and the related consolidated statements of operations, of comprehensive income,loss, of shareholders' equitydeficit and of cash flows for each of the three years in the period ended June 30, 2021,2023, including the related notes (collectively referred to as the “consolidated financial statements”). We also have audited the Company's internal control over financial reporting as of June 30, 2021,2023, based on criteria established in Internal Control - Integrated Framework (2013) issued by the Committee of Sponsoring Organizations of the Treadway Commission (COSO).

In our opinion, the consolidated financial statements referred to above present fairly, in all material respects, the financial position of the Company as of June 30, 20212023 and 2020,2022, and the results of its operations and its cash flows for each of the three years in the period ended June 30, 20212023 in conformity with accounting principles generally accepted in the United States of America. Also in our opinion, the Company maintained, in all material respects, effective internal control over financial reporting as of June 30, 2021,2023, based on criteria established in Internal Control - Integrated Framework (2013) issued by the COSO.

Basis for Opinions
The Company's management is responsible for these consolidated financial statements, for maintaining effective internal control over financial reporting, and for its assessment of the effectiveness of internal control over financial reporting, included in Management’s Report on Internal Control over Financial Reporting appearing under Item 9A. Our responsibility is to express opinions on the Company’s consolidated financial statements and on the Company's internal control over financial reporting based on our audits. We are a public accounting firm registered with the Public Company Accounting Oversight Board (United States) (PCAOB) and are required to be independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and regulations of the Securities and Exchange Commission and the PCAOB.

We conducted our audits in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audits to obtain reasonable assurance about whether the consolidated financial statements are free of material misstatement, whether due to error or fraud, and whether effective internal control over financial reporting was maintained in all material respects.

Our audits of the consolidated financial statements included performing procedures to assess the risks of material misstatement of the consolidated financial statements, whether due to error or fraud, and performing procedures that respond to those risks. Such procedures included examining, on a test basis, evidence regarding the amounts and disclosures in the consolidated financial statements. Our audits also included evaluating the accounting principles used and significant estimates made by management, as well as evaluating the overall presentation of the consolidated financial statements. Our audit of internal control over financial reporting included obtaining an understanding of internal control over financial reporting, assessing the risk that a material weakness exists, and testing and evaluating the design and operating effectiveness of internal control based on the assessed risk. Our audits also included performing such other procedures as we considered necessary in the circumstances. We believe that our audits provide a reasonable basis for our opinions.

Definition and Limitations of Internal Control over Financial Reporting
A company’s internal control over financial reporting is a process designed to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles. A company’s internal control over financial reporting includes those policies and procedures that (i) pertain to the maintenance of records that, in reasonable detail, accurately and fairly reflect the transactions and dispositions of the assets of the company; (ii) provide reasonable assurance that transactions are recorded as necessary to permit preparation of financial statements in accordance with generally accepted accounting principles, and that receipts and expenditures of the company are being made only in accordance with authorizations of management and directors of the company; and (iii) provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition, use, or disposition of the company’s assets that could have a material effect on the financial statements.

Because of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, projections of any evaluation of effectiveness to future periods are subject to the risk that
45


controls may become inadequate because of changes in conditions, or that the degree of compliance with the policies or procedures may deteriorate.
45


Critical Audit Matters
The critical audit matter communicated below is a matter arising from the current period audit of the consolidated financial statements that was communicated or required to be communicated to the audit committee and that (i) relates to accounts or disclosures that are material to the consolidated financial statements and (ii) involved our especially challenging, subjective, or complex judgments. The communication of critical audit matters does not alter in any way our opinion on the consolidated financial statements, taken as a whole, and we are not, by communicating the critical audit matter below, providing a separate opinion on the critical audit matter or on the accounts or disclosures to which it relates.
Goodwill - Quantitative Impairment Assessments - Druck andAssessment of the Exaprint Reporting UnitsUnit
As described in Note 8 to the consolidated financial statements, the Company’s goodwill balance was $727$782 million as of June 30, 2021. During2023, of which a portion relates to the third quarter of fiscal year 2021, management evaluated whether any triggering events existed across each of its reporting units to determine whether an impairment analysis was necessary. Management identified triggering events for the Druck and Exaprint reporting units, due in part to unit ("the reemergence of new pandemic-related lockdowns and restrictions in certain European countries, which resulted in a more prolonged reduction to cash flows when compared to the cash flows forecasted in the most recent impairment analysis that was performed during the third quarter of fiscal year 2020.reporting unit"). Management performed a quantitative impairment assessment of goodwill of the reporting units and comparedunit as of the carrying value to the estimated fair value. For each reporting unit, theannual goodwill impairment test date of May 31. The estimated fair value of the reporting unit exceeded the related carrying value and management concluded that no impairment existed. Management used the income approach, specifically the discounted cash flow method, to derive the fair value.value of the reporting unit. This approach calculates fair value by estimating the after-tax cash flows attributable to athe reporting unit and then discounting the after-tax cash flows to a present value using a risk-adjusted discount rate. The cash flow projections in the fair value analysis are considered Level 3 inputs, and consist of management's estimates of revenue growth rates and operating margins, taking into consideration historical results, as well as industry and market conditions. The discount rate used in the fair value analysis is based on a weighted average cost of capital.

The principal considerations for our determination that performing procedures relating to the goodwill quantitative impairment assessments forassessment of the Druck and Exaprint reporting unitsunit is a critical audit matter are (i) the significant judgment by management when developing the fair value measurementestimate of the reporting units, which in turn led tounit; (ii) a high degree of auditor judgment, subjectivity, and effort in performing procedures and evaluating management’s significant assumptions related to the revenue growth rates, operating margins, and discount rates.rate; and (iii) the audit effort involved the use of professionals with specialized skill and knowledge.

Addressing the matter involved performing procedures and evaluating audit evidence in connection with forming our overall opinion on the consolidated financial statements. These procedures included testing the effectiveness of controls relating to management’s goodwill impairment assessment, including controls over the valuation of the Druck and Exaprint reporting units.unit. These procedures also included, among others (i) testing management’s process for developing the fair value estimatesestimate of the reporting units;unit; (ii) evaluating the appropriateness of the discounted cash flow model;method; (iii) testing the completeness and accuracy of underlying data used in the model;discounted cash flow method; and (iv) evaluating the reasonableness of the significant assumptions used by management related to the revenue growth rates, operating margins, and discount rates.
rate. Evaluating management’s assumptions related to the revenue growth rates and operating margins involved evaluating whether the assumptions used by management were reasonable considering the current and past performance of the reporting units,unit, the consistency with external market and industry data, and whether these assumptions were consistent with evidence obtained in other areas of the audit. The discount ratesProfessionals with specialized skill and knowledge were evaluated by consideringused to assist in the weighted costevaluation of capital(i) the appropriateness of comparable businesses, other industry factors and priorthe Company’s discounted cash flow analyses.method and (ii) the reasonableness of the discount rate significant assumption.


/s/ PricewaterhouseCoopers LLP
Boston, Massachusetts
August 6, 2021

4, 2023
We have served as the Company’s auditor since 2014.
46



CIMPRESS PLC
CONSOLIDATED BALANCE SHEETS
(in thousands, except share and per share data)
June 30,
2021
June 30,
2020
June 30,
2023
June 30,
2022
AssetsAssets  Assets  
Current assets:Current assets:  Current assets:  
Cash and cash equivalentsCash and cash equivalents$183,023 $45,021 Cash and cash equivalents$130,313 $277,053 
Marketable securitiesMarketable securities152,248 Marketable securities38,540 49,952 
Accounts receivable, net of allowances of $9,404 and $9,651, respectively50,679 34,596 
Accounts receivable, net of allowances of $6,630 and $6,140, respectively
Accounts receivable, net of allowances of $6,630 and $6,140, respectively
67,353 63,885 
InventoryInventory70,044 80,179 Inventory107,835 126,728 
Prepaid expenses and other current assetsPrepaid expenses and other current assets72,504 88,608 Prepaid expenses and other current assets96,986 108,697 
Total current assetsTotal current assets528,498 248,404 Total current assets441,027 626,315 
Property, plant and equipment, netProperty, plant and equipment, net328,679 338,659 Property, plant and equipment, net287,574 286,826 
Operating lease assets, netOperating lease assets, net87,626 156,258 Operating lease assets, net76,776 80,694 
Software and website development costs, netSoftware and website development costs, net87,690 71,465 Software and website development costs, net95,315 90,474 
Deferred tax assetsDeferred tax assets149,618 143,496 Deferred tax assets12,740 113,088 
GoodwillGoodwill726,979 621,904 Goodwill781,541 766,600 
Intangible assets, netIntangible assets, net186,744 209,228 Intangible assets, net109,196 154,730 
Marketable securities, non-currentMarketable securities, non-current50,713 Marketable securities, non-current4,497 — 
Other assetsOther assets35,951 25,592 Other assets46,193 48,945 
Total assetsTotal assets$2,182,498 $1,815,006 Total assets$1,854,859 $2,167,672 
Liabilities, noncontrolling interests and shareholders’ deficitLiabilities, noncontrolling interests and shareholders’ deficit  Liabilities, noncontrolling interests and shareholders’ deficit 
Current liabilities:Current liabilities:  Current liabilities: 
Accounts payableAccounts payable$199,831 $163,891 Accounts payable$285,784 $313,710 
Accrued expensesAccrued expenses247,513 210,764 Accrued expenses257,109 253,841 
Deferred revenueDeferred revenue50,868 39,130 Deferred revenue44,698 58,861 
Short-term debtShort-term debt9,895 17,933 Short-term debt10,713 10,386 
Operating lease liabilities, currentOperating lease liabilities, current26,551 41,772 Operating lease liabilities, current22,559 27,706 
Other current liabilitiesOther current liabilities103,515 13,268 Other current liabilities24,469 28,035 
Total current liabilitiesTotal current liabilities638,173 486,758 Total current liabilities645,332 692,539 
Deferred tax liabilitiesDeferred tax liabilities27,433 33,811 Deferred tax liabilities47,351 41,142 
Long-term debtLong-term debt1,732,511 1,415,657 Long-term debt1,627,243 1,675,562 
Operating lease liabilities, non-currentOperating lease liabilities, non-current66,222 128,963 Operating lease liabilities, non-current56,668 57,474 
Other liabilitiesOther liabilities96,410 88,187 Other liabilities90,058 64,394 
Total liabilitiesTotal liabilities2,560,749 2,153,376 Total liabilities2,466,652 2,531,111 
Commitments and contingencies (Note 17)Commitments and contingencies (Note 17)Commitments and contingencies (Note 17)
Redeemable noncontrolling interestsRedeemable noncontrolling interests71,120 69,106 Redeemable noncontrolling interests10,893 131,483 
Shareholders’ deficit:Shareholders’ deficit:  Shareholders’ deficit: 
Preferred shares, nominal value €0.01 per share, 100,000,000 shares authorized; none issued and outstandingPreferred shares, nominal value €0.01 per share, 100,000,000 shares authorized; none issued and outstandingPreferred shares, nominal value €0.01 per share, 100,000,000 shares authorized; none issued and outstanding— — 
Ordinary shares, nominal value €0.01 per share, 100,000,000 shares authorized; 44,080,627 shares issued; 26,035,910 and 25,885,675 shares outstanding, respectively615 615 
Deferred ordinary shares, nominal value €1.00 per share, 25,000 shares authorized, issued and outstanding28 28 
Treasury shares, at cost, 18,044,717 and 18,194,952 shares, respectively(1,368,595)(1,376,496)
Ordinary shares, nominal value €0.01 per share, 100,000,000 shares authorized; 44,315,855 and 44,083,569 shares issued, respectively; 26,344,608 and 26,112,322 shares outstanding, respectivelyOrdinary shares, nominal value €0.01 per share, 100,000,000 shares authorized; 44,315,855 and 44,083,569 shares issued, respectively; 26,344,608 and 26,112,322 shares outstanding, respectively615 615 
Treasury shares, at cost, 17,971,247 shares for both periods presentedTreasury shares, at cost, 17,971,247 shares for both periods presented(1,363,550)(1,363,550)
Additional paid-in capitalAdditional paid-in capital459,904 438,616 Additional paid-in capital539,454 501,003 
Retained earningsRetained earnings537,677 618,437 Retained earnings235,396 414,138 
Accumulated other comprehensive lossAccumulated other comprehensive loss(79,000)(88,676)Accumulated other comprehensive loss(35,060)(47,128)
Total shareholders’ deficit attributable to Cimpress plcTotal shareholders’ deficit attributable to Cimpress plc(623,145)(494,922)
Noncontrolling interests (Note 14)Noncontrolling interests (Note 14)459 — 
Total shareholders' deficitTotal shareholders' deficit(449,371)(407,476)Total shareholders' deficit(622,686)(494,922)
Total liabilities, noncontrolling interests and shareholders’ deficitTotal liabilities, noncontrolling interests and shareholders’ deficit$2,182,498 $1,815,006 Total liabilities, noncontrolling interests and shareholders’ deficit$1,854,859 $2,167,672 
See accompanying notes.
47


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF OPERATIONS
(in thousands, except share and per share data)
Year Ended June 30, Year Ended June 30,
202120202019 202320222021
RevenueRevenue$2,592,513 $2,481,358 $2,751,076 Revenue$3,079,627 $2,887,555 $2,575,961 
Cost of revenue (1)Cost of revenue (1)1,316,441 1,248,871 1,401,344 Cost of revenue (1)1,640,625 1,492,726 1,299,889 
Technology and development expense (1)Technology and development expense (1)253,060 253,252 236,797 Technology and development expense (1)302,257 292,845 253,060 
Marketing and selling expense (1)Marketing and selling expense (1)648,391 574,041 713,863 Marketing and selling expense (1)773,970 789,241 648,391 
General and administrative expense (1)General and administrative expense (1)195,652 183,054 162,652 General and administrative expense (1)209,246 197,345 195,652 
Amortization of acquired intangible assetsAmortization of acquired intangible assets53,818 51,786 53,256 Amortization of acquired intangible assets46,854 54,497 53,818 
Restructuring expense (1)Restructuring expense (1)1,641 13,543 12,054 Restructuring expense (1)43,757 13,603 1,641 
Impairment of goodwillImpairment of goodwill100,842 7,503 Impairment of goodwill5,609 — — 
Income from operationsIncome from operations123,510 55,969 163,607 Income from operations57,309 47,298 123,510 
Other (expense) income, net(11,835)22,874 26,476 
Other income (expense), netOther income (expense), net18,498 61,463 (19,353)
Interest expense, netInterest expense, net(119,368)(75,840)(63,171)Interest expense, net(112,793)(99,430)(119,368)
Loss on early extinguishment of debt(48,343)
Gain (loss) on early extinguishment of debtGain (loss) on early extinguishment of debt6,764 — (48,343)
(Loss) income before income taxes(Loss) income before income taxes(56,036)3,003 126,912 (Loss) income before income taxes(30,222)9,331 (63,554)
Income tax expense (benefit)18,903 (80,992)33,432 
Net (loss) income(74,939)83,995 93,480 
Add: Net (income) loss attributable to noncontrolling interest(2,772)(630)1,572 
Net (loss) income attributable to Cimpress plc$(77,711)$83,365 $95,052 
Basic net (loss) income per share attributable to Cimpress plc$(2.99)$3.07 $3.09 
Diluted net (loss) income per share attributable to Cimpress plc$(2.99)$3.00 $3.00 
Weighted average shares outstanding — basic25,996,572 27,180,744 30,786,349 
Weighted average shares outstanding — diluted25,996,572 27,773,286 31,662,705 
Income tax expenseIncome tax expense155,493 59,901 18,903 
Net lossNet loss(185,715)(50,570)(82,457)
Less: Net income attributable to noncontrolling interestsLess: Net income attributable to noncontrolling interests(263)(3,761)(2,772)
Net loss attributable to Cimpress plcNet loss attributable to Cimpress plc$(185,978)$(54,331)$(85,229)
Basic and diluted net loss per share attributable to Cimpress plcBasic and diluted net loss per share attributable to Cimpress plc$(7.08)$(2.08)$(3.28)
Weighted average shares outstanding — basic and dilutedWeighted average shares outstanding — basic and diluted26,252,860 26,094,842 25,996,572 

(1) Share-based compensation expense is allocated as follows:
Year Ended June 30, Year Ended June 30,
202120202019 202320222021
Cost of revenueCost of revenue$387 $486 $455 Cost of revenue$474 $538 $387 
Technology and development expenseTechnology and development expense9,063 9,003 3,765 Technology and development expense13,002 13,582 9,063 
Marketing and selling expenseMarketing and selling expense6,947 2,703 1,193 Marketing and selling expense5,693 11,382 6,947 
General and administrative expenseGeneral and administrative expense20,637 21,061 12,882 General and administrative expense20,513 24,264 20,637 
Restructuring expenseRestructuring expense1,621 3,421 Restructuring expense2,440 — — 

See accompanying notes.
48


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF COMPREHENSIVE (LOSS) INCOMELOSS
(in thousands)
Year Ended June 30,
202120202019
Net (loss) income$(74,939)$83,995 $93,480 
Other comprehensive (loss) income, net of tax:
Foreign currency translation gains, net of hedges5,397 10,933 6,667 
Net unrealized gains (losses) on derivative instruments designated and qualifying as cash flow hedges10,336 (24,570)(23,409)
Amounts reclassified from accumulated other comprehensive (loss) income to net (loss) income on derivative instruments(4,089)5,774 3,932 
Loss on pension benefit obligation, net(336)(1,195)(204)
Comprehensive (loss) income(63,631)74,937 80,466 
Add: Comprehensive (income) loss attributable to noncontrolling interests(4,404)(391)4,537 
Total comprehensive (loss) income attributable to Cimpress plc$(68,035)$74,546 $85,003 
Year Ended June 30,
202320222021
Net loss$(185,715)$(50,570)$(82,457)
Other comprehensive loss, net of tax:
Foreign currency translation gains (losses), net of hedges498 (9,990)12,915 
Net unrealized gains on derivative instruments designated and qualifying as cash flow hedges9,991 2,813 10,336 
Amounts reclassified from accumulated other comprehensive loss to net loss for derivative instruments(2,873)26,197 (4,089)
(Loss) gain on pension benefit obligation, net(270)1,649 (336)
Comprehensive loss(178,369)(29,901)(63,631)
Add: Comprehensive loss (income) attributable to noncontrolling interests4,459 (76)(4,404)
Total comprehensive loss attributable to Cimpress plc$(173,910)$(29,977)$(68,035)
See accompanying notes.
49


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF SHAREHOLDERS' EQUITY (DEFICIT)DEFICIT
(in thousands)
Ordinary SharesDeferred Ordinary SharesTreasury Shares
Number of
Shares
Issued
AmountNumber of
Shares
Issued
AmountNumber
of
Shares
AmountAdditional
Paid-in
Capital
Retained
Earnings
Accumulated Other
Comprehensive
Loss
Total
Shareholders’
Equity (Deficit)
Balance at June 30, 201844,080 $615 $(13,206)$(685,577)$395,682 $452,756 $(69,814)$93,662 
Issuance of ordinary shares due to share option exercises, net of shares withheld for taxes— — — — 123 3,100 (3,106)— — (6)
Restricted share units vested, net of shares withheld for taxes— — — — 38 573 (2,866)— — (2,293)
Grant of restricted share awards— — — — 24 — — 24 
Share-based compensation expense— — — — — — 18,064 — — 18,064 
Purchase of ordinary shares— — — — (594)(55,567)— — — (55,567)
Net income attributable to Cimpress plc— — — — — — — 95,052 95,052 
Adjustment for purchase of noncontrolling interest— — — — — — 2,714 — — 2,714 
Adjustment to noncontrolling interest for share forfeiture— — — — — — 591 — — 591 
Adoption of new accounting standard— — — — — — — (3,246)— (3,246)
Noncontrolling interest accretion to redemption value— — — — — — — (7,140)— (7,140)
Net unrealized loss on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — (19,477)(19,477)
Foreign currency translation, net of hedges— — — — — — — — 9,638 9,638 
Unrealized loss on pension benefit obligation, net of tax— — — — — — — — (204)(204)
Balance at June 30, 201944,080 $615 $(13,635)$(737,447)$411,079 $537,422 $(79,857)$131,812 
Ordinary SharesDeferred Ordinary SharesTreasury Shares
Number of
Shares
Issued
AmountNumber of
Shares
Issued
AmountNumber
of
Shares
AmountAdditional
Paid-in
Capital
Retained
Earnings
Accumulated Other
Comprehensive
Loss
Total
Shareholders’
Deficit
Balance at June 30, 202044,080 $615 25 $28 (18,195)$(1,376,496)$438,616 $618,437 $(88,676)$(407,476)
Issuance of ordinary shares due to share option exercises, net of shares withheld for taxes— — — — 30 (2,283)— — (2,280)
Restricted share units vested, net of shares withheld for taxes— — — — 120 7,898 (13,655)— — (5,757)
Share-based compensation expense— — — — — — 37,226 — — 37,226 
Net loss attributable to Cimpress plc— — — — — — — (85,229)— (85,229)
Redeemable noncontrolling interest accretion to redemption value— — — — — — — (3,049)— (3,049)
Net unrealized gain on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — 6,247 6,247 
Foreign currency translation, net of hedges— — — — — — — — 11,283 11,283 
Unrealized loss on pension benefit obligation, net of tax— — — — — — — — (336)(336)
Balance at June 30, 202144,080 $615 25 $28 (18,045)$(1,368,595)$459,904 $530,159 $(71,482)$(449,371)
See accompanying notes.











50




CIMPRESS PLC
CONSOLIDATED STATEMENTS OF SHAREHOLDERS' EQUITY (DEFICIT)DEFICIT (CONTINUED)
(in thousands)
Ordinary SharesDeferred Ordinary SharesTreasury Shares
Number of
Shares
Issued
AmountNumber of
Shares
Issued
AmountNumber
of
Shares
AmountAdditional
Paid-in
Capital
Retained
Earnings
Accumulated Other
Comprehensive
Loss
Total
Shareholders’
Equity (Deficit)
Balance at June 30, 201944,080 $615 $(13,635)$(737,447)$411,079 $537,422 $(79,857)$131,812 
Issuance of ordinary shares due to share option exercises, net of shares withheld for taxes— — — — 432 (12,518)(28,388)— — (40,906)
Restricted share units vested, net of shares withheld for taxes— — — — 13 712 (1,317)— — (605)
Issuance of deferred ordinary shares— — 25 28 — — — — — 28 
Grant of restricted share awards— — — — (2)(187)— — — (187)
Share-based compensation expense— — — — — — 34,810 — — 34,810 
Purchase of ordinary shares— — — — (5,003)(627,056)— — — (627,056)
Net income attributable to Cimpress plc— — — — — — — 83,365 — 83,365 
Redeemable noncontrolling interest accretion to redemption value— — — — — — — (5,493)— (5,493)
Adoption of new accounting standards— — — — — — — 3,143 — 3,143 
Issuance of warrants— — — — — — 22,432 — — 22,432 
Net unrealized loss on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — (18,796)(18,796)
Foreign currency translation, net of hedges— — — — — — — — 11,172 11,172 
Unrealized loss on pension benefit obligation, net of tax— — — — — — — — (1,195)(1,195)
Balance at June 30, 202044,080 $615 25 $28 (18,195)$(1,376,496)$438,616 $618,437 $(88,676)$(407,476)
Ordinary SharesDeferred Ordinary SharesTreasury Shares
Number of
Shares
Issued
AmountNumber of
Shares
Issued
AmountNumber
of
Shares
AmountAdditional
Paid-in
Capital
Retained
Earnings
Accumulated Other
Comprehensive
Loss
Total
Shareholders’
Deficit
Balance at June 30, 202144,080 $615 25 $28 (18,045)$(1,368,595)$459,904 $530,159 $(71,482)$(449,371)
Purchase and cancellation of deferred ordinary shares— — (25)(28)— — — — — (28)
Restricted share units vested, net of shares withheld for taxes— — — 74 5,045 (8,315)— — (3,270)
Share-based compensation expense— — — — — — 49,686 — — 49,686 
Net loss attributable to Cimpress plc— — — — — — — (54,331)— (54,331)
Redeemable noncontrolling interest accretion to redemption value— — — — — — — (61,690)— (61,690)
Decrease in noncontrolling interest due to share purchase— — — — — — (272)— — (272)
Net unrealized gain on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — 29,010 29,010 
Foreign currency translation, net of hedges— — — — — — — — (6,305)(6,305)
Unrealized gain on pension benefit obligation, net of tax— — — — — — — — 1,649 1,649 
Balance at June 30, 202244,084 $615 — $— (17,971)$(1,363,550)$501,003 $414,138 $(47,128)$(494,922)
See accompanying notes.











51


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF SHAREHOLDERS' EQUITY (DEFICIT)DEFICIT (CONTINUED)
(in thousands)
Ordinary SharesDeferred Ordinary SharesTreasury SharesOrdinary SharesDeferred Ordinary SharesTreasury Shares
Number of
Shares
Issued
AmountNumber of
Shares
Issued
AmountNumber
of
Shares
AmountAdditional
Paid-in
Capital
Retained
Earnings
Accumulated Other
Comprehensive
Loss
Total
Shareholders’
Equity (Deficit)
Number of
Shares
Issued
AmountNumber of
Shares
Issued
AmountNumber
of
Shares
AmountAdditional
Paid-in
Capital
Retained
Earnings
Accumulated Other
Comprehensive
Loss
Total
Shareholders’
Deficit
Balance at June 30, 202044,080 $615 25 $28 (18,195)$(1,376,496)$438,616 $618,437 $(88,676)$(407,476)
Balance at June 30, 2022Balance at June 30, 202244,084 $615 — $— (17,971)$(1,363,550)$501,003 $414,138 $(47,128)$(494,922)
Issuance of ordinary shares due to share option exercises, net of shares withheld for taxesIssuance of ordinary shares due to share option exercises, net of shares withheld for taxes— — — — 30 (2,283)— — (2,280)Issuance of ordinary shares due to share option exercises, net of shares withheld for taxes— — — — — 275 — — 275 
Restricted share units vested, net of shares withheld for taxesRestricted share units vested, net of shares withheld for taxes— — — — 120 7,898 (13,655)— — (5,757)Restricted share units vested, net of shares withheld for taxes225 — — — — — (4,777)— — (4,777)
Share-based compensation expenseShare-based compensation expense— — — — — — 37,226 — — 37,226 Share-based compensation expense— — — — — — 42,953 — — 42,953 
Net loss attributable to Cimpress plcNet loss attributable to Cimpress plc— — — — — — — (77,711)— (77,711)Net loss attributable to Cimpress plc— — — — — — — (185,978)— (185,978)
Redeemable noncontrolling interest accretion to redemption valueRedeemable noncontrolling interest accretion to redemption value— — — — — — — (3,049)— (3,049)Redeemable noncontrolling interest accretion to redemption value— — — — — — — 7,236 — 7,236 
Net unrealized gain on derivative instruments designated and qualifying as cash flow hedgesNet unrealized gain on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — 6,247 6,247 Net unrealized gain on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — 7,118 7,118 
Foreign currency translation, net of hedgesForeign currency translation, net of hedges— — — — — — — — 3,765 3,765 Foreign currency translation, net of hedges— — — — — — — — 5,220 5,220 
Unrealized loss on pension benefit obligation, net of taxUnrealized loss on pension benefit obligation, net of tax— — — — — — — — (336)(336)Unrealized loss on pension benefit obligation, net of tax— — — — — — — — (270)(270)
Balance at June 30, 202144,080 $615 25 $28 (18,045)$(1,368,595)$459,904 $537,677 $(79,000)$(449,371)
Balance at June 30, 2023Balance at June 30, 202344,316 $615 — $— (17,971)$(1,363,550)$539,454 $235,396 $(35,060)$(623,145)
See accompanying notes.
52

CIMPRESS PLC
CONSOLIDATED STATEMENTS OF CASH FLOWS
(in thousands)

Year Ended June 30,
 202320222021
Operating activities  
Net loss$(185,715)$(50,570)$(82,457)
Adjustments to reconcile net loss to net cash provided by operating activities  
Depreciation and amortization162,428 175,681 173,212 
Share-based compensation expense42,122 49,766 37,034 
Impairment of goodwill5,609 — — 
Impairment of long-lived assets— — 19,882 
Deferred taxes114,912 22,879 (10,284)
(Gain) loss on early extinguishment of debt(6,764)— 48,343 
Unrealized loss (gain) on derivatives not designated as hedging instruments included in net loss34,393 (40,408)17,323 
Effect of exchange rate changes on monetary assets and liabilities denominated in non-functional currency(11,988)537 240 
Other non-cash items13,235 (13,704)7,041 
Changes in operating assets and liabilities, net of effects of businesses acquired:
Accounts receivable(4,243)(18,119)(11,474)
Inventory11,352 (44,089)16,382 
Prepaid expenses and other assets1,768 (5,989)(2,606)
Accounts payable(28,872)109,977 29,367 
Accrued expenses and other liabilities(17,948)33,575 23,218 
Net cash provided by operating activities130,289 219,536 265,221 
Investing activities  
Purchases of property, plant and equipment(53,772)(54,040)(38,524)
Proceeds from the sale of subsidiaries, net of transaction costs and cash divested(4,130)— — 
Business acquisitions, net of cash acquired(498)(75,258)(53,410)
Capitalization of software and website development costs(57,787)(65,297)(60,937)
Proceeds from the sale of assets4,659 37,771 5,696 
Purchases of marketable securities(84,030)— (203,581)
Proceeds from maturity of held-to-maturity investments92,110 151,200 — 
Proceeds from (payments for) the settlement of derivatives designated as hedging instruments— 2,244 (3,291)
Other investing activities(277)(617)(269)
Net cash used in investing activities(103,725)(3,997)(354,316)
Financing activities
Proceeds from borrowings of debt48,264 — 665,682 
Proceeds from Term Loan B— — 1,149,751 
Payments of debt(61,310)(14,510)(1,242,606)
Payments for early redemption of 7% Senior Notes due 2026(44,994)— — 
Payments for early redemption of 12% Senior Secured Notes due 2025— — (309,000)
Payments of debt issuance costs(51)(1,444)(11,963)
Payments of purchase consideration included in acquisition-date fair value(7,100)(43,647)(1,205)
Payments of withholding taxes in connection with equity awards(4,448)(3,219)(5,757)
Payments of finance lease obligations(8,290)(37,512)(8,000)
Purchase of noncontrolling interests(95,567)(2,165)(5,063)
Proceeds (payments) from issuance of ordinary shares327 — (2,280)
Distributions to noncontrolling interests(3,652)(3,963)(4,747)
Other financing activities(285)(112)(684)
Net cash (used in) provided by financing activities(177,106)(106,572)224,128 
Effect of exchange rate changes on cash3,802 (14,937)2,969 
Net (decrease) increase in cash and cash equivalents(146,740)94,030 138,002 
Cash and cash equivalents at beginning of period277,053 183,023 45,021 
Cash and cash equivalents at end of period$130,313 $277,053 $183,023 
See accompanying notes.
5253


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF CASH FLOWS (CONTINUED)
(in thousands)

Year Ended June 30,
 202120202019
Operating activities  
Net (loss) income$(74,939)$83,995 $93,480 
Adjustments to reconcile net (loss) income to net cash provided by operating activities:  
Depreciation and amortization173,212 167,943 173,771 
Impairment of goodwill100,842 7,503 
Share-based compensation expense37,034 34,874 21,716 
Impairment of long-lived assets19,882 — — 
Deferred taxes(10,284)(106,864)6,838 
Loss on early extinguishment of debt48,343 
Unrealized loss (gain) on derivatives not designated as hedging instruments included in net (loss) income17,323 7,731 (5,358)
Effect of exchange rate changes on monetary assets and liabilities denominated in non-functional currency(7,278)(802)(4,364)
Other non-cash items7,041 11,229 9,209 
Changes in operating assets and liabilities:
Accounts receivable(11,474)26,659 (4,186)
Inventory16,382 (18,328)(3,627)
Prepaid expenses and other assets(2,606)11,946 4,475 
Accounts payable29,367 (17,547)19,835 
Accrued expenses and other liabilities23,218 36,766 11,803 
Net cash provided by operating activities265,221 338,444 331,095 
Investing activities  
Purchases of property, plant and equipment(38,524)(50,467)(70,563)
Proceeds from the sale of subsidiaries, net of transaction costs and cash divested(1,124)
Business acquisitions, net of cash acquired(53,410)(4,272)(289,920)
Capitalization of software and website development costs(60,937)(43,992)(48,652)
Purchases of marketable securities(203,581)
Proceeds from the sale of assets5,696 1,644 640 
(Payments of) proceeds from settlement of derivatives designated as hedging instruments(3,291)29,791 (12,016)
Other investing activities(269)1,556 345 
Net cash used in investing activities(354,316)(66,864)(420,166)
Financing activities
Proceeds from borrowings of debt665,682 1,281,490 1,140,607 
Proceeds from Term Loan B1,149,751 
Proceeds from issuance of senior notes210,500 
Proceeds from issuance of second lien notes271,568 
Proceeds from issuance of warrants22,432 
Payments of debt(1,242,606)(1,337,334)(947,696)
Payments for early redemption of second lien notes(309,000)
Payments of debt issuance costs(11,963)(22,570)(2,729)
Payments of purchase consideration included in acquisition-date fair value(1,205)(358)(3,282)
Payments of withholding taxes in connection with equity awards(5,757)(41,709)(5,979)
Payments of finance lease obligations(8,000)(9,511)(17,063)
Purchase of noncontrolling interests(5,063)(85,520)
Proceeds from sale of noncontrolling interest57,046 
Purchase of ordinary shares(627,056)(55,567)
Proceeds from issuance of ordinary shares(2,280)3,403 
See accompanying notes.
53

CIMPRESS PLC
CONSOLIDATED STATEMENTS OF CASH FLOWS (CONTINUED)
(in thousands)
Year Ended June 30,
202120202019
Distribution to noncontrolling interest(4,747)(3,955)(3,375)
Other financing activities(684)(1,758)2,144 
Net cash provided by (used in) financing activities224,128 (258,255)81,989 
Effect of exchange rate changes on cash2,969 (3,583)(1,866)
Net increase (decrease) in cash and cash equivalents138,002 9,742 (8,948)
Cash and cash equivalents at beginning of period45,021 35,279 44,227 
Cash and cash equivalents at end of period$183,023 $45,021 $35,279 
Supplemental disclosures of cash flow information
Cash paid during the period for:
Interest$116,977 $72,906 $63,940 
Income taxes27,870 13,520 26,369 
Non-cash investing and financing activities
Capitalization of construction costs related to financing lease obligation (1)— — 13,448 
Property and equipment acquired under finance leases6,996 1,605 11,871 
Amounts accrued related to business acquisitions45,025 2,289 5,564 
____________________
(1) Due to our adoption of the new leasing standard on July 1, 2019, any costs previously capitalized for a build-to-suit lease and included in the financing lease obligation are now classified as an operating lease and the lease financing obligation has been de-recognized.

Year Ended June 30,
202320222021
Supplemental disclosures of cash flow information
Cash paid during the period for:
Interest$113,952 $98,099 $116,977 
Income taxes31,184 32,987 27,870 
Cash received during the period for:
Interest11,451 3,230 1,940 
Non-cash investing and financing activities
Property and equipment acquired under finance leases20,303 7,033 6,996 
Amounts accrued related to property, plant and equipment9,403 12,810 4,462 
Amounts accrued related to capitalized software development costs185 124 2,830 
Amounts accrued related to business acquisitions— 8,425 45,025 
See accompanying notes.
54


CIMPRESS PLC
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(in thousands, except share and per share data)

1. Description of the Business
Cimpress is a strategically focused group of more than a dozen businesses that specialize in mass customization of printing and related products, via which we deliver large volumes of individually small-sized customized orders fororders. Our products and services include a broad spectrumrange of print,marketing materials, business cards, signage, promotional products, logo apparel, packaging, books and magazines, wall decor, photo merchandise, invitations and announcements, writing instruments, packaging, appareldesign and digital marketing services, and other categories. We invest in and build customer-focused, entrepreneurial mass customization businesses for the long term, which we manage in a decentralized, autonomous manner. Mass customization is a core element of the business model of each Cimpress business. We drivebusiness and is a competitive advantage across Cimpress through a select few shared strategic capabilities that have the greatest potentialstrategy which seeks to create Cimpress-wide value. We limit all other central activitiesproduce goods and services to only those which absolutely must be performed centrally.meet individual customer needs with near mass production efficiency.
2. Summary of Significant Accounting Policies
Basis of Presentation

The consolidated financial statements include the accounts of Cimpress plc, its wholly owned subsidiaries, entities in which we maintain a controlling financial interest, and those entities in which we have a variable interest and are the primary beneficiary. Intercompany balances and transactions have been eliminated. Investments in entities in which we cannot exercise significant influence, and for which the related equity securities do not have a readily determinable fair value, are accounted for usingincluded in other assets on the costconsolidated balance sheets; otherwise the investments are recognized by applying equity method andaccounting. Our equity method investments are included in other assets on the consolidated balance sheets.
Use of Estimates

The preparation of financial statements in conformity with U.S. generally accepted accounting principles (“GAAP”) requires management to make estimates and assumptions that affect the amounts reported in the consolidated financial statements and accompanying notes. We believe our most significant estimates are associated with the ongoing evaluation of the recoverability of our long-lived assets and goodwill, estimated useful lives of assets, share-based compensation, accounting for business combinations, and income taxes and related valuation allowances, among others. By their nature, estimates are subject to an inherent degree of uncertainty. Actual results could differ from those estimates.
Throughout fiscal year 2021, the COVID-19 pandemic had a negative impact on most of our businesses, but we've experienced improving trends in customer demand throughout the fiscal year. We evaluated our liquidity position as of the date of the issuance of these consolidated financial statements. Based on this evaluation, management believes, despite the ongoing impact of COVID-19 on our business, that our financial position, net cash provided by operations combined with our cash and cash equivalents, marketable securities and borrowing availability under our revolving credit facility, will be sufficient to fund our current obligations, capital spending, debt service requirements and working capital requirements over at least the next twelve months.
Cash and Cash Equivalents
We consider all highly liquid investments purchased with an original maturity of three months or less to be the equivalent of cash for the purpose of balance sheet and statement of cash flows presentation. Cash equivalents consist of depository accounts and money market funds. Cash and cash equivalents restricted for use were $537$558 and $86$537 as of June 30, 20212023 and 2020,2022, respectively, and are included in other assets in the accompanying consolidated balance sheets.
For bank accounts that are overdrawn at the end of a reporting period, including any net negative balance in our notional cash pool, we reclassify these overdrafts to short-term debt on our consolidated balance sheets. Book overdrafts that result from outstanding checks in excess of our bank balance are reclassified to other current liabilities. We did not have a bank overdrawor book overdraft for any of the year ended June 30, 2021, while for the year ended June 30, 2020, we reclassified an overdraw of $3,768 to short-term debt within our consolidated balance sheets and presented the overdraw within financing activities in our consolidated statement of cash flows. As of June 30, 2021 and 2020, we did not record a book overdraft.periods presented.
55


Marketable Securities
We hold certain investments that are classified as held-to-maturity (HTM) as we have the intent and ability to hold them to their maturity dates. Our policy is to invest in the following permitted classes of assets: overnight money market funds invested in U.S. Treasury securities and U.S. government agency securities, U.SU.S. Treasury securities-specifically U.S Treasury bills, notes, and bonds,securities, U.S. government agency securities, bank time deposits, commercial paper, corporate notes and bonds, and medium term notes. We generally invest in securities with a remaining maturity of two years or less. As the investments are classified as held-to-maturity, they are recorded at amortized cost and interest income is recorded as it is earned within interest (expense) income.expense, net.
55


We will continue to assess our securities for impairment when the fair value is less than amortized cost to determine if any risk of credit loss exists. As our intent is to hold the securities to maturity, we must assess whether any credit losses related to our investments are recoverable and determine if it is more likely than not that we will be required to sell the security before recovery of its amortized cost basis. For the year ended June 30, 2021 weWe did not record an allowance for credit losses and we recognized no impairments for these marketable securities.securities during the years ended June 30, 2023, 2022, and 2021.
The following is a summary of the net carrying amount, unrealized gains, unrealized losses, and fair value of held-to-maturity securities by type and contractual maturity as of June 30, 20212023 and as of June 30, 2020 we held no marketable securities:2022.

Amortized costUnrealized lossesFair valueJune 30, 2023
June 30, 2021
Amortized costUnrealized lossesFair value
Due within one year or less:Due within one year or less:
Commercial paperCommercial paper$74,463 $(28)$74,435 Commercial paper$15,982 $(10)$15,972 
Corporate debt securitiesCorporate debt securities128,498 (147)128,351 Corporate debt securities16,298 (190)16,108 
Total$202,961 $(175)$202,786 
U.S. government securitiesU.S. government securities6,260 (69)6,191 
Total due within one year or lessTotal due within one year or less38,540 (269)38,271 
Due between one and two years:Due between one and two years:
Corporate debt securitiesCorporate debt securities1,498 (35)1,463 
U.S. government securitiesU.S. government securities2,999 (66)2,933 
Total due between one and two yearsTotal due between one and two years4,497 (101)4,396 
Total held-to-maturity securitiesTotal held-to-maturity securities$43,037 $(370)$42,667 

The following table summarizes the net carrying amount and fair value of the held-to maturity securities by contractual maturity.
Amortized costFair value
Due within one year or less
Commercial paper and corporate debt securities$152,248 $152,163 
Due after one year through two years
Corporate debt securities50,713 50,623 
Total$202,961 $202,786 
June 30, 2022
Amortized costUnrealized lossesFair value
Due within one year or less:
Corporate debt securities$49,952 $(546)$49,406 
Total held-to-maturity securities$49,952 $(546)$49,406 
Accounts Receivable
Accounts receivable includes amounts due from customers. We offset gross trade accounts receivable with an allowance for doubtful accounts, which is our best estimate of the amount of probable credit losses in existing accounts receivable. Account balances are charged off against the allowance when the potential for recovery is no longer reasonably assured.
Inventories
Inventories consist primarily of raw materials and are recorded at the lower of cost or net realizable value using the first-in, first-out method. Costs to produce products are included in cost of revenues as incurred.
Property, Plant and Equipment
Property, plant and equipment are stated at cost less accumulated depreciation and amortization. Additions and improvements that substantially extend the useful life of a particular asset are capitalized while repairs and maintenance costs are expensed as incurred. Assets that qualify for the capitalization of interest cost during their construction period are evaluated on a per project basis and, if material, the costs are capitalized. No interest costs associated with our construction projects were capitalized in any of the years presented as the amounts were not material. Depreciation of plant and equipment is recorded on a straight-line basis over the estimated useful lives of the assets.
56


Software and Web SiteWebsite Development Costs
We capitalize eligible salaries and payroll-related costs of employees and third-party consultants who devote time to the development of websites and internal-use computer software. Capitalization begins when the preliminary project stage is complete, management with the relevant authority authorizes and commits to the
56


funding of the software project, and it is probable that the project will be completed and the software will be used to perform the function intended. These costs are amortized on a straight-line basis over the estimated useful life of the software, which is generally over a three year period. Costs associated with preliminary stage software development, repair, maintenance, or the development of website content are expensed as incurred.
Amortization of previously capitalized amounts in the years ended June 30 2023, 2022, and 2021 2020was $57,086,$54,646, and 2019 was $47,560, $40,753 and$35,068, respectively, resulting in accumulated amortization of $279,490, $273,629, and $231,482 andat $180,993 at June 30 20212023, 2022, and 2020,2021, respectively.
Intangible Assets
We capitalize the costs of purchasing patents from unrelated third parties and amortize these costs over the estimated useful life of the patent. The costs related to patent applications, pursuing others who we believe infringe on our patents, and defending against patent-infringement claims are expensed as incurred.

We record acquired intangible assets at fair value on the date of acquisition using the income approach to value the trade names, customer relationships, and customer network and a replacement cost approach to value developed technology and our print network. The income approach calculates fair value by discounting the forecasted after-tax cash flows back to a present value using an appropriate discount rate. The baseline data for this analysis wasis the cash flow estimates used to price the transaction. We amortize such assets using the straight-line method over the expected useful life of the asset, unless another amortization method is deemed to be more appropriate. In estimating the useful life of the acquired assets, we reviewed the expected use of the assets acquired, factors that may limit the useful life of an acquired asset or may enable the extension of the useful life of an acquired asset without substantial cost, the effects of obsolescence, demand, competition and other economic factors, and the level of maintenance expenditures required to obtain the expected future cash flows from the asset.
We evaluate the remaining useful life of intangible assets on a periodic basis to determine whether events and circumstances warrant a revision to the remaining useful life. If the estimate of an intangible asset’s remaining useful life is changed, we amortize the remaining carrying value of the intangible asset prospectively over the revised remaining useful life.
Long-Lived Assets
Long-lived assets with a finite life are reviewed for impairment whenever events or changes in circumstances indicate that the carrying amount of the assets might not be recoverable. Conditions that would necessitate an impairment assessment include a significant decline in the observable market value of an asset, a significant change in the extent or manner in which an asset is used, or any other significant adverse change that would indicate that the carrying amount of an asset or group of assets may not be recoverable. We did not recognize any impairment or abandonment charges for acquired intangible assets in any of the periods presented.
Business Combinations
    We recognize the assets acquired and liabilities assumed in business combinations on the basis of their fair values at the date of acquisition. We assess the fair value of assets, including intangible assets, using a variety of methods and each asset is measured at fair value from the perspective of a market participant. The method used to estimate the fair values of intangible assets incorporates significant assumptions regarding the estimates a market participant would make in order to evaluate an asset, including a market participant’s use of the asset and the appropriate discount rates. Assets acquired that are determined to not have economic use for us are expensed immediately. Any excess purchase price over the fair value of the net tangible and intangible assets acquired is allocated to goodwill. Transaction costs and restructuring costs associated with a business combination are expensed as incurred.
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    The consideration for our acquisitions often includes future payments that are contingent upon the occurrence of a particular event. For acquisitions that qualify as business combinations, we record an obligation for such contingent payments at fair value on the acquisition date.
57


Goodwill
The evaluation of goodwill for impairment is performed at a level referred to as a reporting unit. A reporting unit is either the “operating segment level” or one level below, which is referred to as a “component.” The level at which the impairment test is performed requires an assessment as to whether the operations below the operating segment should be aggregated as one reporting unit due to their similarity or reviewed individually. Goodwill is evaluated for impairment on an annual basis or more frequently when an event occurs or circumstances change that indicate that the carrying value may not be recoverable. Goodwill is considered to be impaired when the carrying amount of a reporting unit exceeds its estimated fair value.

We have the option to first assess qualitative factors to determine whether it is more likely than not that the fair value of a reporting unit is less than its carrying value. If the results of this analysis indicate that the fair value of a reporting unit is less than its carrying value, the quantitative impairment test is required; otherwise, no further assessment is necessary. To perform the quantitative approach, we estimate the fair value of our reporting units using a discounted cash flow methodology. If the carrying value of a reporting unit’s goodwill exceeds its implied fair value, then we record an impairment loss equal to the difference.

For the year ended June 30, 2023, we recognized a goodwill impairment charge of $5,609. The charge is a partial impairment of the goodwill for one of our small reporting units within our All Other Businesses reportable segment. There were no impairments identified for any other reporting units. We recognized no goodwill impairment charges during the years ended June 30, 2022 and 2021. Refer to Note 8 for additional information.details regarding the annual goodwill impairment test.

Mandatorily Redeemable Noncontrolling Interests

Noncontrolling interests held by third parties in consolidated subsidiaries are considered mandatorily redeemable when they are subject to an unconditional obligation to be redeemed by both parties. The redeemable noncontrolling interest must be required to be repurchased on a specified date or on the occurrence of a specified event that is certain to occur and is to be redeemed via the transfer of assets. Mandatorily redeemable noncontrolling interests are presented as liability-based financial instruments and are re-measured on a recurring basis to the expected redemption value.

During the second quarter of fiscal 2023, the exercise of put options by the minority shareholders of three PrintBrothers businesses to redeem a portion of their equity interests triggered a mandatory redemption feature for the remaining minority interests after exercise. As such, we reclassified the remaining minority equity interests from redeemable noncontrolling interest to mandatorily redeemable noncontrolling interest, which is presented as part of other liabilities on the consolidated balance sheets. Refer to Note 14 for additional details.
Debt Issuance Costs
    
Costs associated with the issuance of debt instruments are capitalized and amortized over the term of the respective financing arrangement on a straight-line basis through the maturity date of the related debt instrument. We evaluate all changes to our debt arrangements to determine whether the changes represent a modification or extinguishment to the old debt arrangement. If a debt instrument is deemed to be modified, we capitalize all new lenderslender fees and expense all third-party fees. If we determine that an extinguishment of one of our debt instruments has occurred, the unamortized financing fees associated with the extinguished instrument are expensed. For the revolving loans associated with our senior secured credit facility, all lender and third-party fees are capitalized, and in the event an amendment reduces the committed capacity under the revolving loans, we expense a portion of any unamortized fees on a pro-rata basis in proportion to the decrease in the committed capacity.
Derivative Financial Instruments

We record all derivatives on the consolidated balance sheet at fair value. We apply hedge accounting to arrangements that qualify and are designated for hedge accounting treatment, which includes cash flow and net investment hedges. Hedge accounting is discontinued prospectively if the hedging relationship ceases to be effective or the hedging or hedged items cease to exist as a result of maturity, sale, termination, or cancellation.

Derivatives designated and qualifying as hedges of the exposure to variability in expected future cash flows, or other types of forecasted transactions, are considered cash flow hedges, which could include interest rate swap
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contracts and cross-currency swap contracts. In a cash flow hedging relationship, the effective and ineffective portion of the change in the fair value of the hedging derivative is initially recorded in accumulated other comprehensive (loss) income.loss. The portion of gain or loss on the derivative instrument previously recorded in accumulated other comprehensive (loss) incomeloss remains in accumulated other comprehensive (loss) incomeloss until the forecasted transaction is recognized in earnings. For derivatives designated as cash flow hedges, we present the settlement amount of these contracts within cash from investingoperating activities in our consolidated statement of cash flows, if the hedged item continues after contract settlement.

Derivatives designated and qualifying as hedges of currency exposure of a net investment in a foreign operation are considered net investment hedges, which could include cross-currency swap and currency forward contracts.contracts as well as intercompany loans. In hedging the currency exposure of a net investment in a foreign operation, the effective and ineffective portion of gains and losses on the hedging instruments is recognized in accumulated other comprehensive (loss) incomeloss as part of currency translation adjustment. The portion of gain or loss on the derivative instrument previously recorded in accumulated other comprehensive (loss) income remains in accumulated other comprehensive (loss) incomeloss until we reduce our investment in the hedged foreign operation through a sale or substantial liquidation.

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We also enter into derivative contracts that are intended to economically hedge certain of our risks, even though we may not elect to apply hedge accounting or the instrument may not qualify for hedge accounting. When hedge accounting is not applied, the changes in the fair value of the derivatives are recorded directly in earnings as a component of other (expense) income, net.

In accordance with the fair value measurement guidance, our accounting policy is to measure the credit risk of our derivative financial instruments that are subject to master netting agreements on a net basis by counterparty portfolio. We execute our derivative instruments with financial institutions that we judge to be credit-worthy, defined as institutions that hold an investment grade credit rating.

Shareholders' Equity (Deficit)Deficit

Comprehensive Income (Loss)Loss

Comprehensive income (loss)loss is defined as the change in equity of a business enterprise during a period from transactions and other events and circumstances from non-owner sources. Comprehensive income (loss)loss is composed of net income,loss, unrealized gains and losses on derivatives, unrealized lossgains and losses on pension benefit obligation, and cumulative foreign currency translation adjustments, which are included in the accompanying consolidated statements of comprehensive income.loss.

Treasury Shares
    
Treasury shares are accounted for using the cost method and are included as a component of shareholders' equity. We reissuePrior to June 2022, we reissued treasury shares as part of our share-based compensation programs and as consideration for some of our acquisition transactions. Upon issuance of treasury shares we determinedetermined the cost using the average cost method.

Warrants

We bifurcate and separately account for a detachable warrant as a separate equity instrument. The value assigned to the warrants was determined based on a relative fair value allocation between the warrants and related debt. The fair value of the warrants was determined using a Monte Carlo valuation and applying a discount for the lack of marketability for the warrants. We present the allocated value for the warrants within additional paid-in capital in our consolidated balance sheet. Refer to Note 1011 for additional details.
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Revenue Recognition

We generate revenue primarily from the sale and shipment of customized manufactured products. We also generate revenue, to a much lesser extent (and primarily in our VistaprintVista business) from digital services, website design and hosting, professional design services, and email marketing services, as well as a small percentage from order referral fees and other third-party offerings. Revenues are recognized when control of the promised products or services is transferred to the customer in an amount that reflects the consideration we expect to be entitled to in exchange for those products or services. Shipping revenues are recognized when control of the related products is transferred to the customer. For design service arrangements, we recognize revenue when the services are complete. A portion of this revenue relates to design contests in which we have determined that we are the principal in the arrangement as we satisfy our contractual performance obligation to provide the customer with the benefit of our platform and network of designers.
    
Under the terms of most of our arrangements with our customers we provide satisfaction guarantees, which give our customers an option for a refund or reprint over a specified period of time if the customer is not fully satisfied. As such, we record a reserve for estimated sales returns and allowances as a reduction of revenue, based on historical experience or the specific identification of an event necessitating a reserve. Actual sales returns have historically not been significant.

We have elected to recognize shipping and handling activities that occur after transfer of control of the products as fulfillment activities and not as a separate performance obligation. Accordingly, we recognize revenue for our single performance obligation upon the transfer of control of the fulfilled orders, which generally occurs upon delivery to the shipping carrier. If revenue is recognized prior to completion of the shipping and handling activities, we accrue the costs of those activities. We do have some arrangements whereby the transfer of control, and thus
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revenue recognition, occurs upon delivery to the customer. If multiple products are ordered together, each product is considered a separate performance obligation, and the transaction price is allocated to each performance obligation based on the standalone selling price. Revenue is recognized upon satisfaction of each performance obligation. We generally determine the standalone selling prices based on the prices charged to our customers.

Our products are customized for each individual customer with no alternative use except to be delivered to that specific customer; however, we do not have an enforceable right to payment prior to delivering the items to the customer based on the terms and conditions of our arrangements with customers, and therefore we recognize revenue at a point in time.

We record deferred revenue when cash payments are received in advance of our satisfaction of the related performance obligation. The satisfaction of performance obligations generally occurs shortly after cash payment and we expect to recognize the majority of our deferred revenue balance as revenue within three months subsequent to June 30, 2021.2023.

We periodically provide marketing materials and promotional offers to new customers and existing customers that are intended to improve customer retention. These incentive offers are generally available to all customers, and therefore do not represent a performance obligation as customers are not required to enter into a contractual commitment to receive the offer. These discounts are recognized as a reduction to the transaction price when used by the customer. Costs related to free products are included within cost of revenue and sample products are included within marketing and selling expense.

We have elected to expense incremental direct costs as incurred, which primarily includes sales commissions, since our contract periods generally are less than one year and the related performance obligations are satisfied within a short period of time.

Restructuring

Restructuring costs are recorded in connection with initiatives designed to improve efficiency or enhance competitiveness. Restructuring initiatives require us to make estimates in several areas, including expenses for severance and other employee separation costs and our ability to generate sublease income to enable us to terminate lease obligations at the estimated amounts. One-time

For jurisdictions in which there are statutorily required minimum benefits for involuntary terminations, severance benefits are documented in an employee manual or labor contract, or are consistent with prior
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restructuring plan benefits, we evaluate these benefits as ongoing benefit arrangements. We recognize the liability for these arrangements when it is probable that the employee would be entitled to the benefits and the amounts can be reasonably estimated. The expense timing generally occurs when management has committed to and approved the restructuring plan.

Involuntary termination benefits that are in excess of statutory minimum requirements and prior restructuring plan benefits are recognized as termination benefits and expensed at the date we notify the employee, unless the employee must provide future service beyond the statutory minimum retention period, in which case the benefits are expensed ratably over the future service period. Liabilities for costs associated with a facility exit or disposal activity are recognized when the liability is incurred, as opposed to when management commits to an exit plan, and are measured at fair value. Restructuring costs are presented as a separate financial statement line within our consolidated statement of operations.

For jurisdictions in which there are statutorily required minimum benefits for involuntary terminations, or severance benefits documented in an employee manual or labor contract, we evaluate these benefits as ongoing benefit arrangements. We recognize the liability for these arrangements when it is probable that the employee would be entitled to the benefits and the amounts can be reasonably estimated.

Advertising Expense

Our advertising costs are primarily expensed as incurred and included in marketing and selling expense. Advertising expense for the years ended June 30, 2021, 20202023, 2022, and 2019 2021was $333,665, $302,449$417,886, $408,566, and $427,673,$333,665, respectively, which consisted of external costs related to customer acquisition and retention marketing campaigns.

Research and Development Expense
    
Research and development costs are expensed as incurred and included in technology and development expense. Research and development expense for the years ended June 30, 2021, 20202023, 2022, and 2019 2021was $49,254, $49,201,$58,819, $56,996, and $40,976,$49,254, respectively, which consisted of costs related to enhancing our manufacturing engineering and technology capabilities.

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Income Taxes

As part of the process of preparing our consolidated financial statements, we calculate our income taxes in each of the jurisdictions in which we operate. This process involves estimating our current tax expense and deferred tax expense based on assessing temporary and permanent differences resulting from differing treatment of items for tax and financial reporting purposes. We recognize deferred tax assets and liabilities for the temporary differences using the enacted tax rates and laws that will be in effect when we expect temporary differences to reverse. We assess the ability to realize our deferred tax assets based upon the weight of available evidence both positive and negative. To the extent we believe that it is more likely than not that some portion or all of the deferred tax assets will not be realized, we establish a valuation allowance. In the event that actual results differ from our estimates or we adjust our estimates in the future, we may need to increase or decrease income tax expense, which could have a material impact on our financial position and results of operations.

We recognize the tax benefit from an uncertain tax position only if it is more likely than not that the tax position will be sustained upon examination by the taxing authorities, based on the technical merits of the tax position. The tax benefits recognized in our financial statements from such positions are measured as the largest benefit that has a greater than 50% likelihood of being realized upon ultimate resolution. The unrecognized tax benefits willmay reduce our effective tax rate if recognized. Interest and, if applicable, penalties related to unrecognized tax benefits are recorded in the provision for income taxes. Stranded income tax effects in accumulated other comprehensive income or loss are released on an item-by-item basis based on when the applicable derivative is recognized in earnings. We account for investment tax credits using the “deferral” method, under which the tax benefit from an investment tax credit is deferred and amortized over the book life of the related property.

During the three months ended December 31, 2020, the tax on Global Intangible Low-Taxed Income (“GILTI”) provision of the Tax Cuts and Jobs Act became applicable to our operations. Companies subject to GILTI have the option to account for the GILTI tax as a period cost if and when incurred, or to recognize deferred taxes for temporary differences, including outside basis differences, expected to reverse as GILTI. We elected to account for GILTI as a period cost, as incurred. We do not expect GILTI to have a material impact on our consolidated financial statements.

Foreign Currency Translation

Our non-U.S. dollar functional currency subsidiaries translate their assets and liabilities denominated in their functional currency to U.S. dollars at current rates of exchange in effect at the balance sheet date, and revenues and expenses are translated at average rates prevailing throughout the period. The resulting gains and losses from translation are included as a component of accumulated other comprehensive loss. Transaction gains and losses and remeasurement of assets and liabilities denominated in currencies other than an entity’s functional currency are included in other income (expense) income,, net in our consolidated statements of operations.
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Other Income (Expense) Income,, Net
The following table summarizes the components of other income (expense) income,, net:
 Year Ended June 30,
202120202019
(Losses) gains on derivatives not designated as hedging instruments (1)$(20,728)$20,564 $23,494 
Currency-related gains (losses), net (2)8,523 2,309 2,506 
Other gains370 476 
Total other (expense) income, net$(11,835)$22,874 $26,476 
 Year Ended June 30,
202320222021
Gains (losses) on derivatives not designated as hedging instruments (1)$3,311 $58,148 $(20,728)
Currency-related gains, net (2)16,350 244 1,005 
Other (losses) gains(1,163)3,071 370 
Total other income (expense), net$18,498 $61,463 $(19,353)
_____________________
(1) Primarily relates to bothIncludes realized and unrealized gains and losses on derivative currency forward and option contracts and interest rate swaps not designated as hedging instruments, includingas well as the ineffective portion of certain interest rate swap contracts that have been de-designated from hedge accounting. For contracts not designated as hedging instruments, we realized gains of $39,133 and $9,955, respectively, for the years ended June 30, 2023 and 2022, and losses of $3,422$6,854 for the year ended June 30, 2021, related to certain interest rate swap contracts that were de-designated from hedge accounting during the year due to their ineffectiveness, which had an immaterial impact in the comparative periods. As of June 30, 2021 we have redesignated several of our previously dedesignated hedge contracts.2021. Refer to Note 4 for additional information.details relating to our derivative contracts.
(2) We haveCurrency-related gains, net primarily relates to significant non-functional currency intercompany financing relationships that we may change at times and are subject to currency exchange rate volatility. The currency-related (losses) gains, net are primarily driven by this intercompany activity for the periods presented. In addition, we have certain cross-currency swaps designated as cash flow hedges, which hedge the remeasurement of certain intercompany loans; both are presented in the same component above. Unrealized losses relatedrefer to cross-currency swaps were $7,211Note 4 for the year ended
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June 30, 2021 as comparedadditional details relating to unrealized gains of $929 for the year ended June 30, 2020, and unrealized losses of $3,484 for the year ended June 30, 2019.these cash flow hedges.
Net (Loss) IncomeLoss Per Share Attributable to Cimpress plc
Basic net (loss) incomeloss per share attributable to Cimpress plc is computed by dividing net (loss) incomeloss attributable to Cimpress plc by the weighted-average number of ordinary shares outstanding for the respective period. Diluted net (loss) incomeloss per share attributable to Cimpress plc gives effect to all potentially dilutive securities, including share options, restricted share units (“RSUs”), warrants, and performance share units ("PSUs"), if the effect of the securities is dilutive using the treasury stock method. Awards with performance or market conditions are included using the treasury stock method only if the conditions would have been met as of the end of the reporting period and their effect is dilutive.
The following table sets forth the reconciliation of the weighted-average number of ordinary shares:
 Year Ended June 30,
 202120202019
Weighted average shares outstanding, basic25,996,572 27,180,744 30,786,349 
Weighted average shares issuable upon exercise/vesting of outstanding share options/RSUs/warrants (1)592,542 876,356 
Shares used in computing diluted net (loss) income per share attributable to Cimpress plc25,996,572 27,773,286 31,662,705 
Weighted average anti-dilutive shares excluded from diluted net (loss) income per share attributable to Cimpress plc (2)494,329 1,325 
_____________________
 Year Ended June 30,
 202320222021
Weighted average shares outstanding, basic and diluted26,252,860 26,094,842 25,996,572 
Weighted average anti-dilutive shares excluded from diluted net loss per share attributable to Cimpress plc (1)(2)2,834,351 762,086 494,329 
___________________
(1) In the periods in which a net loss is recognized, the impact of share options, RSUs, restricted share awards, and warrants isare anti-dilutive. For the years ended June 30, 2023, 2022, and 2021, the weighted average dilutive shares for these securities, in the aggregate, would have been 83,275, 233,244, and 465,869, respectively, had we not included as they are anti-dilutive.recognized a net loss.
(2) On May 1, 2020, we entered into a financing arrangement with Apollo Global Management, Inc., which included 7-year warrants to purchase 1,055,377 of our ordinary shares with a strike price of $60 that have a potentially dilutive impact on our weighted average shares outstanding. For the years ended June 30, 2022 and 2021, and 2020,the average market price was higher than the strike price for at least a portion of the year, as such the weighted average anti-dilutivedilutive effect of the warrants that were included in the anti-dilutive share count due to the net loss in each period was 368,933138,088, and 73,719368,933 shares, respectively. Refer to Note 10For the year ended June 30, 2023, the average share price was below the strike price for additional details about the arrangement.full fiscal year; therefore, the total outstanding warrants were considered anti-dilutive.
Compensation Expense
Share-based Compensation

Compensation expense for all share-based awards is measured at fair value on the date of grant and recognized over the requisite service period. We recognize the impact of forfeitures as they occur. The fair value of share options is determined using the Black-Scholes valuation model, or lattice model for share options with a market condition or subsidiary share options. The fair value of RSUs is determined based on the quoted price of our ordinary shares on the date of the grant. Such value is recognized ratably as expense over the requisite service period, or on an accelerated method for awards with a performance or market condition. For awards that are ultimately settleable in cash, we treat them as liability awards and mark the award to market each reporting period recognizing any gain or loss in our statements of operations. For awards with a performance condition vesting feature, compensation cost is recorded if it is probable that the performance condition will be achieved.

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We have issued PSUs, and we calculate the fair value at grant, which is fixed throughout the vesting period. The fair value is determined using a Monte Carlo simulation valuation model. As the PSUs include both a service and market condition the related expense is recognized using the accelerated expense attribution method over the requisite service period for each separately vesting portion of the award. For PSUs that meet the service vesting condition, the expense recognized over the requisite service period will not be reversed if the market condition is not achieved.
Total share-based compensation expense was $37,034, $34,874 and $21,716 for the years ended June 30 2021, 2020 and 2019, respectively.

Sabbatical Leave

Compensation expense associated with a sabbatical leave, or other similar benefit arrangements, is accrued over the requisite service period during which an employee earns the benefit, net of estimated forfeitures, and is included in other liabilities on our consolidated balance sheets.

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Concentrations of Credit Risk

We monitor the creditworthiness of our customers to which we grant credit terms in the normal course of business. We do not have any customers that accounted for greater than 10% of our accounts receivable as of June 30, 20212023 and 2020.2022. We do not have any customers that accounted for greater than 10% of our revenue for the years ended June 30, 2021, 20202023, 2022, and 2019.2021.
    
We maintain an allowance for doubtful accounts for potential credit losses based upon specific customer accounts and historical trends, and such losses to date in the aggregate have not materially exceeded our expectations.

Lease Accounting

We determine if an arrangement contains a lease at contract inception. We consider an arrangement to be a lease if it conveys the right to control an identifiable asset for a period of time. Costs for operating leases that include incentives such as payment escalations or rent abatementsabatement are recognized on a straight-line basis over the term of the lease. Additionally, inducements received are treated as a reduction of our costs over the term of the agreement. Leasehold improvements are capitalized at cost and amortized over the shorter of their expected useful life or the lease term, excluding renewal periods.

Lease right-of-use ("ROU") assets and liabilities for operating and finance leases are recognized based on the present value of the future lease payments over the lease term at lease commencement date. As most of our leases do not provide an implicit interest rate, we use our incremental borrowing rate based on the information available at the lease commencement date. Our incremental borrowing rate approximates the interest rate on a collateralized basis for the economic environments where our leased assets are located, and is established by considering the credit spread associated with our existing debt arrangements, as well as observed market rates for instruments with a similar term to that of the lease payments. ROU assets also include any lease payments made at or before the lease commencement, as well as any initial direct costs incurred. Lease incentives received from the lessor are recognized as a reduction to the ROU asset.

Our initial determination of the lease term is based on the facts and circumstances that exist at lease commencement. The lease term may include the effect of options to extend or terminate the lease when it is reasonably certain that those options will be exercised. We consider these options reasonably certain to be exercised based on our assessment of economic incentives, including the fair market rent for equivalent properties under similar terms and conditions, costs of relocating, availability of comparable replacement assets, and any related disruption to operations that would be experienced by not renewing the lease.
Finance leases are accounted for as an acquisition of an asset and incurrence of an obligation. Assets held under finance leases are recorded at the lower of the present value of the minimum lease payments or the fair value of the leased asset at the inception of the lease, and amortized over the useful life of the asset. The corresponding finance lease obligation is recorded at the present value of the minimum lease payments at inception of the lease.

Operating leases are included in operating lease assets and current and non-current operating lease liabilities in the consolidated balance sheets. Finance lease assets are included in property, plant, and equipment, net, and the related liabilities are included in other current liabilities and other liabilities in the consolidated balance sheets.
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Variable lease payments are excluded from the operating lease assets and liabilities and are recognized as expense in the period in which the obligation is incurred. Variable lease payments primarily include index-based rent escalation associated with some of our real estate leases, as well as property taxes and common area maintenance payments for most real estate leases, which are determined based on the costs incurred by the lessor. We also make variable lease payments for certain print equipment leases that are determined based on production volumes.
For lease arrangements where we are deemed to be involved in the construction of structural improvements prior to the commencement of the lease or take some level of construction risk, we are considered the owner of the assets during the construction period. Accordingly, as the lessor incurs the construction project costs, the assets and corresponding financial obligation are recorded in our consolidated balance sheet. Once the construction is completed, if the lease meets certain “sale-leaseback” criteria, we will remove the asset and related financial obligation from the balance sheet and treat the building lease as either an operating or finance lease based on our
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assessment of the guidance. If, upon completion of construction, the project does not meet the “sale-leaseback” criteria, the lease will be treated as a financing obligation and we will depreciate the asset over its estimated useful life for financial reporting purposes.

We have subleased a small amount of our equipment and real estate lease portfolio to third parties, making us the lessor. Most of these subleases meet the criteria for operating lease classification and the related sublease income is recognized on a straight-line basis over the lease term within the consolidated statement of operations. To a lesser extent, we have leases in which we are the lessees and we classify the leases as finance leases andwhich have been subleased the asset under similar terms, resulting in theirthe sublease classification as direct financing leases. For direct financing leases, we recognize a sublease receivable within prepaid expenses and other current assets and other assets in the consolidated balance sheets.

Recently Issued or Adopted Accounting Pronouncements
New
Adopted Accounting Standards Adopted

In December 2019, the FASB issued Accounting Standards Update No. 2019-12 "Income Taxes (Topic 740): Simplifying the Accounting for Income Taxes" (ASU 2019-12), which modifies certain aspects of income tax accounting. We early adopted the standard on July 1, 2020. For the year ended June 30, 2021, adopting ASU 2019-12 resulted in a $2,771 increased tax expense in our consolidated financial statements, related to the intraperiod allocation rules. Under the intraperiod allocation rules, an entity generally allocates total income tax expense or benefit by first determining the amount attributable to continuing operations and then allocating the remaining tax expense or benefit to items other than continuing operations. An exception existed that required an entity with a loss from continuing operations to consider all components when determining the benefit from continuing operations. ASU 2019-12 removes this exception.
In June 2016, the FASB issued Accounting Standards Update No. 2016-13 "Financial Instruments—Credit Losses (Topic 326)" (ASU 2016-13), which introduces a new accounting model for recognizing credit losses on certain financial instruments based on an estimate of current expected credit losses. We adopted the standard on its effective date of July 1, 2020. The standard did not have a material impact on our consolidated financial statements.
In March 2020, the FASB issued ASU 2020-04 "Reference Rate Reform ("ASC 848"): Facilitation of the Effects of Reference Rate Reform on Financial Reporting", which contains optional expedients and exceptions for applying GAAP to contracts, hedging relationships, and other transactions that reference LIBOR or another reference rate expected to be discontinued due to reference rate reform. We adopted the standard on October 1, 2020. We elected to amend our hedge documentation, without dedesignating and redesignating, for all outstanding cash flow hedges by applying two practical expedients. We elected the expedient in ASC 848-50-25-2 to assert probability of the hedged interest payments regardless of any expected modification in terms related to reference rate reform. In addition, we elected to continue the method of assessing effectiveness as documented in the original hedge documentation and elected to apply the expedient in ASC 848-50-35-17, so that the reference rate on the hypothetical derivative matches the reference rate on the hedging instrument. The standard did not have a material impact on our consolidated financial statements.
Issued Accounting Standards to be Adopted
In May 2021, the FASB issued Accounting Standards Update No. 2021-04 "Earnings Per Share (Topic 260), Debt—Modifications and Extinguishments (Subtopic 470-50), Compensation—Stock Compensation (Topic 718), and Derivatives and Hedging—Contracts in Entity’s Own Equity (Subtopic 815-40)" (ASU 2021-04), which provides authoritative guidance for the accounting forprospective treatment of modifications or exchanges of freestanding equity-classified written call options (for example, warrants) that remain equity classified after modification or exchange.are not in the scope of another Topic. The standard is effective for us in fiscal year 2023. There were no such transactions in the year of adoption; therefore, ASU 2021-04 had no effect on July 1,our consolidated financial statements.

In August 2020, the FASB issued Accounting Standards Update No. 2020-06 "Debt—Debt with Conversion and Other Options (Subtopic 470-20) and Derivatives and Hedging - Contracts in an Entity's Own Equity (Subtopic 815-40)" (ASU 2020-06), which provides authoritative guidance for the accounting treatment of contracts in an entity's own equity when calculating earnings per share. We adopted this standard in fiscal year 2023 and it had no impact on our consolidated financial statements as our free-standing warrants are equity classified.

The FASB issued Accounting Standards Updates related to reference rate reform that include No. 2020-04 "Reference Rate Reform (Topic 848): Facilitation of the Effects of Reference Rate Reform on Financial Reporting" (ASU 2020-04), No. 2021-01 "Reference Rate Reform (Topic 848): Scope", and No. 2022-06 "Reference Rate Reform (Topic 848): Deferral of the Sunset Date of Topic 848 (ASU 2022-06). If certain criteria are met, ASU 848 provides optional expedients and exceptions for applying U.S. GAAP on contract modifications, hedge accounting, and other transactions which reference LIBOR or another rate expected to be discontinued because of reference rate reform. We have elected the optional expedients for certain existing and new interest rate swaps that are designated as cash flow hedges, for which we have modified the critical terms and there is a variable rate mismatch between the hedging instrument and hedged item. The adoption of these standards did not have a material impact on our consolidated financial statements.

Issued Accounting Standards to be Adopted

In September 2022, the FASB issued Accounting Standards Update No. 2022-04, "Liabilities - Supplier Finance Programs (Subtopic 405-50): Disclosure of Supplier Finance Program Obligations". This guidance requires annual and earlyinterim disclosures for entities that use supplier finance programs in connection with the purchase of goods and services. All interim period disclosure requirements will be effective starting with the quarter ending September 30, 2023, followed by annual requirements that include the rollforward of program activity, which will be effective for our fiscal year ending June 30, 2025. As the standard updates disclosure information only, we do not expect its adoption is permitted. We are assessing theto have a material impact on our consolidated financial statements.

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3. Fair Value Measurements
We use a three-level valuation hierarchy for measuring fair value and include detailed financial statement disclosures about fair value measurements. The valuation hierarchy is based upon the transparency of inputs to the valuation of an asset or liability as of the measurement date. The three levels are defined as follows:
Level 1: Inputs to the valuation methodology are quoted prices (unadjusted) for identical assets or liabilities in active markets.
Level 2: Inputs to the valuation methodology include quoted prices for similar assets and liabilities in active markets, quoted prices for identical or similar assets in markets that are not active and inputs that are observable for the asset or liability, either directly or indirectly, for substantially the full term of the financial instrument.
Level 3: Inputs to the valuation methodology are unobservable and significant to the fair value measurement.
A financial instrument’s categorization within the valuation hierarchy is based upon the lowest level of input that is significant to the fair value measurement. The following tables summarize our assets and liabilities that are measured at fair value on a recurring basis and are categorized using the fair value hierarchy:
 June 30, 2023
TotalQuoted Prices in
Active
Markets for
Identical Assets
(Level 1)
Significant Other
Observable Inputs
(Level 2)
Significant
Unobservable
Inputs
(Level 3)
Assets
Interest rate swap contracts$19,218 $— $19,218 $— 
Currency forward contracts2,301 — 2,301 — 
Currency option contracts990 — 990 — 
Total assets recorded at fair value$22,509 $— $22,509 $— 
Liabilities
Cross-currency swap contracts$(1,777)$— $(1,777)$— 
Currency forward contracts(4,485)— (4,485)— 
Currency option contracts(3,055)— (3,055)— 
Total liabilities recorded at fair value$(9,317)$— $(9,317)$— 
June 30, 2021 June 30, 2022
TotalQuoted Prices in
Active
Markets for
Identical Assets
(Level 1)
Significant Other
Observable Inputs
(Level 2)
Significant
Unobservable
Inputs
(Level 3)
TotalQuoted Prices in
Active
Markets for
Identical Assets
(Level 1)
Significant Other
Observable Inputs
(Level 2)
Significant
Unobservable
Inputs
(Level 3)
AssetsAssetsAssets
Interest rate swap contractsInterest rate swap contracts$14,336 $— $14,336 $— 
Currency forward contractsCurrency forward contracts$1,679 $— $1,679 $— Currency forward contracts20,638 — 20,638 — 
Currency option contractsCurrency option contracts10,611 — 10,611 — 
Total assets recorded at fair valueTotal assets recorded at fair value$1,679 $— $1,679 $— Total assets recorded at fair value$45,585 $— $45,585 $— 
LiabilitiesLiabilitiesLiabilities
Interest rate swap contracts$(25,193)$— $(25,193)$— 
Cross-currency swap contractsCross-currency swap contracts(9,914)— (9,914)— Cross-currency swap contracts$(446)$— $(446)$— 
Currency forward contractsCurrency forward contracts(19,651)— (19,651)— Currency forward contracts(505)— (505)— 
Currency option contractsCurrency option contracts(3,080)— (3,080)— Currency option contracts(9)— (9)— 
Total liabilities recorded at fair valueTotal liabilities recorded at fair value$(57,838)$— $(57,838)$— Total liabilities recorded at fair value$(960)$— $(960)$— 

 June 30, 2020
TotalQuoted Prices in
Active
Markets for
Identical Assets
(Level 1)
Significant Other
Observable Inputs
(Level 2)
Significant
Unobservable
Inputs
(Level 3)
Assets
Interest rate swap contracts$4,462 $— $4,462 $— 
Currency forward contracts7,949 — 7,949 — 
Currency option contracts1,429 — 1,429 — 
Total assets recorded at fair value$13,840 $— $13,840 $— 
Liabilities
Interest rate swap contracts$(39,520)$— $(39,520)$— 
Cross-currency swap contracts(4,746)— (4,746)— 
Currency forward contracts(8,519)— (8,519)— 
Currency option contracts(38)— (38)— 
Total liabilities recorded at fair value$(52,823)$— $(52,823)$— 
During the years ended June 30, 20212023 and 2020,2022, there were no significant transfers in or out of Level 1, Level 2, and Level 3 classifications.
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The valuations of the derivatives intended to mitigate our interest rate and currency risk are determined using widely accepted valuation techniques, including discounted cash flow analysis on the expected cash flows of each instrument. This analysis utilizes observable market-based inputs, including interest rate curves, interest rate volatility, or spot and forward exchange rates, and reflects the contractual terms of these instruments, including the period to maturity. We incorporate credit valuation adjustments to appropriately reflect both our own nonperformance risk and the respective counterparties' nonperformance risk in the fair value measurements. In adjusting the fair value of our derivative contracts for the effect of nonperformance risk, we have considered the impact of netting and any applicable credit enhancements.
Although we have determined that the majority of the inputs used to value our derivatives fall within Level 2 of the fair value hierarchy, the credit valuation adjustments associated with our derivatives utilize Level 3 inputs, such as estimates of current credit spreads, to appropriately reflect both our own nonperformance risk and the respective counterparties' nonperformance risk in the fair value measurement. However, as of June 30, 2021,2023, we have assessed the significance of the impact of the credit valuation adjustments on the overall valuation of our derivative positions and have determined that the credit valuation adjustments are not significant to the overall valuation of our derivatives. As a result, we have determined that our derivative valuations in their entirety are classified in Level 2 in the fair value hierarchy.

As of June 30, 20212023 and June 30, 2020,2022, the carrying amounts of our cash and cash equivalents, accounts receivable, accounts payable, and other current liabilities approximated their estimated fair values. As of June 30, 20212023 and June 30, 2020,2022, the carrying value of our debt, excluding debt issuance costs and debt premiums and discounts, was $1,764,8561,653,989 and $1,482,177,$1,705,365, respectively, and the fair value was $1,767,209$1,604,190 and $1,450,719,$1,600,627, respectively. Our debt at June 30, 20212023 includes variable-rate debt instruments indexed to LIBOR and Euribor that resets periodically, as well as fixed-rate debt instruments. The estimated fair value of our debt was determined using available market information based on recent trades or activity of debt instruments with substantially similar risks, terms and maturities, which fall within Level 2 under the fair value hierarchy.

As of June 30, 20212023 and 2022, our held-to-maturity marketable securities arewere held at an amortized cost of $202,961 $43,037and $49,952,respectively,while the fair value was $202,786, $42,667and we did not hold any such securities as of June 30, 2020.$49,406, respectively. The securities arewere valued using quoted prices for identical assets in active markets, which fall into Level 1 under the fair value hierarchy.

The estimated fair value of assets and liabilities disclosed above may not be representative of actual values that could have been or will be realized in the future.
4. Derivative Financial Instruments
We use derivative financial instruments, such as interest rate swap contracts, cross-currency swap contracts, and currency forward and option contracts, to manage interest rate and foreign currency exposures. Derivatives are recorded in the consolidated balance sheets at fair value. If thea derivative is designated as a cash flow hedge or net investment hedge, then the change in the fair value of the derivative is recorded in accumulated other comprehensive loss and subsequently reclassified into earnings in the period the hedged forecasted transaction affects earnings. We have designated one intercompany loan as a net investment hedge, and any unrealized currency gains and losses on the loan are recorded in accumulated other comprehensive loss. Additionally, any ineffectiveness associated with an effective and designated hedge is recognized within accumulated other comprehensive loss.
The change in the fair value of derivatives not designated as hedges is recognized directly in earnings as a component of other (expense) income (expense), net.
Hedges of Interest Rate Risk
We enter into interest rate swap contracts to manage variability in the amount of our known or expected cash payments related to a portion of our debt. Our objective in using interest rate swaps is to add stability to interest expense and to manage our exposure to interest rate movements. We designate our interest rate swaps as cash flow hedges. Interest rate swaps designated as cash flow hedges involve the receipt of variable amounts from a counterparty in exchange for us making fixed-rate payments over the life of the contract agreements without exchange of the underlying notional amount. Realized gains or losses from interest rate swaps are recorded in earnings as a component of interest expense, net. Amounts reported in accumulated other comprehensive loss
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Amounts reported in accumulated other comprehensive loss related to interest rate swap contracts will be reclassified to interest expense, net as interest payments are accrued or made on our variable-rate debt.
As of June 30, 2021,2023, we estimate that $10,942$7,279 of income will be reclassified from accumulated other comprehensive loss to interest expense, net during the twelve months ending June 30, 2022.2024. As of June 30, 2021,2023, we had 14eleven effective outstanding interest rate swap contracts with aggregate notional amounts of $475,000, $140,000, and $60,000 that were indexed to USD LIBOR, threeof which are not highly effectiveTerm SOFR, and are therefore not designatedDaily SOFR, respectively. The transition relief guidance from ASC 848 was applied to designate the SOFR swap contracts for hedge accounting. These hedgesaccounting despite the benchmark rate mismatch. After USD LIBOR sunsets on June 30, 2023, all contracts indexed to USD LIBOR will convert to either Term or Daily SOFR with effective dates in July 2023.
Our interest rate swap contracts have varying start dates and maturity dates through April 2028.
Interest rate swap contracts outstanding:Notional Amounts
Contracts accruing interest as of June 30, 20212023 (1)$500,000245,000 
Contracts with a future start date330,000430,000 
Total$830,000675,000 
________________________
(1) Based on contracts outstanding as of June 30, 2023, the notional value of our contracted interest rate swaps accruing interest will fluctuate between $215,000 and $380,000 through April 2028 based on layered start dates and maturities.
Hedges of Currency Risk
Cross-Currency Swap Contracts
From time to time, weWe execute cross-currency swap contracts designated as cash flow hedges or net investment hedges. Cross-currency swaps involve an initial receipt of the notional amount in the hedgehedged currency in exchange for our reporting currency based on a contracted exchange rate. Subsequently, we receive fixed rate payments in our reporting currency in exchange for fixed rate payments in the hedged currency over the life of the contract. At maturity, the final exchange involves the receipt of our reporting currency in exchange for the notional amount in the hedged currency.
Cross-currency swap contracts designated as cash flow hedges are executed to mitigate our currency exposure to the interest receipts as well as the principal remeasurement and repayment associated with certain intercompany loans denominated in a currency other than our reporting currency, the U.S. dollar. As of June 30, 2021,2023, we had 2one outstanding cross-currency swap contractscontract designated as a cash flow hedgeshedge with a total notional amount of $120,874, both$58,478, maturing during June 2024. We entered into the two cross-currency swap contractscontract to hedge the risk of changes in one Euro-denominated intercompany loan entered into with one of our consolidated subsidiaries that has the Euro as its functional currency.
Amounts reported in accumulated other comprehensive loss will be reclassified to other income (expense) income,, net as interest payments are accrued or paid, and upon remeasuring the intercompany loan. As of June 30, 2021,2023, we estimate that $2,488839 of income will be reclassified from accumulated other comprehensive loss to interest expense, net during the twelve months ending June 30, 2022.2024.
Other Currency ContractsHedges
We execute currency forward and option contracts in order to mitigate our exposure to fluctuations in various currencies against our reporting currency, the U.S. dollar.
As of June 30, 2021, we had 4 currency forward These contracts or intercompany loans may be designated as net investment hedges with a total notional amount of $118,203, maturing during various dates through April 2023. We entered into these contracts to hedgemitigate the risk of changes in the U.S. dollar equivalent value of a portion of our net investment in two consolidated subsidiaries that have the Euro as their functional currency. Amounts reported in accumulated other comprehensive loss are recognized as a component of our cumulative translation adjustment.
As of June 30, 2023, we have one intercompany loan designated as a net investment hedge with a total notional amount of $319,513 that matures in May 2028.
We have elected to not apply hedge accounting for all other currency forward and option contracts. During the years ended June 30, 2023, 2022, and 2021, 2020 and 2019, we have experienced volatility within other income (expense) income,, net, in our consolidated statements of operations from unrealized gains and losses on the mark-to-market of outstanding
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currency forward and option contracts. We expect this volatility to continue in future periods for contracts for which we do not apply hedge accounting. Additionally, since our hedging objectives may be targeted at non-GAAP financial metrics that exclude non-cash items such as depreciation and amortization, we may experience increased, not decreased, volatility in our GAAP results as a result of our currency hedging program.

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In most cases, we enter into these currency derivative contracts, which do not apply hedge accounting, in order to address the risk for certain currencies where we have a net exposure to adjusted EBITDA, a non-GAAP financial metric. Adjusted EBITDA exposures are our focus for the majority of our mark-to-market currency forward and option contracts because a similar metric is referenced within the debt covenants of our amended and restated senior secured credit agreement (refer to Note 10 for additional information about this agreement). Our most significant net currency exposures by volume are the Euro and the British Pound (GBP). Our adjusted EBITDA hedging approach results in addressing nearly all of our forecasted Euro and GBP net exposures for the upcoming twelve months, with a declining hedged percentage out to twenty-four months. For certain other currencies with a smaller net impact, we hedge nearly all of our forecasted net exposures for the upcoming six months, with a declining hedge percentage out to fifteen months.
As of June 30, 2021,2023, we had the following outstanding currency derivative contracts that were not designated for hedge accounting and were primarily used to hedge fluctuations in the U.S. dollar value of forecasted transactions or balances denominated in Australian Dollar, British Pound,GBP, Canadian Dollar, Czech Koruna, Danish Krone, Euro, Indian Rupee, Japanese Yen, Mexican Peso, New Zealand Dollar, Norwegian Krone, Philippine Peso, Swiss Franc and Swedish Krona:
Notional AmountNotional AmountEffective DateMaturity DateNumber of InstrumentsIndexNotional AmountEffective DateMaturity DateNumber of InstrumentsIndex
$499,084September 2019 through June 2021Various dates through October 2024596Various
$658,341$658,341September 2021 through June 2023Various dates through June 2025588Various

Financial Instrument Presentation
The table below presents the fair value of our derivative financial instruments as well as their classification on the balance sheet as of June 30, 20212023 and June 30, 2020.2022. Our derivative asset and liability balances will fluctuate with interest rate and currency exchange rate volatility.
June 30, 2021
Asset DerivativesLiability Derivatives
Balance Sheet line itemGross amounts of recognized assetsGross amount offset in Consolidated Balance SheetNet amountBalance Sheet line itemGross amounts of recognized liabilitiesGross amount offset in Consolidated Balance SheetNet amount
Derivatives designated as hedging instruments
Derivatives in cash flow hedging relationships
Interest rate swapsOther current assets / other assets$$$Other current liabilities / other liabilities$(23,527)$176 $(23,351)
Cross-currency swapsOther assets— Other liabilities(9,914)(9,914)
Derivatives in net investment hedging relationships
Currency forward contractsOther assetsOther current liabilities / other liabilities(11,379)(11,379)
Total derivatives designated as hedging instruments$$$$(44,820)$176 $(44,644)
Derivatives not designated as hedging instruments
Interest rate swapsOther assets$— $— $— Other liabilities$(1,842)$$(1,842)
Currency forward contractsOther current assets / other assets1,796 (117)1,679 Other current liabilities / other liabilities(11,510)3,238 (8,272)
Currency option contractsOther current assets / other assetsOther current liabilities / other liabilities(3,315)235 (3,080)
Total derivatives not designated as hedging instruments$1,796 $(117)$1,679 $(16,667)$3,473 $(13,194)
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June 30, 2020June 30, 2023
Asset DerivativesLiability DerivativesAsset DerivativesLiability Derivatives
Balance Sheet line itemGross amounts of recognized assetsGross amount offset in Consolidated Balance SheetNet amountBalance Sheet line itemGross amounts of recognized liabilitiesGross amount offset in Consolidated Balance SheetNet amountBalance Sheet line itemGross amounts of recognized assetsGross amount offset in Consolidated Balance SheetNet amountBalance Sheet line itemGross amounts of recognized liabilitiesGross amount offset in Consolidated Balance SheetNet amount
Derivatives designated as hedging instrumentsDerivatives designated as hedging instrumentsDerivatives designated as hedging instruments
Derivatives in cash flow hedging relationshipsDerivatives in cash flow hedging relationshipsDerivatives in cash flow hedging relationships
Interest rate swapsInterest rate swapsOther current assets / other assets$$$Other liabilities$(31,161)$$(31,161)Interest rate swapsOther assets$19,341 $(123)$19,218  Other liabilities$— $— $— 
Cross-currency swapsCross-currency swapsOther assets4,462 4,462 Other liabilities(4,746)(4,746)Cross-currency swapsOther assets— — —  Other current liabilities(1,777)— (1,777)
Derivatives in net investment hedging relationships
Currency forward contractsOther assets— — — Other current liabilities / other liabilities(6,829)(6,829)
Total derivatives designated as hedging instrumentsTotal derivatives designated as hedging instruments$4,462 $$4,462 $(42,736)$$(42,736)Total derivatives designated as hedging instruments$19,341 $(123)$19,218 $(1,777)$— $(1,777)
Derivatives not designated as hedging instrumentsDerivatives not designated as hedging instrumentsDerivatives not designated as hedging instruments
Interest rate swapsOther assets$— $— $— Other liabilities$(8,359)$$(8,359)
Currency forward contractsCurrency forward contractsOther current assets / other assets9,702 (1,753)7,949 Other current liabilities / other liabilities(2,136)446 (1,690)Currency forward contractsOther current assets / other assets$2,873 $(572)$2,301 Other current liabilities / other liabilities$(6,074)$1,589 $(4,485)
Currency option contractsCurrency option contractsOther current assets / other assets1,699 (270)1,429 Other current liabilities / other liabilities(38)(38)Currency option contractsOther current assets / other assets990 — 990 Other current liabilities / other liabilities(3,055)— (3,055)
Total derivatives not designated as hedging instrumentsTotal derivatives not designated as hedging instruments$11,401 $(2,023)$9,378 $(10,533)$446 $(10,087)Total derivatives not designated as hedging instruments$3,863 $(572)$3,291 $(9,129)$1,589 $(7,540)

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June 30, 2022
Asset DerivativesLiability Derivatives
Balance Sheet line itemGross amounts of recognized assetsGross amount offset in Consolidated Balance SheetNet amountBalance Sheet line itemGross amounts of recognized liabilitiesGross amount offset in Consolidated Balance SheetNet amount
Derivatives designated as hedging instruments
Derivatives in cash flow hedging relationships
Interest rate swapsOther current assets / other assets$14,336 $— $14,336 Other current liabilities / other liabilities$— $— $— 
Cross-currency swapsOther assets— — — Other liabilities(446)— $(446)
Total derivatives designated as hedging instruments$14,336 $— $14,336 $(446)$— $(446)
Derivatives not designated as hedging instruments
Currency forward contractsOther current assets / other assets$24,440 $(3,802)$20,638 Other current liabilities / other liabilities$(505)$— $(505)
Currency option contractsOther current assets / other assets10,612 (1)10,611 Other current liabilities / other liabilities(9)— (9)
Total derivatives not designated as hedging instruments$35,052 $(3,803)$31,249 $(514)$— $(514)
The following table presents the effect of our derivative financial instruments designated as hedging instruments and their classification within comprehensive (loss) incomeloss, net of tax, for the years ended June 30, 2021, 20202023, 2022, and 2019:2021:
Amount of Net Gain (Loss) on Derivatives Recognized in Comprehensive Income
Year Ended June 30,
202120202019
Derivatives in cash flow hedging relationships
Interest rate swaps$3,340 $(28,259)$(20,400)
Cross-currency swaps6,996 3,689 (3,009)
Derivatives in net investment hedging relationships
Cross-currency swaps6,557 
Currency forward contracts(19,052)21,240 14,726 
Total$(8,716)$(3,330)$(2,126)




Year Ended June 30,
202320222021
Derivatives in cash flow hedging relationships
Interest rate swaps$11,151 $25,511 $3,340 
Cross-currency swaps(1,160)(22,698)6,996 
Derivatives in net investment hedging relationships
Intercompany loan(8,384)49,225 7,518 
Currency forward contracts— 13,622 (19,052)
Total$1,607 $65,660 $(1,198)
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The following table presents reclassifications out of accumulated other comprehensive loss for the years ended June 30, 2021, 20202023, 2022 and 2019:2021:
Amount of Net Gain (Loss) Reclassified from Accumulated Other Comprehensive Income (Loss) into IncomeAffected line item in the
Statement of Operations
Amount of Net Gain (Loss) Reclassified from Accumulated Other Comprehensive Loss into IncomeAffected line item in the
Statement of Operations
Year Ended June 30,Year Ended June 30,
202120202019202320222021
Derivatives in cash flow hedging relationshipsDerivatives in cash flow hedging relationshipsDerivatives in cash flow hedging relationships
Interest rate swapsInterest rate swaps$6,967 $3,041 $144 Interest expense, netInterest rate swaps$(4,851)$9,998 $6,967 Interest expense, net
Cross-currency swapsCross-currency swaps(10,950)4,583 5,098 Other (expense) income, netCross-currency swaps903 18,286 (10,950)Other income (expense), net
Total before income taxTotal before income tax(3,983)7,624 5,242 (Loss) income before income taxesTotal before income tax(3,948)28,284 (3,983)(Loss) income before income taxes
Income taxIncome tax(106)(1,850)(1,310)Income tax expense (benefit)Income tax1,075 (2,087)(106)Income tax expense
TotalTotal$(4,089)$5,774 $3,932 Total$(2,873)$26,197 $(4,089)

The following table presents the adjustment to fair value recorded within the consolidated statements of operations for the years ended June 30, 2021, 20202023, 2022, and 20192021 for derivative instruments for which we did not elect hedge accounting and de-designated derivative financial instruments that no longerdid not qualify as hedging instruments.
Amount of Gain (Loss) Recognized in Net (Loss) IncomeAffected line item in the
Statement of Operations
Amount of Gain (Loss) Recognized in Net LossAffected line item in the
Statement of Operations
Year Ended June 30,Year Ended June 30,
202120202019202320222021
Currency contractsCurrency contracts$(24,235)$20,882 $24,215 Other (expense) income, netCurrency contracts$3,311 $51,784 $(24,235)Other income (expense), net
Interest rate swapsInterest rate swaps3,507 (318)(721)Other (expense) income, netInterest rate swaps— 6,364 3,507 Other income (expense), net
TotalTotal$(20,728)$20,564 $23,494 Total$3,311 $58,148 $(20,728)
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5. Accumulated Other Comprehensive Income (Loss)Loss
The following table presents a roll forward of amounts recognized in accumulated other comprehensive income (loss)loss by component, net of tax of $764, $1,709,4,013, $16,722, and $5,901$764 for the years ended June 30, 2021, 20202023, 2022, and 2019, respectively2021:
Gains (losses) on cash flow hedges (1)Losses on pension benefit obligationTranslation adjustments, net of hedges (2)Total
Balance as of June 30, 2018$8,195 $$(78,009)$(69,814)
Other comprehensive (loss) income before reclassifications(23,409)(204)9,638 (13,975)
Amounts reclassified from accumulated other comprehensive loss to net income3,932 — — 3,932 
Net current period other comprehensive (loss) income(19,477)(204)9,638 (10,043)
Balance as of June 30, 2019(11,282)(204)(68,371)(79,857)
Other comprehensive (loss) income before reclassifications(24,570)(1,195)11,172 (14,593)
Amounts reclassified from accumulated other comprehensive loss to net income5,774 — — 5,774 
Net current period other comprehensive (loss) income(18,796)(1,195)11,172 (8,819)
Balance as of June 30, 2020(30,078)(1,399)(57,199)(88,676)
Other comprehensive income (loss) before reclassifications10,336 (336)3,765 13,765 
Amounts reclassified from accumulated other comprehensive loss to net (loss) income(4,089)— — (4,089)
Net current period other comprehensive income (loss)6,247 (336)3,765 9,676 
Balance as of June 30, 2021$(23,831)$(1,735)$(53,434)$(79,000)
(Losses) gains on cash flow hedges (1)(Losses) gains on pension benefit obligationTranslation adjustments, net of hedges (2)Total
Balance as of June 30, 2020$(30,078)$(1,399)$(57,199)$(88,676)
Other comprehensive income (loss) before reclassifications10,336 (336)11,283 21,283 
Amounts reclassified from accumulated other comprehensive loss to net loss(4,089)— — (4,089)
Net current period other comprehensive income (loss)6,247 (336)11,283 17,194 
Balance as of June 30, 2021(23,831)(1,735)(45,916)(71,482)
Other comprehensive income (loss) before reclassifications2,813 1,649 (6,305)(1,843)
Amounts reclassified from accumulated other comprehensive loss to net loss26,197 — — 26,197 
Net current period other comprehensive income (loss)29,010 1,649 (6,305)24,354 
Balance as of June 30, 20225,179 (86)(52,221)(47,128)
Other comprehensive income (loss) before reclassifications9,991 (106)5,220 15,105 
Amounts reclassified from accumulated other comprehensive loss to net loss(2,873)(164)— (3,037)
Net current period other comprehensive income (loss)7,118 (270)5,220 12,068 
Balance as of June 30, 2023$12,297 $(356)$(47,001)$(35,060)
________________________
(1) Gains (losses)(Losses) gains on cash flow hedges include our interest rate swap and cross-currency swap contracts designated in cash flow hedging relationships.
(2) As of June 30, 20212023 and June 30, 2020,2022, the translation adjustment is inclusive of theboth realized and unrealized effects of our net investment hedges,hedges. Gains on currency forward and swap contracts, net of which, unrealizedtax, of $15,079 have been included in accumulated other comprehensive loss as of June 30, 2023 and 2022. Intercompany loan hedge gains of $1,457$44,229 and $20,509, respectively,$56,743, net of tax, have been included in accumulated other comprehensive loss.
loss as of June 30, 2023 and 2022, respectively.

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6. Property, Plant, and Equipment, Net
    Property, plant, and equipment, net consists of the following:
  June 30,
 Estimated useful lives20212020
Land improvements10 years$5,053 $4,975 
Building and building improvements (1)10 - 30 years191,653 186,873 
Machinery and production equipment4 - 10 years380,013 362,341 
Machinery and production equipment under finance lease4 - 10 years73,321 64,337 
Computer software and equipment3 - 5 years119,742 160,728 
Furniture, fixtures and office equipment5 - 7 years38,357 47,823 
Leasehold improvementsShorter of lease term or expected life of the asset64,060 73,072 
Construction in progress 7,242 10,752 
 879,441 910,901 
Less accumulated depreciation, inclusive of assets under finance lease (583,752)(604,061)
  295,689 306,840 
Land 32,990 31,819 
Property, plant, and equipment, net $328,679 $338,659 
_________________
(1) Building and building improvements assets as of June 30, 2021, increased by $15,860 as compared to the prior year due to the change in classification of one of our leased facilities from an operating lease to a finance lease due to our intention to exercise the existing purchase option. Refer to Note 16 for further details. This increase was offset by our building and building improvements depreciation expense recorded during the year.
  June 30,
 Estimated useful lives20232022
Land improvements10 years$4,903 $4,899 
Building and building improvements10 - 30 years175,393 180,295 
Machinery and production equipment4 - 10 years389,523 366,647 
Machinery and production equipment under finance lease4 - 10 years67,131 57,669 
Computer software and equipment3 - 5 years95,586 105,778 
Furniture, fixtures and office equipment5 - 7 years36,046 35,681 
Leasehold improvementsShorter of lease term or expected life of the asset52,092 52,671 
Construction in progress 14,988 13,117 
 835,662 816,757 
Less accumulated depreciation, inclusive of assets under finance lease (573,281)(557,981)
  262,381 258,776 
Land 25,193 28,050 
Property, plant, and equipment, net $287,574 $286,826 

    Depreciation expense, inclusive of assets under finance leases, totaled $71,057$59,841, $74,66567,513, and $84,558$71,057 for the years ended June 30, 2023, 2022, and 2021, 2020,respectively.
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7. Business Combinations

Fiscal Year 2023 Acquisitions

On December 12, 2022, we completed an investment in a European company that is intended to support certain strategic initiatives within our PrintBrothers reportable segment. After giving effect to this investment, we have acquired approximately 58% of the company's shares for total cash consideration of $498. The purchase consideration also includes the effective settlement of the company's existing liabilities to a Cimpress business. We recognized the assets, liabilities, and 2019, respectively.noncontrolling interest on the basis of their fair values at the date of the acquisition, resulting in goodwill of $4,724, which is not deductible for tax purposes. The net assets recognized upon acquisition, as well as the revenue and earnings included in our consolidated financial statements for the year ended June 30, 2023, are not material. We utilized our available cash to fund the acquisition.

Fiscal Year 2022 Acquisitions

Acquisition of Depositphotos Inc.

On October 1, 2021, we acquired Depositphotos Inc. and its subsidiaries ("Depositphotos"), a global creative platform for digital design. We acquired all outstanding shares of the company for a purchase price of $84,900, which included a post-closing adjustment based on acquired cash, debt, and working capital as of the closing date. We paid $76,119 in cash at closing, and the remaining purchase consideration, including the post-closing adjustment but net of any indemnifiable losses recoverable against the deferred amount. The deferred payments were made in two installment, including the payment of $609 during fiscal year 2022 and a final deferred payment of $6,875 that was made during fiscal year 2023.

Depositphotos is managed within our Vista business and includes VistaCreate (formerly Crello), a rapidly growing leader in do-it-yourself (DIY) digital design, and the separately branded Depositphotos business, a platform for creators that includes images, videos, and music that are developed by a large group of content contributors. We expect synergies to provide significant benefits to our Vista business as this represents another integral step toward providing a compelling, full-spectrum design offering to our customers, and also provides another vehicle for the acquisition of new customers, to whom we plan to cross-sell our other products and services.

The table below details the consideration transferred to acquire Depositphotos:

Cash consideration (paid at closing)$76,119 
Deferred payment8,781 
Total purchase price$84,900 

We recognized the assets and liabilities on the basis of their fair values at the date of the acquisition with any excess of the purchase price paid over the fair value of the net assets recorded as goodwill, which is primarily attributable to the synergies that we expect to achieve through the acquisition. The goodwill balance has been attributed to the Vista reporting unit and none of the goodwill balance is deductible for tax purposes. Additionally, we identified and valued Depositphotos intangible assets, which include its trade name, customer relationships,
owned content, and developed technology.
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The fair value of the assets acquired and liabilities assumed was:
AmountWeighted Average Useful Life in Years
Tangible assets acquired and liabilities assumed:
Cash and cash equivalents$7,173 n/a
Accounts receivable, net329 n/a
Prepaid expenses and other current assets448 n/a
Property, plant and equipment, net611 n/a
Operating lease assets, net383 n/a
Other assets324 n/a
Accounts payable(843)n/a
Accrued expenses(5,009)n/a
Deferred revenue(10,999)n/a
Operating lease liabilities, current(152)n/a
Deferred tax liabilities(4,402)n/a
Operating lease liabilities, non-current(231)n/a
Identifiable intangible assets:
Customer relationships11,600 4 years
Trade name2,500 10 years
Developed technology2,300 2 years
Owned content7,700 10 years
Goodwill73,168 n/a
Total purchase price$84,900 n/a

Depositphotos has been included in our consolidated financial statements starting on its acquisition date. The revenue and earnings of Depositphotos included in our consolidated financial statements for the year ended June 30, 2022 are not material, and therefore no proforma financial information is presented. We used our cash on hand to fund the acquisition. In connection with the acquisition, we incurred $887in general and administrative expenses, as part of our central and corporate costs during the year ended June 30, 2022, primarily related to legal, financial, and other professional services.

Other Acquisition
7. Business Combinations
On January 21, 2022, we completed an investment in a European company that is intended to support certain strategic initiatives within our PrintBrothers reportable segment. After giving effect to this investment, we have acquired approximately 75% of the company's shares for total cash and noncash consideration of $11,218. We recognized the assets, liabilities and noncontrolling interest on the basis of their fair values at the date of the acquisition, resulting in goodwill of $10,484, which is not deductible for tax purposes. The net assets recognized largely consist of the cash and deferred tax liability balances acquired. The revenue and earnings included in our consolidated financial statements for the year ended June 30, 2022 are not material. We utilized our available cash balance to finance the acquisition.
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Fiscal Year 2021 Acquisitions

Acquisition of 99designs, Inc.

On October 1, 2020, we acquired 99designs, Inc. and its subsidiaries ("99designs"), a global creative platform for graphic design. We acquired all outstanding shares of the company for a purchase price of $90,000, subject to a post-closing adjustment based on acquired cash, debt, and working capital as of the closing date. We paid $45,000 in cash at closing and will paypaid the remaining purchase consideration, including the post-closing adjustment, on February 15, 2022. The acquisition is managed within our VistaprintVista business and provides a global platform that connects designers and clients, making it easier for small businesses to access both professional design services and marketing products in one place. We expect the synergies achieved through integration with the 99designs designer network to provide significant benefits to our VistaprintVista business.

The table below details the consideration transferred to acquire 99designs:

Cash consideration (paid at closing)$45,000 
Fair value of deferred payment43,381 
Final post closing adjustment310 
Total purchase price$88,691 
    
We recognized the assets and liabilities on the basis of their fair values at the date of the acquisition with any excess of the purchase price paid over the fair value of the net assets recorded as goodwill, which is primarily attributable to the synergies that we expect to achieve through the acquisition. The goodwill balance has been attributed to the VistaprintVista reporting unit and a portion of such goodwill balance is deductible for tax purposes. Additionally, we identified and valued 99designs intangible assets, which include their trade name, designer network, and developed technology.
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The fair value of the assets acquired and liabilities assumed was:
AmountWeighted Average Useful Life in Years
Tangible assets acquired and liabilities assumed:
Cash and cash equivalents$8,603 n/a
Accounts receivable, net494 n/a
Prepaid expenses and other current assets787 n/a
Property, plant and equipment, net73 n/a
Other assets142 n/a
Accounts payable(220)n/a
Accrued expenses(6,299)n/a
Deferred revenue(5,806)n/a
Other liabilities(625)n/a
Identifiable intangible assets:
    Trade name1,550 2 years
    Developed technology13,400 3 years
    Designer network5,800 7 years
Goodwill70,792 n/a
Total purchase price$88,691 n/a

99designs has been included in our consolidated financial statements starting on its acquisition date. The revenue and earnings of 99designs included in our consolidated financial statements for the year ended June 30, 2021 are not material, and therefore no proforma financial information is presented. We used our now amended senior secured credit facility to finance the acquisition. In connection with the acquisition, we incurred $1,183 in general and administrative expenses during the year ended June 30, 2021, primarily related to legal, financial, and other professional services.


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Other Acquisition

On April 23, 2021 we completed a tuck-inan acquisition of a fast growing company with an attractive product capability as part of our BuildASign business, acquiring approximately 81% of the company's shares for the total consideration of $18,535. We recognized the assets, liabilities and noncontrolling interest on the basis of their fair values at the date of the acquisition, resulting in goodwill of $14,208, which is not deductible for tax purposes. This acquisition will beis presented within our All Other Businesses segment. The revenue and earnings included in our consolidated financial statements for the year ended June 30, 2021 are not material. We utilized proceeds from our now amended senior secured credit facility to finance the acquisition.




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8. Goodwill and Acquired IntangiblesIntangible Assets
The carrying amount of goodwill by reportable segment as of June 30, 20212023 and June 30, 20202022 was as follows:
VistaPrintBrothersThe Print GroupAll Other BusinessesTotal
Balance as of June 30, 2021$225,147 $137,307 $164,220 $200,305 $726,979 
Acquisitions (1)73,168 10,484 — — 83,652 
Adjustments(821)— — — (821)
Effect of currency translation adjustments (2)(5,996)(16,963)(20,251)— (43,210)
Balance as of June 30, 2022291,498 130,828 143,969 200,305 766,600 
Acquisitions (1)— 4,724 — — 4,724 
Impairment (3)— — — (5,609)(5,609)
Adjustments— — — 225 225 
Effect of currency translation adjustments (2)4,233 5,540 5,828 — 15,601 
Balance as of June 30, 2023$295,731 $141,092 $149,797 $194,921 $781,541 
VistaprintPrintBrothersThe Print GroupAll Other BusinessesTotal
Balance as of June 30, 2019$145,961 $124,089 $198,363 $216,033 $718,880 
Acquisitions (1)6,879 6,879 
Impairment (2)— — (40,391)(26,017)(100,842)
Adjustments (3)3,919 — — (3,919)
Effect of currency translation adjustments (4)966 (1,204)(2,775)(3,013)
Balance as of June 30, 2020$150,846 $129,764 $155,197 $186,097 $621,904 
Acquisitions (1)70,792 14,208 85,000 
Effect of currency translation adjustments (4)3,509 7,543 9,023 20,075 
Balance as of June 30, 2021$225,147 $137,307 $164,220 $200,305 $726,979 
_________________________________________
(1) In fiscal year 2023, we acquired a small business that is included in our PrintBrothers reportable segment, which included cash consideration of $498 and the recognition of goodwill of $4,724. The consideration for this purchase included the effective settlement of the company's existing liabilities to a Cimpress business.
In fiscal year 2022, we acquired Depositphotos Inc., which is included in our Vista reportable segment and recognized goodwill related to an immaterial acquisition within our PrintBrothers reportable segment. In fiscal year 2021, we acquired 99designs, which is included in our VistaprintVista reportable segment, and an immaterial acquisitiona small business included within our All Other Businesses reportable segment. In fiscal year 2020, we recognized goodwill related to an immaterial acquisition within our PrintBrothers reportable segment. Refer to Note 7 for additional information.details.
(2) During the third quarter of fiscal year 2020 we recognized an impairment of goodwill; please refer below for further detail.
(3) Due to changes in the composition of our reportable segments during the first quarter of fiscal year 2020, we reclassified the goodwill associated with our Vistaprint Corporate Solutions reporting unit from All Other Businesses to our Vistaprint reportable segment.
(4) Related to goodwill held by subsidiaries whose functional currency is not the U.S. dollar.

(3) During the fourth quarter of fiscal year 2023, we recorded an impairment charge of $5,609, related to one of our small reporting units acquired in fiscal year 2021 that is part of our All Other Businesses reportable segment. See below for additional details.
Impairment Review
Fiscal Year 2021 Annual Impairment TestReview
Our goodwill accounting policy establishes an annual goodwill impairment test date of May 31. As described below, weWe identified triggering events during the third quarter of fiscal year 2021 that required an interim period impairment analysis for three of our reporting units in response to disruptions associated with the prolonged impacts of the COVID-19 pandemic. For our annual impairment assessment, we performed a qualitative test for all nineten reporting units with goodwill which focused on comparing key performance indicators betweenindividually. We considered the pandemic-related financial models used in our quantitative test during the prior year assessment, to the actual performance through our annual test date. For the three reporting units that were tested based on the third quarter triggering event, we evaluated any new information since March 2021 and assessed if any facts and circumstances have changed since that assessment that would provide any indication of impairment, and noted no such indicators.
For eachtiming of our remaining six reporting units, we compared our current performance and projectionsmost recent fiscal year 2022 fair value assessments, associated headroom, actual operating results as compared to the prior year models. We assessed key financial metrics as comparedforecasts used to assess fair value, the prior year projections in addition to assessing any changes to long termcurrent long-term forecasts versus the prior year. Our goodwill analysis requires significant judgment, including the identification offor each reporting unitsunit, and the amount and timinggeneral economic environment of expected future cash flows. Whileeach reporting unit. After performing this qualitative assessment, we believe our assumptions are reasonable, actual results could differ from our projections. Lastly, we considered macroeconomic factors, as well as the headroom between our estimated fair value and carrying value from our prior year impairment analysis. Based on the analysis performed, we concludeddetermined that there was no indication of impairmentthe carrying values for anyseven of these reporting units.units exceeded their respective fair values.

Q3 Fiscal Year 2021 Triggering Event
During the third quarter of fiscal year 2021, we evaluated whether any triggering events exist acrossFor each of ourthe three remaining reporting units, to determine whether an impairment analysis is necessary. We identified triggering events for our Druck, Easyflyer and Exaprint reporting units, due in part to the reemergence of new pandemic-related lockdowns and restrictions in certain European countries which has resulted inwe performed a more prolonged reduction to cash flows when compared to the cash flows forecasted in our most recent impairment analysis that was performed during the third quarter of fiscal 2020.

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As required, prior to performing the quantitative goodwill impairment test we first evaluated the recoverability of long-lived assets as the change in expected long-term cash flows is indicative of a potential impairment. We performed the recoverability test using undiscounted cash flows for the asset groups of all three reporting units and concluded that no impairment of long-lived assets exists.

After performing the long-lived assets recoverability test, we performed a quantitative assessment of goodwill of the three reporting units and compared the carrying value to the estimated fair value. For each reporting unit, the estimated fair value of the reporting unit exceeded the relatedto carrying value and we concluded that no impairment exists.value. We used the income approach, specifically the discounted cash flow method, to derive the fair value. This approach calculates fair value by estimating the after-tax cash flows attributable to a reporting unit and then discounting the after-tax cash flows to a present value using a risk-adjusted discount rate. We selected this method as being the most meaningful in preparing our goodwill assessment as we believe the income approach most appropriately measures our income producingincome-producing assets. We considered using the market approach, but concluded it was not appropriate in valuing these particular reporting units given the lack of relevant market comparisons available.

The cash flow projections in the fair value analysis are considered Level 3 inputs, and consist of management's estimates of revenue growth rates and operating margins, taking into consideration historical results, as well as industry and market conditions. The discount rate used in the fair value analysis is based on a weighted average cost of capital.capital (“WACC”), which represents the average rate a business must pay its providers of debt and equity, plus a risk premium. As required, prior to performing the quantitative goodwill impairment test for the three reporting units mentioned above, we first evaluated the recoverability of long-lived assets and concluded that no impairment of long-lived assets existed.
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Although someThe quantitative tests were performed for Exaprint, which is part of The Print Group reportable segment, one small reporting unit that is part of our businesses are experiencing prolonged impacts fromThe Print Group reportable segment, as well as a small reporting unit that was acquired by our BuildASign business and included in the pandemicAll Other Businesses reportable segment. For the Exaprint reporting unit and the small reporting unit that we expect will have a negative impact on near-term cash flows, we believe that these negative impacts are temporary. We did not identify triggering events for the reporting units that are performing better than previously estimated or maintained significant headroom in our most recent analysis.

Fiscal Year 2020

During the third quarteris part of fiscal year 2020, nearly all of our businesses had experienced significant declines in revenue during the month of March, due to the disruptions associated with the COVID-19 pandemic. As a result,The Print Group reportable segment, we concluded that a triggering event existed for all ten reporting units with goodwill, which required us to perform an impairment test in the current quarter. We estimated the near-term financial impacts of this economic disruption and utilized different scenarios that evaluate outcomes that would indicate more or less severe demand declines, as well as different time horizons for the post-pandemic recovery period.

For seven of our reporting units, a significant level ofsubstantial headroom existed between the estimated fair value and carrying value ofexisted and that no goodwill impairment was identified. For the reporting units at our May 31, 2019 test date, and significant headroom remained after considering the deterioration in cash flow due to COVID-19 or theone remaining reporting unit, was recently acquired, resulting in no indication of impairment. For three of our reporting units, we identified triggering events that extend beyond the near-term impacts of the pandemic, which include reductions to the long-term profitability outlooks for our Exaprint, National Pen and VIDA reporting units. Asis a result of the considerations noted, we concluded it was more likely than not that the fair value of each of these three reporting units are below each of their respective carrying amount.

Our goodwill impairment test resulted in impairment charges to our Exaprintsmall reporting unit included within The Print Group reportable segment, the National Pen reporting unit, and our VIDA reporting unit, included withinin our All Other BusinessBusinesses reportable segment. Based on thesegment, we concluded that an impairment existed, driven in part by recent declines in revenue growth rates and lower near-term cash flow forecasts. We recognized an impairment charge of $5,609, using a WACC of 17.0%, resulting in a post-impairment goodwill impairment test performed, we recognized the following impairment charges during the three months ended March 31, 2020:

A partial impairmentbalance of the goodwill of our Exaprint reporting unit of $40,391$8,824 at June 30, 2023.

A full impairment of the goodwill of our National Pen reporting unit of $34,434

A full impairment of the goodwill of our VIDA reporting unit of $26,017






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Acquired Intangible Assets
June 30, 2021June 30, 2020
Gross
Carrying
Amount
Accumulated
Amortization
Net
Carrying
Amount
Gross
Carrying
Amount
Accumulated
Amortization
Net
Carrying
Amount
Trade name$152,347 $(59,432)$92,915 $144,168 $(45,570)$98,598 
Developed technology99,905 (71,255)28,650 84,171 (56,763)27,408 
Customer relationships199,294 (152,410)46,884 190,329 (123,857)66,472 
Customer network and other22,301 (14,431)7,870 15,847 (11,696)4,151 
Print network26,182 (15,757)10,425 24,743 (12,144)12,599 
Total intangible assets$500,029 $(313,285)$186,744 $459,258 $(250,030)$209,228 

June 30, 2023June 30, 2022
Gross
Carrying
Amount
Accumulated
Amortization
Net
Carrying
Amount
Gross
Carrying
Amount
Accumulated
Amortization
Net
Carrying
Amount
Trade name$147,096 $(77,501)$69,595 $144,916 $(65,203)$79,713 
Developed technology97,316 (87,872)9,444 96,120 (75,585)20,535 
Customer relationships199,932 (183,879)16,053 195,766 (160,247)35,519 
Customer network and other24,368 (14,470)9,898 23,946 (11,580)12,366 
Print network23,909 (19,703)4,206 22,982 (16,385)6,597 
Total intangible assets$492,621 $(383,425)$109,196 $483,730 $(329,000)$154,730 

    Acquired intangible assets amortization expense for the years ended June 30, 2023, 2022, and 2021 2020was $46,854, $54,497, and 2019 was $53,818 $51,786 and $53,256 respectively. Estimated intangible assets amortization expense for each of the five succeeding fiscal years and thereafter is as follows:

2022$50,749 
202341,425 
2024202427,263 2024$32,424 
2025202515,103 202519,049 
2026202610,827 202612,333 
2027202710,842 
202820288,721 
ThereafterThereafter41,377 Thereafter25,827 
$186,744 $109,196 

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9. Other Balance Sheet Components
Accrued expenses included the following:
 June 30, 2021June 30, 2020
Compensation costs$73,861 $67,307 
Income and indirect taxes46,074 53,161 
Advertising costs (1)35,093 14,746 
Shipping costs9,401 5,080 
Production costs6,881 7,012 
Sales returns5,636 5,166 
Professional fees4,210 3,452 
Interest payable (2)2,399 8,359 
Purchases of property, plant and equipment1,110 1,685 
Other (3)62,848 44,796 
Total accrued expenses$247,513 $210,764 
_________________
 June 30, 2023June 30, 2022
Compensation costs$74,879 $78,521 
Income and indirect taxes53,266 41,886 
Advertising costs16,548 25,925 
Third party manufacturing and digital content costs17,380 15,790 
Shipping costs11,146 10,228 
Variable compensation incentives (1)9,413 — 
Restructuring costs7,567 13,449 
Sales returns
6,441 6,286 
Interest payable2,847 2,477 
Professional fees2,743 2,394 
Other54,879 56,885 
Total accrued expenses$257,109 $253,841 
(1) The increase in advertising costs is primarily due to expanded return thresholds for performance advertising channels in our Vistaprint business as compared to the fourth quarter of fiscal 2020, in addition to investment in upper-funnel advertising.______________________
(2) The decrease in interest payable is due to(1) Includes cash-based employee long-term incentives, which are variable based on the redemptionperformance of our 12% second lien notesindividual businesses and vest over four years. As the first payout will occur during the fourth quarterfirst half of fiscal year 2021. Refer to Note 10 for additional details.2024, a portion of the balance is now classified as a current liability within accrued expenses.
(3) The increase in other accrued expenses is due to an increase in accrued expenses for third-party cloud computing as compared to fiscal year 2020.

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Other current liabilities included the following:
June 30, 2021June 30, 2020
Current portion of finance lease obligations (1)$32,314 $8,055 
Short-term derivative liabilities20,530 3,521 
Other (2)50,671 1,692 
Total other current liabilities$103,515 $13,268 
_____________________
June 30, 2023June 30, 2022
Current portion of finance lease obligations$9,938 $6,684 
Short-term derivative liabilities9,865 4,299 
Other (1)4,666 17,052 
Total other current liabilities$24,469 $28,035 
______________________
(1) The current portion of finance lease obligations as of June 30, 2021, increased by $23,959 as compareddecrease is due in part to the priorpayment of an acquisition-related liability associated with our Depositphotos acquisition of $6,875 that occurred during the third quarter of fiscal year due to the change in classification of one of our leased facilities from an operating lease to a finance lease due to our intention to exercise the existing purchase option. Refer to Note 16 for further details.2023.
(2) The increase in other current liabilities is driven by the deferred payment related to the 99designs acquisition totaling $44,423 due in February 2022. Refer to Note 7 for additional details.
Other liabilities included the following:
June 30, 2021June 30, 2020June 30, 2023June 30, 2022
Long-term finance lease obligations(1)Long-term finance lease obligations(1)$18,528 $18,617 Long-term finance lease obligations(1)$29,822 $14,699 
Long-term compensation incentivesLong-term compensation incentives22,286 19,934 
Mandatorily redeemable noncontrolling interest (2)Mandatorily redeemable noncontrolling interest (2)12,018 — 
Long-term derivative liabilitiesLong-term derivative liabilities41,074 51,800 Long-term derivative liabilities1,737 463 
OtherOther36,808 17,770 Other24,195 29,298 
Total other liabilitiesTotal other liabilities$96,410 $88,187 Total other liabilities$90,058 $64,394 
______________________
(1) The increase in long-term finance lease obligations compared to the prior year was largely due to the extension of various lease contracts across our reportable segments as well as the inclusion of finance lease obligations from the acquisition of a small business within our PrintBrothers reportable segment during fiscal year 2023.
(2) During the second quarter of fiscal year 2023, we reclassified the noncontrolling interest for three businesses in the PrintBrothers reportable segment to other liabilities, due to the exercise of a put option for a portion of the minority equity interests, which triggered a mandatory redemption feature for the remaining minority equity interest. Refer to Note 14 for additional details.
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10. Debt
June 30, 2021June 30, 2020June 30, 2023June 30, 2022
7.0% Senior notes due 2026$600,000 $600,000 
7.0% Senior Notes due 2026 (1)7.0% Senior Notes due 2026 (1)$548,300 $600,000 
Senior secured credit facilitySenior secured credit facility1,152,021 570,483 Senior secured credit facility1,098,613 1,097,302 
12.0% Senior secured notes due 2025300,000 
OtherOther12,835 11,694 Other7,076 8,063 
Debt issuance costs and debt premiums (discounts)Debt issuance costs and debt premiums (discounts)(22,450)(48,587)Debt issuance costs and debt premiums (discounts)(16,033)(19,417)
Total debt outstanding, netTotal debt outstanding, net1,742,406 1,433,590 Total debt outstanding, net1,637,956 1,685,948 
Less: short-term debt (1)9,895 17,933 
Less: short-term debt (2)Less: short-term debt (2)10,713 10,386 
Long-term debtLong-term debt$1,732,511 $1,415,657 Long-term debt$1,627,243 $1,675,562 
_____________________
(1) During the fourth quarter of fiscal 2023, we repurchased an aggregate principal amount of $51,700 of our 7.0% Senior Notes due 2026. Refer below for additional details.
(2) Balances as of June 30, 20212023 and June 30, 20202022 are inclusive of short-term debt issuance costs, debt premiums and discounts of $3,435$3,526 and $10,362,$3,498, respectively.
Our Debt
Our various debt arrangements described below contain customary representations, warranties, and events of default. As of June 30, 2021,2023, we were in compliance with all covenants in our debt contracts, including those under the our amended and restated senior secured credit agreement ("Restated Credit AgreementAgreement") and the indenture governing our 2026 Notes.
Senior Secured Credit Facility
On May 17, 2021, we entered into an amended and restated senior secured credit agreement ("a Restated Credit Agreement")Agreement consisting of the following:
A senior secured Term Loan B with a maturity date of May 17, 2028 (the “Term Loan B”), consisting of:
a $795,000 tranche that bears interest at LIBOR (with a LIBOR floor of 0.50%) plus 3.50%, and
a €300,000 EUR tranche that bears interest at EURIBOR (with a EURIBOR floor of 0%) plus 3.50%; and
A $250,000 senior secured revolving credit facility with a maturity date of May 17, 2026 (the “Revolving Credit Facility”). Borrowings under the Revolving Credit Facility bear interest at LIBOR (with a LIBOR floor
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of 0%) plus 2.50% to 3.00% depending on the Company’s First Lien Leverage Ratio, a net leverage calculation, as defined in the Restated Credit Agreement.

We utilizedThe LIBOR sunset occurred on June 30, 2023, and under the proceeds from the Term Loan B to redeem all of the $300,000 principalterms of our Second Lien Notes andRestated Credit Agreement, our benchmark rate transitioned to repay amounts under our previous credit facility including the $150,000 Term Loan A and amounts drawn under our revolving credit facility dueSOFR in 2024.

July 2023.
The Restated Credit Agreement contains covenants that restrict or limit certain activities and transactions by Cimpress and our subsidiaries, including, but not limited to, the incurrence of additional indebtedness and liens; certain fundamental organizational changes; asset sales; certain intercompany activities; and certain investments and restricted payments, including purchases of the Company’sCimpress plc’s ordinary shares and payment of dividends. In addition, if any loans made under the Revolving Credit Facility are outstanding on the last day of any fiscal quarter, then we are subject to a financial maintenance covenant that the First Lien Leverage Ratio calculated as of the last day of such quarter does not exceed 3.25 to 1.00.
As of June 30, 2021,2023, we have borrowings under the Restated Credit Agreement of $1,152,021$1,098,613 consisting of the Term Loan B, which amortizes over the loan period, with a final maturity date of May 17, 2028. We have no outstanding borrowings under our Revolving Credit Facility as of June 30, 2021.2023.
As of June 30, 2021,2023, the weighted-average interest rate on outstanding borrowings under the Restated Credit Agreement was 4.66%7.69%, inclusive of interest rate swap rates. We are also required to pay a commitment fee for our Revolving Credit Facility on unused balances of 0.35% to 0.45% depending on our First Lien Leverage Ratio. We have pledged the assets and/or share capital of a number of our subsidiaries as collateral for our debt as of June 30, 2021.
Second Lien Notes and Warrants2023.

We utilized the proceeds from our Restated Credit Agreement to pay down the $300,000 in aggregate principal of 12% Senior Secured Notes due 2025 (the "Second Lien Notes"). The warrants we issued in conjunction with the Second Lien Notes are detachable and therefore will remain. The 7-year warrants allow the holders to purchase 1,055,377 ordinary shares of Cimpress, representing approximately 3.875% of our outstanding diluted ordinary shares at the time of issuance. Refer to Note 11 for additional details.
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Senior Unsecured Notes
WeAs of June 30, 2023, we have issued $600,000$548,300 in aggregate principal outstanding of 7.0% Seniorour 2026 Notes, due 2026 (the "2026 Notes"), which are unsecured. At any time on or after June 15, 2021, we mayWe can redeem some or all of the 2026 Notes at the redemption prices specified in the indenture that governs the 2026 Notes, plus accrued and unpaid interest to, but not including, the redemption date. As of June 30, 2021, we have not redeemed any of the 2026 Notes.
Debt Issuance Costs
During the years ended June 30 2021 and 2020,fourth quarter of fiscal year 2023, we capitalizedrepurchased an aggregate principal amount of $51,700, for a repurchase price of $44,994, as well as the related settlement of unpaid interest. We recognized a gain on the extinguishment of debt issuance costs related to the Restated Credit Agreement, issuance of additional 2026 Notes, and issuance of Second Lien Notes of $12,200 and $23,208, respectively.

Amortization expense and the$6,764, which included an immaterial write-off of costs related to debt amendments and modifications are included in interest expense, net in the consolidated statements of operations and amortized over the term of the related instrument. For the years ended June 30, 2021, 2020 and 2019, we amortized $5,757, $3,240, and $2,367, respectively. We wrote off $17,072 in unamortized debt issuance costs related to the former credit facility and Second Lien Notes which are recognized in loss on extinguishment of debt. As part of the transaction we capitalized $10,560 of third-party and lender fees associated with the issuance of the Term Loan B which will be amortized over the seven year term of the loan and $313 of fees associated with the modification of the revolver, due to the reduction in commitment, which will be amortized over the five year term of the revolver.

Unamortized debt issuance costs and debt premiums (discounts) were $22,450 and $48,587 as of June 30, 2021 and 2020, respectively.


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Loss on Extinguishment
Due to our entering into the Restated Credit Agreement in May 2021 and redemption of our Second Lien Notes, we recorded a loss on extinguishment of $48,343 which was presented separately in the consolidated statements of operations as part of loss on early extinguishment of debt. This includes a loss of $39,400 for the redemption of our Second Lien Notes, which was impacted by a lower carrying value due in part to the allocation of value to the warrants which remain outstanding, as well as the early redemption fee of $9,000 that was paid upon redemption.

premiums.
Other Debt
Other debt consists primarily of term loans acquired through our various acquisitions or used to fund certain capital investments. As of June 30, 20212023 and June 30, 2020,2022, we had $12,835$7,076 and$11,694, $8,063, respectively, outstanding for those obligations that are payable through January 2026.September 2027.
11. Shareholders' Equity (Deficit)
Treasury shares
On November 25, 2019, we announced that our Board had approved a new share repurchase program under which we mayrepurchase up to 5,500,000 of our issued and outstanding ordinary shares on the open market (including block trades), through privately negotiated transactions, or in one or more self-tender offers. This repurchase program expired on May 22, 2021, and during the year ended June 30, 2021 we did not repurchase any shares under this program.

Deficit
Warrants
In conjunction with our issuance of the Second Lienour 12% Senior Secured Notes due 2025 in fiscal year 2020, which we subsequently redeemed in fiscal year 2021, we also issued 7-year warrants to purchase 1,055,377 ordinary shares of Cimpress, representing approximately 3.875% of our outstanding diluted ordinary shares.shares at the time of issuance. The warrants, which currently remain outstanding, are accounted for as equity, as they are redeemable only in our own shares, with an exercise price of $60 per share. The warrants may be exercised by cash payment or through cashless exercise by the surrender of warrant shares having a value equal to the exercise price of the portion of the warrant being exercised.
The fair value used for the warrants in this allocation was calculated using the Monte Carlo valuation model. The valuation of the notes and warrants resulted in a carrying value allocated to the warrants of $22,432, which, in addition to be being accounted for as an equity instrument recorded in additional paid in capital, was included as a discount to the Second Lien12% Senior Secured Notes. As of June 30, 2021 the warrants remain outstanding.
Share-based awards

On November 25, 2020, our shareholders approved our 2020 Equity Incentive Plan, or the 2020 Plan. Upon approval, we ceased granting any new awards under any of our prior equity plans that had shares available for future grant, consisting of our 2016 Performance Equity Plan, 2011 Equity Incentive Plan, and 2005 Non-Employee Directors' Share Option Plan. We will make futurePlan, and we now grant all equity awards under the 2020 Plan. The maximum number of ordinary shares to be issued under the 2020 Plan is 3,500,0005,500,000 plus an additional number of ordinary shares equal to the number of PSUs currently outstanding under the 2016 Performance Equity Plan that expire, terminate or are otherwise surrendered, canceled, or forfeited. The 2020 Plan allows us to grant share options, share appreciation rights, restricted shares, restricted share units, other share-based awards, and dividend equivalent rights to our employees, officers, non-employee directors, consultants, and advisors.

As noted above, all future awards will be granted under our 2020 Plan. Our 2016 Performance Equity Plan previously allowed us to grant PSUs to our employees, officers, non-employee directors, consultants, and advisors. The 2011 Equity Incentive Plan previously allowed us to grant share options, share appreciation rights, restricted shares, restricted share units and other awards based on our ordinary shares to our employees, officers, non-employee directors, consultants, and advisors. Our 2005 Non-Employee Directors’ Share Option Plan previously allowed us to grant share options to our non-employee directors upon initial appointment as a director and annually thereafter in connection with our annual general meeting of shareholders if they continued to serve as a director at such time.
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As of June 30, 2021, 2,710,9262023,2,201,615 ordinary shares were available for future awards under our 2020 Plan. For PSUs, we assumed that we would issue ordinary shares equal to 250% of the outstanding PSUs, which is the maximum potential share issuance. Treasury shares and newly issued shares have both historically been used in fulfillment of our share-based awards.


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Performance share units
PSU awards entitle the recipient to receive Cimpress ordinary shares between 0% and 250% of the number of units, based upon continued service to Cimpress and the achievement of a compounded annual growth rate target based on Cimpress' three-year moving average share price. Awards with a grant date prior to fiscal year 2020 and all awards granted to our Chief Executive Officer and Board of Directors will be assessed annually in years 6 - 10 following the grant date and awards with a grant date in or after fiscal year 2020 (other than to the CEO and Board) will be assessed annually in years 4 - 8 following the grant date. The fair value of the PSUs is based on a Monte Carlo simulation, and the resulting expense is recognized on an accelerated basis over the requisite service period.
A summary of our PSU activity and related information for the fiscal year ended June 30, 20212023 is as follows:
PSUsWeighted-
Average
Grant Date Fair
Value
Aggregate
Intrinsic
Value
PSUsWeighted-
Average
Grant Date Fair
Value
Aggregate
Intrinsic
Value
Outstanding at the beginning of the periodOutstanding at the beginning of the period1,034,197 $133.89 Outstanding at the beginning of the period1,359,242 $130.61
GrantedGranted228,132 129.25 Granted75,000 17.61
Vested and distributedVested and distributed— — Vested and distributed— — 
ForfeitedForfeited(103,613)117.40 Forfeited(32,498)134.95
Outstanding at the end of the periodOutstanding at the end of the period1,158,716 $134.45 $125,616 Outstanding at the end of the period1,401,744 $124.46$83,376 
The weighted average fair value of PSUs granted during the fiscal years ended June 30 2023, 2022, and 2021 2020,was $17.61, $110.28, and 2019 was $129.25, $142.90, and $176.16, respectively. The total intrinsic value of PSUs outstanding at the fiscal years endedas of June 30 2023, 2022, and 2021 2020,was $83,376, $52,875, and 2019 was $125,616, $78,951 and $74,688, respectively. The total intrinsic value of PSUs assumes that the performance condition is met; however, it is possible that a portion or all of these PSUs will not achieve the associated performance condition. As of June 30, 20212023, the number of shares subject to PSUs included in the table above assumes the issuance of one share for each PSU, but based on actual performance that amount delivered can range from zero shares to a maximum of 2,896,7903,504,360 shares.
Restricted share units

    The fair value of an RSU award is equal to the fair market value of our ordinary shares on the date of grant and the expense is recognized on a straight-line basis over the requisite service period. RSUs generally vest over 4 years.
A summary of our RSU activity and related information for the fiscal year ended June 30, 20212023 is as follows:
RSUsWeighted-
Average
Grant Date Fair
Value
Aggregate
Intrinsic
Value
RSUsWeighted-
Average
Grant Date Fair
Value
Aggregate
Intrinsic
Value
Unvested at the beginning of the periodUnvested at the beginning of the period177,233 $47.06 Unvested at the beginning of the period1,038,234 $83.66 
GrantedGranted453,916 93.64 Granted1,120,951 44.25 
Vested and distributedVested and distributed(180,494)47.92 Vested and distributed(334,971)79.94 
ForfeitedForfeited(16,266)96.03 Forfeited(353,921)63.69 
Unvested at the end of the periodUnvested at the end of the period434,389 $93.54 $47,092 Unvested at the end of the period1,470,293 $59.27 $87,453 
The weighted average fair value of RSUs granted during the fiscal years ended June 30 2023, 2022, and 2021 was $44.25, $80.26, and 2020 was $93.64, and $46.94, respectively. We did not grant any RSUs during the year ended June 30, 2019. The total intrinsic value of RSUs vested during the fiscal years ended June 30 2023, 2022, and 2021 2020, 2019 was $13,544, $10,123, and $17,231, $1,905 and $6,749, respectively.
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Share options
We have previously granted options to purchase ordinary shares at prices that are at least equal to the fair market value of the shares on the date the option is granted and havethat generally vest over 4 years with a contractual term of approximately eight to ten years. Options generally vested over 3 years for non-employee directors and over 4 years for employees.
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The fair value of each option award subject only to service period vesting is estimated on the date of grant using the Black-Scholes option pricing model and is recognized as expense on a straight-line basis over the requisite service period. Use of a valuation model requires management to make certain assumptions with respect to inputs. The expected volatility assumption is based upon historical volatility of our share price. The expected term assumption is based on the contractual and vesting term of the option and historical experience. The risk-free interest rate is based on the U.S. Treasury yield curve with a maturity equal to the expected life assumed at the grant date. We value share options with a market condition using a lattice model with compensation expense recorded on an accelerated basis over the requisite service period.
We did not grant any share options in fiscal years 2022 or 2021. Weighted-average values used for option awards in fiscal year 2021. 2023 were as follows:
Year Ended June 30,
2023
Risk-free interest rate3.06 %
Expected dividend yield— %
Expected term (years)4.01
Expected volatility61.99 %
Weighted average fair value of options granted$22.83 
A summary of our share option activity and related information for the year ended June 30, 20212023 is as follows:
Shares Pursuant to OptionsWeighted-
Average
Exercise
Price
Weighted-
Average
Remaining
Contractual
Term (years)
Aggregate
Intrinsic
Value
Shares Pursuant to OptionsWeighted-
Average
Exercise
Price
Weighted-
Average
Remaining
Contractual
Term (years)
Aggregate
Intrinsic
Value
Outstanding at the beginning of the periodOutstanding at the beginning of the period110,538 $55.27 1.0Outstanding at the beginning of the period5,298 $80.01 2.8
GrantedGranted  Granted436,211 45.94  
ExercisedExercised(105,240)54.02   Exercised(7,073)46.20   
Forfeited/expiredForfeited/expired  Forfeited/expired(46,989)46.20   
Outstanding at the end of the periodOutstanding at the end of the period5,298 80.01 3.8$150 Outstanding at the end of the period387,447 46.37 9.0$5,189 
Exercisable at the end of the periodExercisable at the end of the period5,298 $80.01 3.8$150 Exercisable at the end of the period98,591 $48.02 8.6$1,239 
The intrinsic value in the table above represents the total pre-tax amount, net of exercise price, which would have been received if all option holders exercised in-the-money options on June 30, 2021.2023. The total intrinsic value of options exercised during the fiscal years ended June 30, 2023 and 2021 2020,was $41 and 2019 was $5,460, $92,582 and $12,498, respectively.respectively, while no options were exercised during the fiscal year ended June 30, 2022.
Share-based compensation
Total share-based compensation costs were $37,034, $34,874$42,122, $49,766, and $21,716$37,034 for the years ended June 30 2021, 2020,2023, 2022, and 2019,2021, respectively, and we elected to recognize the impact of forfeitures as they occur. Share-based compensation costs capitalized as part of software and website development costs were $1,338, $1,157$1,879, $1,221, and $1,141$1,338 for the years ended June 30 2021, 2020,2023, 2022, and 2019,2021, respectively. As of June 30, 2021,2023, there was $61,127$77,410 of total unrecognized compensation cost related to non-vested, share-based compensation arrangements. This cost is expected to be recognized over a weighted average period of 2.52.6 years.
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12. Employees' Savings Plans
Defined contribution plans
We maintain certain government-mandated and defined contribution plans throughout the world. Our most significant defined contribution retirement plans are in the U.S. and comply with Section 401(k) of the Internal Revenue Code. We offer eligible employees in the U.S. the opportunity to participate in one of these plans and match most employees' eligible contributions at various rates subject to service vesting as specified in each of the related plan documents. ThisAs part of the cost reduction measures taken in response to the pandemic, the matching program was temporarily suspended from March 2020 through December 31, 2020 and was reinstated on January 1, 2021.
We expensed $12,228, $10,710$16,061, $16,157, and $11,401$12,228 for our government-mandated and defined contribution plans in the years ended June 30 2023, 2022, and 2021, 2020 and 2019, respectively.

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Defined benefit plan
We currently have a defined benefit plan that covers substantially all of our employees in Switzerland. Our Swiss plan is a government-mandated retirement fund with benefits generally earned based on years of service and compensation during active employment; however, the level of benefits varies within the plan. Eligibility is determined in accordance with local statutory requirements. Under this plan, both we and certain of our employees with annual earnings in excess of government determined amounts are required to make contributions into a fund managed by an independent investment fiduciary. Employer contributions must be in an amount at least equal to the employee’s contribution. Minimum employee contributions are based on the respective employee’s age, salary, and gender. As of June 30, 20212023 and 2020,2022, the plan had an unfunded net pension obligation of approximately $2,883,$1,134 and $2,743,$1,173, respectively, and plan assets, which totaled approximately $4,128$5,497 and $3,403,$4,754, respectively. For the years ended June 30 2021, 20202023, 2022, and 20192021 we recognized expense totaling $667, $399$282, $537, and $424,$667, respectively, related to our Swiss plan.
13. Income Taxes
The following is a summary of our (loss) income (loss) before income taxes by geography:
Year Ended June 30, Year Ended June 30,
202120202019 202320222021
U.S. U.S. $2,546 $(58,765)$(10,879)U.S. $(35,508)$(7,299)$2,689 
Non-U.S. Non-U.S. (58,582)61,768 137,791 Non-U.S. 5,286 16,630 (66,243)
TotalTotal$(56,036)$3,003 $126,912 Total$(30,222)$9,331 $(63,554)
The components of the provision (benefit) for income taxes are as follows:
Year Ended June 30, Year Ended June 30,
202120202019 202320222021
Current:Current: Current: 
U.S. FederalU.S. Federal$(93)$(16,269)$84 U.S. Federal$1,634 $526 $(93)
U.S. StateU.S. State546 213 1,130 U.S. State769 568 546 
Non-U.S. Non-U.S. 28,205 22,361 26,862 Non-U.S. 39,792 36,932 28,205 
Total currentTotal current28,658 6,305 28,076 Total current42,195 38,026 28,658 
Deferred:Deferred: Deferred: 
U.S. FederalU.S. Federal(1,573)12,980 (1,347)U.S. Federal3,522 (3,566)(1,573)
U.S. StateU.S. State(31)3,213 (183)U.S. State465 12 (31)
Non-U.S. Non-U.S. (8,151)(103,490)6,886 Non-U.S. 109,311 25,429 (8,151)
Total deferred Total deferred(9,755)(87,297)5,356  Total deferred113,298 21,875 (9,755)
TotalTotal$18,903 $(80,992)$33,432 Total$155,493 $59,901 $18,903 

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The following is a reconciliation of the standard U.S. federal statutory tax rate and our effective tax rate:
Year Ended June 30, Year Ended June 30,
202120202019 202320222021
U.S. federal statutory income tax rateU.S. federal statutory income tax rate21.0 %21.0 %21.0 %U.S. federal statutory income tax rate21.0 %21.0 %21.0 %
State taxes, net of federal effectState taxes, net of federal effect3.6 (130.1)(1.0)State taxes, net of federal effect3.7 (11.1)3.1 
Tax rate differential on non-U.S. earningsTax rate differential on non-U.S. earnings(21.8)(408.4)(7.2)Tax rate differential on non-U.S. earnings(52.5)97.1 (20.3)
Swiss tax reform(3,779.0)
Change in valuation allowanceChange in valuation allowance(457.2)363.7 (27.2)
Nondeductible interest expenseNondeductible interest expense(30.2)52.7 (18.6)
Change in entity statusChange in entity status4.0 — — 
Compensation related itemsCompensation related items0.2 (420.7)0.7 Compensation related items(13.7)21.9 0.2 
U.S. tax reform(372.6)3.7 
Goodwill impairmentGoodwill impairment759.1 2.0 Goodwill impairment(4.1)— — 
Change in valuation allowance(30.8)1,277.5 (1.7)
Irish foreign tax creditIrish foreign tax credit10.0 262.3 (19.1)Irish foreign tax credit21.4 (46.8)8.8 
Tax on repatriated earningsTax on repatriated earnings(4.4)154.1 8.0 Tax on repatriated earnings(15.0)39.2 (3.9)
Gain/loss on sale of subsidiary(189.2)
Gain on the extinguishment of debtGain on the extinguishment of debt2.8 — — 
Notional interest deduction (Italy)Notional interest deduction (Italy)1.6 (47.9)(0.8)Notional interest deduction (Italy)2.6 (8.8)1.4 
Patent box (Italy)Patent box (Italy)(24.2)(3.4)Patent box (Italy)(1.5)(12.0)— 
Tax credits and incentivesTax credits and incentives4.0 (88.3)(3.6)Tax credits and incentives24.1 (23.7)4.2 
Non-US tax rate changes1.4 81.7 0.1 
Non-U.S. tax rate changesNon-U.S. tax rate changes(1.1)57.6 1.2 
Irish tax restructuringIrish tax restructuring— (13.4)— 
U.S. global intangible low-taxed income (GILTI)U.S. global intangible low-taxed income (GILTI)— 10.2 (0.3)
U.S. foreign-derived intangible income (FDII)U.S. foreign-derived intangible income (FDII)2.7 (6.8)— 
U.S. base erosion and anti-abuse tax (BEAT)U.S. base erosion and anti-abuse tax (BEAT)(2.1)— — 
Net tax benefit on intellectual property transferNet tax benefit on intellectual property transfer1.0 (10.4)— 
Tax loss carryforward expirationsTax loss carryforward expirations(5.1)4.8 (0.5)
Business and withholding taxesBusiness and withholding taxes(0.4)28.7 0.8 Business and withholding taxes(1.2)5.1 (0.4)
Uncertain tax positionsUncertain tax positions(1.1)28.8 (0.1)Uncertain tax positions(10.5)35.9 (1.0)
Nondeductible interest expense(19.4)157.4 1.3 
Other non-deductible expensesOther non-deductible expenses0.6 47.5 1.5 Other non-deductible expenses(6.0)7.1 0.5 
Tax on unremitted earningsTax on unremitted earnings(1.0)31.4 8.0 Tax on unremitted earnings(1.6)0.1 (0.9)
Change in tax residence20.5 
Changes to variable interest entities(2.5)
Changes to derivative instrumentsChanges to derivative instruments1.8 4.5 Changes to derivative instruments3.1 73.5 0.1 
OtherOther1.0 (86.1)(6.4)Other0.9 (14.9)2.9 
Effective income tax rateEffective income tax rate(33.7)%(2,697.0)%26.3 %Effective income tax rate(514.5)%642.0 %(29.7)%
    
For the year ended June 30, 2021,2023, our effective tax rate was below our U.S. federal statutory tax rate primarily due to establishing a full valuation allowance on Swiss deferred tax assets of $116,694 related to Swiss tax reform benefits recognized in fiscal year 2020 and Swiss tax loss carryforwards. Management concluded in the second quarter of this fiscal year that based on current period results at that time, objective and verifiable negative evidence of recent losses in Switzerland outweighed more subjective positive evidence of anticipated future income. In addition, we had non-deductible interest expense and losses in certain jurisdictions for which we cannot recognize a tax benefit. The jurisdictions that have the most significant impact to our non-U.S. tax provision include Australia, Canada, France, Germany, India, Ireland, Italy, the Netherlands, Spain, and Switzerland. The applicable tax rates in these jurisdictions range from 10%11% to 30%. The total tax rate benefitimpact from operating in non-U.S. jurisdictions is included in the line “Tax rate differential on non-U.S. earnings” in the above tax rate reconciliation table.
For the year ended June 30, 2021,2023, our effective tax rate was (33.7)(514.5)% as compared to the prior year effective tax rate of (2,697.0)%642.0%. The increasedecrease in our effective tax rate as compared to the prior year is primarily due a pre-tax loss for the year ended June 30, 2023 as compared to Swiss Tax Reform benefits of $113,482pre-tax income in the year ended June 30, 2020. Also, in addition to decreased pre-tax profits and a less favorable mix of earnings year over year, we recognized tax benefits of $2,143 related to excess tax benefits from share based compensation, as compared to $15,705 in fiscal year 2020.2022. During the year ended June 30, 2021 we recognized a tax benefit of $6,700 for the release of our valuation allowance in India as a result of increased profitability. Additionally in fiscal year 2020,2023 we recognized tax benefits of $11,188 for the re-measurement of U.S. tax losses that were carried back to tax years with higher U.S. federal tax rates under the US CARES Act and tax expense of $41,900$116,694 to recordestablish a full valuation allowance against our U.S. deferredin Switzerland as compared to tax assets andexpense of $29,600 in the year ended June 30, 2022 to establish a portion for our Irish deferred tax assets.The changepartial valuation allowance in judgment to no longer recognize the deferred tax assets was driven by decreased profits due to impacts of the COVID-19 pandemic and goodwill impairments.Switzerland. Our fiscal year 20202022 effective tax rate was lowerhigher than fiscal year 20192021 primarily due to Swiss Tax Reform.
On October 25, 2019, the canton of Zurich enacted tax law changes by publishing the results of its referendum to adopt the Federal Act on Tax Reform and AHV Financing (TRAF), which we refer to as Swiss Tax Reform. Swiss Tax Reform was effective as of January 1, 2020 and included the abolishment of various favorableestablishing a partial valuation allowance in Switzerland.
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federal and cantonal tax regimes. Swiss Tax Reform provided transitional relief measures for companies that lost the tax benefitAs of June 30, 2023, we recorded a ruling, including a "step-up" for amortizable goodwill, equal to the amount of future tax benefit they would have received under their existing ruling, subject to certain limitations. We recognized a tax benefit of $113,482to establish new Swiss deferred tax assetsasset of $131,472 related to transitional relief measures and to remeasure our existing Swiss deferred tax assets and liabilities. We do not expect to realize the majority of thistax-amortizable goodwill, which we can benefit untilfrom during fiscal year 2025 through fiscal year 2030.2030 under our Swiss tax ruling. During the year ended June 30, 2023, the Swiss tax-amortizable goodwill deferred tax asset increased $7,579 due to currency exchange rate changes.
Significant components of our deferred income tax assets and liabilities consisted of the following at June 30, 20212023 and 2020:2022:
June 30, 2021June 30, 2020 June 30, 2023June 30, 2022
Deferred tax assets:Deferred tax assets: Deferred tax assets: 
Swiss tax reform amortizable goodwill$124,372 $127,965 
Swiss tax-amortizable goodwillSwiss tax-amortizable goodwill$131,472 $123,893 
Net operating loss carryforwardsNet operating loss carryforwards73,534 62,374 Net operating loss carryforwards75,643 71,820 
LeasesLeases31,363 33,078 Leases30,364 24,952 
Depreciation and amortizationDepreciation and amortization9,136 4,308 Depreciation and amortization8,289 3,736 
Accrued expensesAccrued expenses9,538 6,253 Accrued expenses15,335 12,244 
Share-based compensationShare-based compensation11,192 9,482 Share-based compensation16,920 16,090 
Credit and other carryforwardsCredit and other carryforwards39,109 29,216 Credit and other carryforwards58,790 47,405 
Derivative financial instruments8,226 6,739 
OtherOther5,774 7,551 Other4,469 1,120 
SubtotalSubtotal312,244 286,966 Subtotal341,282 301,260 
Valuation allowanceValuation allowance(113,917)(91,575)Valuation allowance(277,976)(134,660)
Total deferred tax assetsTotal deferred tax assets198,327 195,391 Total deferred tax assets63,306 166,600 
Deferred tax liabilities:Deferred tax liabilities: Deferred tax liabilities: 
Depreciation and amortizationDepreciation and amortization(28,187)(41,017)Depreciation and amortization(37,572)(32,595)
LeasesLeases(24,920)(30,433)Leases(27,392)(21,049)
Investment in flow-through entityInvestment in flow-through entity(5,003)(3,550)Investment in flow-through entity— (7,031)
Tax on unremitted earningsTax on unremitted earnings(6,877)(6,203)Tax on unremitted earnings(7,221)(6,692)
Italy tax suspension reserve(4,528)
Derivative financial instrumentsDerivative financial instruments(17,091)(19,703)
OtherOther(6,627)(4,502)Other(8,641)(7,584)
Total deferred tax liabilitiesTotal deferred tax liabilities(76,142)(85,705)Total deferred tax liabilities(97,917)(94,654)
Net deferred tax assetsNet deferred tax assets$122,185 $109,686 Net deferred tax assets$(34,611)$71,946 
In assessing the realizability of deferred tax assets, we consider whether it is more likely than not that some or all of the deferred tax assets will not be realized. The increase in the valuation allowance from the prior year relates primarily to the Swiss full valuation allowance and losses in certain jurisdictions (mainly Brazil, Japan, the Netherlands, Ireland, and the United States, Ireland, Brazil, China, Japan and France)Kingdom) for which management has determined we cannot recognize the related deferred tax assets based on trailing three-year pre-tax profit or loss adjusted for permanent book versus tax differences.assets. Also, Cimpress plcwe generated $5,587$4,202 of Irish foreign tax credit carryforwards and increased tax effected interest limitation carryforwards of $7,365 in various jurisdictions, neither of which do not expire, but for which management has determined it is more likely than not that these will not be utilized upon future repatriation. Other increases in our valuation allowance include increased U.S. research and development credits of $3,209 and acquired net operating losses of $5,424.utilized. The increase in valuation allowance was offset by the release of Indian valuation allowanceallowances related to the exit of $6,700.our YSD business of $3,224.

We have recorded a full valuation allowance against $8,226 of deferred tax assetassets of $22,583 and $131,472 related to derivative financial instruments for which management has determined that it is more likely than not thatSwiss tax losses and the deferred tax asset will not be recognized in the foreseeable future. The impact of this deferred tax asset and associated valuation allowance has been recorded in accumulated other comprehensive loss on the balance sheet. Additionally,Swiss tax-amortizable goodwill, respectively. In addition, we have recorded valuation allowances of $25,389$28,744, $5,123, and $3,805$14,768 against deferred tax assets related to U.S. research and development credits, and U.S. capital loss carryforwards, and U.S. share-based compensation, respectively, for which management has determined that it is more likely than not that these will not be utilized within the applicable carryforward periods available under local law.

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We have not recorded a valuation allowance against $14,235 of deferred tax asset associated with prior year tax losses generated in Switzerland. Management believes there is sufficient positive evidence in the form of historical and future projected profitability to conclude that it is more likely than not that all of the losses in Switzerland will be utilized against future taxable profits within the available carryforward period. Our assessments are reliant on the attainment of our future operating profit goals. Failure to achieve these operating profit goals may change our assessment of these deferred tax assets, and such change would result in additional valuation allowance and an increase in income tax expense to be recorded in the period of the change in assessment. We will continue to review our forecasts and profitability trends on a quarterly basis.realized.

Based on the weight of available evidence at June 30, 2021,2023, management believes that it is more likely than not that all other net deferred tax assets will be realized in the foreseeable future. We will continue to assess the realization of the deferred tax assets based on operating results on a quarterly basis.


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A reconciliation of the beginning and ending amount of the valuation allowance for the year ended June 30, 20212023 is as follows:
Balance at June 30, 20202022$91,575134,660 
Charges to earnings (1)17,214138,143 
Charges to other accounts (2)5,1285,173 
Balance at June 30, 20212023$113,917277,976 
_________________
(1) Amount is primarily related to full Swiss valuation allowance, increased U.S. and non-U.S. net operating losses, increased U.S. research and development credits, increased Irish foreign tax credits, and release of India valuation allowance.increased interest limitation carryforwards.
(2) Amount is primarily related to increase inincreased Swiss tax-amortizable goodwill deferred tax asset and deferred tax assets on non-U.S. net operating losses due to currency exchange rate changes acquired net operating losses recorded in purchase accounting, andoffset by unrealized lossesgains on derivative financial instruments included in Accumulated Other Comprehensive Loss.accumulated other comprehensive loss.
As of June 30, 2021,2023, we had gross U.S. federal and apportioned state net operating losses of $12,124$2,348 and $25,179,$30,281, respectively, that expire on various dates from fiscal year 2024 through fiscal year 20412043 or with unlimited carryforward. We also had gross non-U.S. net operating loss carryforwards of $422,072,$564,818, a significant amount of which begin to expire in fiscal year 2024, with the remaining amounts expiring on various dates from fiscal year 20222024 through fiscal year 20302032 or withhaving unlimited carryforward. In addition, we had $30,693$33,854 of tax credit carryforwards primarily related to U.S. federal and state research and development credits, which expire on various dates beginning in fiscal year 20312030 or withhaving unlimited carryforward. We also had $18,118, $7,934$22,778, $6,130, and $3,291$1,048 of U.S. federal, apportioned U.S. state, and non-U.S. capital loss carryforwards, respectively. The U.S. capital losses expire in fiscal yearyears 2025 through 2027 and the non-U.S. capital losses have unlimited carryforward. Lastly, we had $8,030$12,535 of Irish foreign tax credits with unlimited carryforward. The benefits of these carryforwards are dependent upon the generation of taxable income in the jurisdictions wherein which they arose.
We consider the following factors, among others, in evaluating our plans for indefinite reinvestment of our subsidiaries’ earnings: (i) the forecasts, budgets, and financial requirements of both our parent company and its subsidiaries, both for the long term and for the short term; (ii) the ability of Cimpress plc to fund its operations and obligations with earnings from other businesses within the global group without incurring substantial tax costs; and (iii) the tax consequences of any decision to reinvest earnings of any subsidiary. As of June 30, 2021,2023, no tax provision has been made for $43,401$56,294 of undistributed earnings of certain of our subsidiaries as these earnings are considered indefinitely reinvested. If, in the future, we decide to repatriate the undistributed earnings from these subsidiaries in the form of dividends or otherwise, we could be subject to withholding taxes payable in the range of $10,000$13,000 to $11,000$14,000 at that time. A cumulative deferred tax liability of $6,877$7,221 has been recorded attributable to undistributed earnings that we have deemed are not indefinitely reinvested. The remaining undistributed earnings of our subsidiaries are not deemed to be indefinitely reinvested and can be repatriated with notax cost. Accordingly, there has been no provision for income or withholding taxes on these earnings. 
We currently benefit from various income tax holidays in certain jurisdictions. The tax holidays expire on various dates through August 2022. When the tax holidays expire, we will be subject to tax at rates ranging from 15% to 30%. As a result of the tax holidays, our net income was higher by $181 for fiscal year 2021.

8486


A reconciliation of the gross beginning and ending amount of unrecognized tax benefits is as follows:
Balance June 30, 20182020$4,705 
Additions based on tax positions related to the current tax year702 
Additions based on tax positions related to prior tax years201 
Reductions based on tax positions related to prior tax years(117)
Reductions due to lapse of statute of limitations(763)
Cumulative translation adjustment(7)
Balance June 30, 20194,721 
Additions based on tax positions related to the current tax year586 
Additions based on tax positions related to prior tax years769 
Reductions based on tax positions related to prior tax years(102)
Reductions due to audit settlements(52)
Reductions due to lapse of statute of limitations(71)
Cumulative translation adjustment(4)
Balance June 30, 20205,847 
Additions based on tax positions related to the current tax year1,428448 
Additions based on tax positions related to prior tax years7,448 
Reductions based on tax positions related to prior tax years(51)
Reductions due to audit settlements(83)
Reductions due to lapse of statute of limitations(229)
Cumulative translation adjustment19 
Balance June 30, 202113,399 
Additions based on tax positions related to the current tax year448 
Additions based on tax positions related to prior tax years2,958 
Reductions based on tax positions related to prior tax years(23)
Reductions due to audit settlements(2,958)
Reductions due to lapse of statute of limitations(799)
Cumulative translation adjustment(29)
Balance June 30, 202212,996 
Additions based on tax positions related to the current tax year2,167 
Additions based on tax positions related to prior tax years770 
Reductions based on tax positions related to prior tax years(62)
Reductions due to audit settlements— 
Reductions due to lapse of statute of limitations(225)
Cumulative translation adjustment(22)
Balance June 30, 2023$14,37915,624 
    
For the year ended June 30, 2021,2023, the amount of unrecognized tax benefits (exclusive of interest) that, if recognized, would impact the effective tax rate is $1,307.$8,518. We recognize interest and, if applicable, penalties related to unrecognized tax benefits in income tax expense. The accrued interest and penalties recognized as of years ended June 30, 2023, 2022, and 2021 2020were $1,924, $1,383, and 2019 were $1,014, $384 and $515, respectively. It is reasonably possible that a further change in unrecognized tax benefits in the range of $300$910 to $310$960 may occur within the next twelve months related to the settlement of one or more audits or the lapse of applicable statutes of limitations. We believe we have appropriately provided for all tax uncertainties.
    
We conduct business in a number of tax jurisdictions and, as such, are required to file income tax returns in multiple jurisdictions globally. The years 20142016 through 20202023 remain open for examination by the United States Internal Revenue Service ("IRS") and the years 2015 through 20202023 remain open for examination in the various states and non-USnon-U.S. tax jurisdictions in which we file tax returns.

We are currently under income tax audit in certain jurisdictions globally. We believe that our income tax reserves are adequately maintained taking into consideration both the technical merits of our tax return positions and ongoing developments in our income tax audits. However, the final determination of our tax return positions, if audited, is uncertain, and therefore there is a possibility that final resolution of these matters could have a material impact on our results of operations or cash flows.

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14. Noncontrolling InterestInterests
For some of our subsidiaries, we own a controlling equity stake, and a third party or key member of the business' management team owns a minority portion of the equity. The balance sheet and operating activity of these entities are included in our consolidated financial statements and we adjust the net income in our consolidated statement of operations to exclude the noncontrolling interests' proportionate share of results. We present the proportionate share of equity attributable to the redeemable noncontrolling interests as temporary equity within our consolidated balance sheet and the proportionate share of noncontrolling interests not subject to a redemption provision that is outside of our control as equity. We recognize redeemable noncontrolling interests at fair value on the sale or acquisition date and adjust to the redemption value on a periodic basis with the offset to retained earnings in the consolidated balance sheet. If the formulaic redemption value exceeds the fair value of the noncontrolling interest, then the accretion to redemption value is offset to the net (income) loss attributable to noncontrolling interest in our consolidated statement of operations.
Redeemable Noncontrolling Interests
For some of our subsidiaries, we own a controlling equity stake, and a third party or key members of the business management team own a minority portion of the equity. The put options for several of our noncontrolling interests were exercised during the second quarter of fiscal year 2023 as summarized below. In addition to the noncontrolling interests described below, we also have several less significant minority interests that span multiple businesses and reportable segments.
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PrintBrothers
Members of the PrintBrothers management team hold a minority equity interest ranging from 11% to 12%interests in each of the threeseveral businesses within the reportable segment. The put options associated with the redeemable noncontrolling interest are exercisable beginning in 2021, while the associated call options become exercisable in 2026. During the second quarter of fiscal year 2021, we repurchased2023, put options were exercised by the minority interest holders for a portion of their equity interests ranging from 0.56%that required us to 1.15%purchase 10% to 11% in eachthree of the threerespective businesses for a total of $5,063. During$90,841. The exercise of the year ended June 30, 2021,put options triggered a mandatory redemption feature for the redemption valueremaining minority equity interests, which requires the purchase of the remaining 1% equity interests on the third anniversary of the put option exercise, absent the earlier exercise of a PrintBrothers business increased abovecall option on the carrying value due to growth infirst or second anniversaries by Cimpress. The remaining noncontrolling interests are mandatorily redeemable, which required the fourth quarter of fiscal year 2021 as we've lapped the earliest periods that were more negatively impacted by the pandemic, resulting in an adjustment to the redeemable noncontrolling interest of $2,035, which was recognized as an adjustment to retained earnings.
All Other Businesses
On October 1, 2018, we acquired approximately 99%reclassification of the outstandingremaining equity interests of BuildASign LLC. The remaining 1% is consideredto a redeemable noncontrolling equity interest, as it is redeemable for cash based on future financial results through put and call rights and not solelyliability, which has been presented in other liabilities within our control.During the year ended June 30, 2021, the redemption value increased above the carrying value due to continued strong financial performance, resulting in an adjustment to the redeemable noncontrolling interest of $1,072, which was recognized as an adjustment to retained earnings.consolidated balance sheet.

On April 23, 2021, we acquired 81% of the outstanding equity interests of a US-based company that provides supply chain expertise and sells into a growing product category. The remaining 19% is considered a redeemable noncontrolling equity interest as it is redeemable for cash based on future financial results through put and call rights and not solely within our control. On the acquisition date, we recognized the redeemable noncontrolling interest at fair value of $4,370. As of June 30, 2021, the redemption value was less than the carrying value, and therefore no adjustment was required. Refer to Note 7 for additional details.

86


The following table presents the reconciliation of changes in our redeemable noncontrolling interests:
Redeemable noncontrolling interests
Balance as of June 30, 2019$63,182 
Acquisition of noncontrolling interest (1)3,995 
Accretion to redemption value recognized in retained earnings (2)5,493 
Net income attributable to noncontrolling interest630 
Distribution to noncontrolling interest (3)(3,955)
Foreign currency translation(239)
Balance as of June 30, 202069,106 
Acquisition of noncontrolling interest (1)4,370 
Accretion to redemption value recognized in retained earnings (2)3,049 
Net income attributable to noncontrolling interest2,772 
Distribution to noncontrolling interest (3)(4,746)
Purchase of noncontrolling interest(5,063)
Foreign currency translation1,632 
Balance as of June 30, 2021$71,120 
Redeemable Noncontrolling InterestNoncontrolling Interest
Balance as of June 30, 2021$71,120 $— 
Acquisition of noncontrolling interest (1)4,453 — 
Accretion to redemption value (2)61,962 — 
Net income attributable to noncontrolling interests3,761 — 
Distribution to noncontrolling interests (3)(3,963)— 
Purchase of noncontrolling interest (4)(2,165)— 
Foreign currency translation(3,685)— 
Balance as of June 30, 2022131,483 — 
Acquisition of noncontrolling interest (1)— 365 
Accretion to redemption value (2)(7,236)— 
Net income attributable to noncontrolling interests180 83 
Distribution to noncontrolling interests (3)(3,652)— 
Purchase of noncontrolling interest (4)(95,567)— 
Reclassification to mandatorily redeemable noncontrolling interest (5)(9,582)— 
Foreign currency translation(4,733)11 
Balance as of June 30, 2023$10,893 $459 
_________________
(1) During fiscal year 2020,years 2023 and 2022, we acquired the majority equity interests related toin two separate immaterial businesses within our PrintBrothers reportable segment and in fiscal year 2021, we acquired the majority equity interest in an immaterial business within our All Other reportable segment.
(2) Accretion of redeemable noncontrolling interests to redemption value recognized in retained earnings is the result of changes in the estimated redemption amount estimated to be greater than carrying value but less thanthe extent increases do not exceed the estimated fair value. Refer above for additional details.
(3) Distributions to noncontrolling interests include contractually required profit sharing payments made annually to the minority interest holders in one of the PrintBrothers businesses.
(4) As discussed above, we purchased an additional 10% to 11% of the equity interests in three PrintBrothers businesses during the second quarter of fiscal year 2023, as well as the 1% minority interest in our BuildASign business. In fiscal year 2022, we paid the final redemption amount to one minority equity interest holder in our PrintBrothers businesses, which we agreed to purchase in fiscal year 2021.
(5) During the second quarter of fiscal year 2023, the minority equity interest holders of three PrintBrothers businesses exercised a put option that triggered a mandatory redemption feature for the remaining minority equity interests. The remaining minority equity interests were reclassified to mandatorily redeemable noncontrolling interests, as part of other liabilities within the consolidated balance sheets. Refer above for additional information regarding the transaction and Note 9 for additional details about the reclassified liability balance.
15. Segment Information
Our operating segments are based upon the manner in which our operations are managed and the availability of separate financial information reported internally to the Chief Executive Officer, who is our Chief Operating Decision Maker (“CODM”) for purposes of making decisions about how to allocate resources and assess performance.
As of June 30, 2021,2023, we have numerous operating segments under our management reporting structure, which are reported in the following 5five reportable segments:
VistaprintVista - IncludesVista is the operationsparent brand of our global Vistaprint websitesmultiple offerings including VistaPrint, VistaCreate, Depositphotos, 99designs by Vista, and our Webs-branded business, which is managed with the Vistaprint-branded digital business. Also included is our VistaprintVista Corporate Solutions, business which serves medium-sized businessestogether represent a full-service design, digital and large corporations, our 99designs business which was acquired on October 1, 2020, as well as a legacy revenue stream with retail partnersprint solution, elevating small businesses’ presence in physical and franchise businesses.digital spaces and empowering them to achieve success.
88


PrintBrothers - Includes the resultsConsists of three of our Upload & Print businesses, which includes druck.at, Printdeal, and WIRmachenDRUCK businesses.that primarily serve customers in Austria, Belgium, Germany, the Netherlands, and Switzerland.
The Print Group - Includes the results of our Easyflyer, Exaprint, Pixartprinting, and Tradeprint businesses.businesses, which are Upload & Print businesses that primarily serve customers in France, Italy, Spain, and the United Kingdom.
National Pen - Includes the global operations of our National Pen business, which manufactures and markets custom writing instruments and promotional products, apparel, and gifts.
All Other Businesses - Includes a collection of businesses grouped together based on materiality. With the exception ofIn addition to BuildASign, which is a larger and profitable business, the All Other Businesses reportable segment consists of twoincludes one smaller businessesbusiness that we continue to manage at a relatively modest operating loss and the addition of a newlyrecently acquired company that provides supply chainproduction expertise and sells into a growing product category.
87


BuildASign is an internet-based provider of canvas-print wall décor, business signage, and other large-format printed products, based in Austin, Texas. In the fourth quarter of fiscal year 2021, we closed a small acquisition under BuildASign in a new product category.
Printi is an online printing leader in Brazil, which offers a superior customer experience with transparent and attractive pricing, reliable service and quality.
We exited our YSD is a startup operation that provides end-to-end mass customization solutions to brands and intellectual property ownersbusiness, which was included in China, supporting multiple channels including retail stores, websites, WeChat and e-commerce platforms to enhance brand awareness and competitiveness and develop new markets.this reportable segment, during fiscal year 2023.
Central and corporate costs consist primarily of the team of software engineers that is building our mass customization platform; shared service organizations such as global procurement; technology services such as hosting and security; administrative costs of our Cimpress India offices where numerous Cimpress businesses have dedicated business-specific team members; and corporate functions including our Boardtax, treasury, internal audit, legal, sustainability, corporate communications, remote first enablement, consolidated reporting and compliance, investor relations, capital allocation, and the functions of Directors,our CEO and the team members necessary for managing corporate activities, such as treasury, tax, capital allocation, financial consolidation, internal audit and legal.CFO. These costs also include certain unallocated share-based compensation costs.
The expense value of our PSU awards is based on a Monte Carlo fair value analysis and is required to be expensed on an accelerated basis. In order to ensure comparability in measuring our businesses' results, we allocate the straight-line portion of the fixed grant value to our businesses. Any expense in excess of the amount as a result of the fair value measurement of the PSUs and the accelerated expense profile of the awards is recognized within central and corporate costs.
Our definition of segment EBITDA is GAAP operating income excluding certain items, such as depreciation and amortization, expense recognized for contingent earn-out related charges including the changes in fair value of contingent consideration and compensation expense related to cash-based earn-out mechanisms dependent upon continued employment, share-based compensation related to investment consideration, certain impairment expense, and restructuring charges. We include insurance proceeds that are not recognized within operating income. We do not allocate non-operating income, including realized gains and losses on currency hedges, to our segment results.
Our balance sheet information is not presented to the CODM on an allocated basis, and therefore we do not present asset information by segment. We do present other segment information to the CODM, which includes purchases of property, plant and equipment and capitalization of software and website development costs, and therefore include that information in the tables below.

89


Revenue by segment is based on the business-specific websites or sales channel through which the customer’s order was transacted. The following tables set forth revenue by reportable segment, as well as disaggregation of revenue by major geographic region and reportable segment.
Year Ended June 30, Year Ended June 30,
202120202019 202320222021
Revenue:Revenue:Revenue:
Vistaprint$1,444,807 $1,337,291 $1,508,322 
VistaVista$1,613,887 $1,514,909 $1,428,255 
PrintBrothersPrintBrothers421,766 417,921 443,987 PrintBrothers578,431 526,952 421,766 
The Print GroupThe Print Group275,534 275,214 325,872 The Print Group346,949 329,590 275,534 
National PenNational Pen313,528 299,474 348,409 National Pen366,294 341,832 313,528 
All Other BusinessesAll Other Businesses192,038 173,789 136,202 All Other Businesses213,455 205,862 192,038 
Total segment revenueTotal segment revenue2,647,673 2,503,689 2,762,792 Total segment revenue3,119,016 2,919,145 2,631,121 
Inter-segment eliminations (1)Inter-segment eliminations (1)(55,160)(22,331)(11,716)Inter-segment eliminations (1)(39,389)(31,590)(55,160)
Total consolidated revenueTotal consolidated revenue$2,592,513 $2,481,358 $2,751,076 Total consolidated revenue$3,079,627 $2,887,555 $2,575,961 
_____________________
(1) Refer to the "Revenue by Geographic Region" tables below for detail of the inter-segment revenue within each respective segment. The decrease of inter-segment eliminations is the result of significant cross-business transactions during the fiscal year ended June 30, 2021 associated with the fulfillment of masks in response to the pandemic. Demand for this product was far lower in the years ended June 30, 2023 and 2022.

Year Ended June 30, 2023
VistaPrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:
North America$1,155,000 $— $— $216,690 $181,145 $1,552,835 
Europe366,244 576,719 337,012 122,007 — 1,401,982 
Other91,066 — — 7,772 25,972 124,810 
Inter-segment1,577 1,712 9,937 19,825 6,338 39,389 
   Total segment revenue1,613,887 578,431 346,949 366,294 213,455 3,119,016 
Less: inter-segment elimination(1,577)(1,712)(9,937)(19,825)(6,338)(39,389)
Total external revenue$1,612,310 $576,719 $337,012 $346,469 $207,117 $3,079,627 
Year Ended June 30, 2022
Vista (1)PrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:
North America$1,063,390 $— $— $193,056 $177,868 $1,402,222 
Europe353,275 525,224 322,315 113,820 — 1,304,175 
Other94,874 — — 20,058 23,675 181,158 
Inter-segment3,370 1,728 7,275 14,898 4,319 31,590 
   Total segment revenue1,514,909 526,952 329,590 341,832 205,862 2,919,145 
Less: inter-segment elimination(3,370)(1,728)(7,275)(14,898)(4,319)(31,590)
Total external revenue$1,511,539 $525,224 $322,315 $326,934 $201,543 $2,887,555 

8890


Year Ended June 30, 2021Year Ended June 30, 2021
VistaprintPrintBrothersThe Print GroupNational PenAll OtherTotalVista (1)PrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:Revenue by Geographic Region:Revenue by Geographic Region:
North AmericaNorth America$955,280 $$$154,857 $171,398 $1,281,535 North America$984,910 $— $— $154,857 $171,398 $1,281,535 
EuropeEurope350,270 420,946 258,230 106,004 1,135,450 Europe354,546 420,946 258,230 106,004 — 1,135,450 
OtherOther136,919 — — 20,762 17,847 175,528 Other86,461 — — 20,762 17,847 158,976 
Inter-segmentInter-segment2,338 820 17,304 31,905 2,793 55,160 Inter-segment2,338 820 17,304 31,905 2,793 55,160 
Total segment revenue Total segment revenue1,444,807 421,766 275,534 313,528 192,038 2,647,673  Total segment revenue1,428,255 421,766 275,534 313,528 192,038 2,631,121 
Less: inter-segment eliminationLess: inter-segment elimination(2,338)(820)(17,304)(31,905)(2,793)(55,160)Less: inter-segment elimination(2,338)(820)(17,304)(31,905)(2,793)(55,160)
Total external revenueTotal external revenue$1,442,469 $420,946 $258,230 $281,623 $189,245 $2,592,513 Total external revenue$1,425,917 $420,946 $258,230 $281,623 $189,245 $2,575,961 

__________________
Year Ended June 30, 2020
VistaprintPrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:
North America$928,668 $$$154,632 $153,795 $1,237,095 
Europe325,239 416,987 269,220 112,046 1,123,492 
Other77,204 — — 24,990 18,577 120,771 
Inter-segment6,180 934 5,994 7,806 1,417 22,331 
   Total segment revenue1,337,291 417,921 275,214 299,474 173,789 2,503,689 
Less: inter-segment elimination(6,180)(934)(5,994)(7,806)(1,417)(22,331)
Total external revenue$1,331,111 $416,987 $269,220 $291,668 $172,372 $2,481,358 

Year Ended June 30, 2019
VistaprintPrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:
North America$1,040,928 $$$179,425 $112,216 $1,332,569 
Europe373,768 442,760 325,076 134,381 1,275,985 
Other87,775 — — 30,874 23,873 142,522 
Inter-segment5,851 1,227 796 3,729 113 11,716 
   Total segment revenue1,508,322 443,987 325,872 348,409 136,202 2,762,792 
Less: inter-segment elimination(5,851)(1,227)(796)(3,729)(113)(11,716)
Total external revenue$1,502,471 $442,760 $325,076 $344,680 $136,089 $2,751,076 


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(1) During the fourth quarter of fiscal year 2023, we identified an immaterial error in our previously disclosed revenue by geographic area for our Vista reportable segment for the fiscal years ended June 30, 2022 and 2021, which understated revenue in North America and Europe, with an offsetting overstatement in the Other geographies. We have corrected the disclosed figures as included herein.
The following table includes segment EBITDA by reportable segment, total income from operations, and total (loss) income before income taxes:
Year Ended June 30, Year Ended June 30,
202120202019 202320222021
Segment EBITDA:Segment EBITDA:Segment EBITDA:
Vistaprint$324,715 $366,334 $349,697 
VistaVista$224,081 $195,321 $318,684 
PrintBrothersPrintBrothers43,144 39,373 43,474 PrintBrothers70,866 66,774 43,144 
The Print GroupThe Print Group43,126 51,606 63,997 The Print Group60,089 58,664 43,126 
National PenNational Pen11,644 7,605 17,299 National Pen23,714 26,845 11,644 
All Other BusinessesAll Other Businesses31,707 17,474 (6,317)All Other Businesses25,215 23,227 31,707 
Total segment EBITDATotal segment EBITDA454,336 482,392 468,150 Total segment EBITDA403,965 370,831 448,305 
Central and corporate costsCentral and corporate costs(135,398)(140,398)(117,295)Central and corporate costs(133,539)(143,958)(129,367)
Depreciation and amortizationDepreciation and amortization(173,212)(167,943)(172,957)Depreciation and amortization(162,428)(175,681)(173,212)
Waltham, MA lease depreciation adjustment (1)4,120 
Proceeds from insuranceProceeds from insurance(122)Proceeds from insurance— — (122)
Earn-out related charges54 
Share-based compensation related to investment consideration(2,893)
Certain impairments and other adjustments (2)Certain impairments and other adjustments (2)(20,453)(104,593)(10,700)Certain impairments and other adjustments (2)(6,932)9,709 (20,453)
Restructuring-related chargesRestructuring-related charges(1,641)(13,543)(12,054)Restructuring-related charges(43,757)(13,603)(1,641)
Interest expense for Waltham, MA lease (1)7,236 
Total income from operationsTotal income from operations123,510 55,969 163,607 Total income from operations57,309 47,298 123,510 
Other (expense) income, net(11,835)22,874 26,476 
Other income (expense), netOther income (expense), net18,498 61,463 (19,353)
Interest expense, netInterest expense, net(119,368)(75,840)(63,171)Interest expense, net(112,793)(99,430)(119,368)
Loss on early extinguishment of debt(48,343)
Gain (loss) on early extinguishment of debtGain (loss) on early extinguishment of debt6,764 — (48,343)
(Loss) income before income taxes(Loss) income before income taxes$(56,036)$3,003 $126,912 (Loss) income before income taxes$(30,222)$9,331 $(63,554)
___________________
(1) Upon the adoption of the new leasing standard on July 1, 2019, our Waltham, MA lease, which was previously classified as build-to-suit, is now classified as an operating lease under the new standard. Therefore, the Waltham depreciation and interest expense adjustments that were made in comparative periods are no longer made after such adoption as any impact from the Waltham lease is now reflected in operating income.
 Year Ended June 30,
 202320222021
Depreciation and amortization:
Vista$58,464 $65,489 $58,513 
PrintBrothers18,135 20,790 22,089 
The Print Group22,810 25,657 27,066 
National Pen21,366 24,261 25,123 
All Other Businesses17,694 18,536 19,811 
Central and corporate costs23,959 20,948 20,610 
Total depreciation and amortization$162,428 $175,681 $173,212 
(2) For the year ended June 30, 2021, certain impairments and other adjustments includes lease impairment and abandonment charges for two leased locations totaling $19,882. Refer to Note 16 for additional details. For the year ended June 30, 2020, certain impairments and other adjustments includes impairments of goodwill defined by ASC 350 - "Intangibles - Goodwill and Other" of $100,842, as well as losses of $1,520 recognized for fair value adjustments to the disposal group related to our VIDA sale. During the year ended June 30, 2019 we recognized reserves for loans as defined by ASC 326 - "Financial Instruments - Credit Losses".
 Year Ended June 30,
 202120202019
Depreciation and amortization:
Vistaprint$58,513 $59,029 $67,317 
PrintBrothers22,089 21,010 22,108 
The Print Group27,066 24,769 29,437 
National Pen25,123 23,654 21,642 
All Other Businesses19,811 23,755 17,068 
Central and corporate costs20,610 15,726 16,199 
Total depreciation and amortization$173,212 $167,943 $173,771 

9091


Year Ended June 30,Year Ended June 30,
202120202019202320222021
Purchases of property, plant and equipment:
Vistaprint$12,332 $15,986 $32,820 
Purchases of property, plant, and equipment:Purchases of property, plant, and equipment:
VistaVista$17,604 $17,198 $12,332 
PrintBrothersPrintBrothers3,609 4,315 3,521 PrintBrothers4,422 3,788 3,609 
The Print GroupThe Print Group11,847 17,136 7,908 The Print Group19,683 19,877 11,847 
National PenNational Pen3,603 5,016 8,346 National Pen6,003 4,332 3,603 
All Other BusinessesAll Other Businesses5,466 4,242 16,996 All Other Businesses4,793 7,027 5,466 
Central and corporate costsCentral and corporate costs1,667 3,772 972 Central and corporate costs1,267 1,818 1,667 
Total purchases of property, plant and equipmentTotal purchases of property, plant and equipment$38,524 $50,467 $70,563 Total purchases of property, plant and equipment$53,772 $54,040 $38,524 

Year Ended June 30,Year Ended June 30,
202120202019202320222021
Capitalization of software and website development costs:Capitalization of software and website development costs:Capitalization of software and website development costs:
Vistaprint$28,297 $18,381 $23,369 
VistaVista$22,559 $30,994 $28,297 
PrintBrothersPrintBrothers1,465 990 1,787 PrintBrothers2,010 1,139 1,465 
The Print GroupThe Print Group1,603 1,484 2,327 The Print Group2,997 2,419 1,603 
National PenNational Pen3,115 3,290 3,624 National Pen2,913 3,390 3,115 
All Other BusinessesAll Other Businesses3,746 3,684 2,948 All Other Businesses4,299 4,097 3,746 
Central and corporate costsCentral and corporate costs22,711 16,163 14,597 Central and corporate costs23,009 23,258 22,711 
Total capitalization of software and website development costsTotal capitalization of software and website development costs$60,937 $43,992 $48,652 Total capitalization of software and website development costs$57,787 $65,297 $60,937 
Enterprise Wide Disclosures:
    The following tables settable sets forth revenues by significant geographic area:
 Year Ended June 30,
 20232022 (1)2021 (1)
United States$1,407,691 $1,320,347 $1,226,606 
Germany460,516 420,041 353,253 
Other (2)1,211,420 1,147,167 996,102 
Total revenue$3,079,627 $2,887,555 $2,575,961 
__________________
(1) During the fourth quarter of fiscal year 2023, we identified an immaterial error in our previously disclosed revenue by geographic area for the fiscal year ended June 30, 2022 and groups of similar products2021, which understated revenue in the United States and services:Germany, with an offsetting overstatement in the Other geographies. We have corrected the disclosed figures as included herein.
 Year Ended June 30,
 202120202019
United States$1,199,436 $1,251,531 $1,361,438 
Germany (1)350,281 351,348 367,375 
Other (2)1,042,796 878,479 1,022,263 
Total revenue$2,592,513 $2,481,358 $2,751,076 
Year Ended June 30,
202120202019
Physical printed products and other (3)$2,477,158 $2,431,367 $2,700,167 
Digital products/services (4)115,355 49,991 50,909 
Total revenue$2,592,513 $2,481,358 $2,751,076 
__________________
(1) Our revenues within the German market exceeded 10% of our total consolidated revenue. Therefore, we have presented Germany as a significant geographic area.
(2) Our other revenue includes Ireland, our country of domicile.
(3)The following table sets forth revenues by groups of similar products and services:
Year Ended June 30,
202320222021
Physical printed products and other (1)$2,990,041 $2,789,600 $2,477,158 
Digital products and services89,586 97,955 98,803 
Total revenue$3,079,627 $2,887,555 $2,575,961 
__________________
(1) Other revenue includes miscellaneous items, which account for less than 1% of revenue.
(4) Digital products/service revenue includes revenue associated with design services and for the year ended June 30, 2021 includes revenue from our 99designs business which was acquired on October 1, 2020. Refer to Note 7 for additional details.
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The following table sets forth long-lived assets by geographic area:
June 30, 2021June 30, 2020 June 30, 2023June 30, 2022
Long-lived assets (1):Long-lived assets (1):  Long-lived assets (1):  
United States(2)United States(2)$107,868 $161,853 United States(2)$83,956 $95,589 
NetherlandsNetherlands75,996 82,897 Netherlands65,547 67,240 
CanadaCanada60,779 67,367 Canada57,328 58,498 
SwitzerlandSwitzerland68,880 58,013 Switzerland73,857 72,394 
ItalyItaly47,776 46,317 Italy42,377 48,262 
FranceFrance29,302 25,383 
JamaicaJamaica20,550 21,563 Jamaica17,834 18,744 
AustraliaAustralia21,298 19,695 Australia19,664 17,751 
France25,417 23,917 
Japan(3)Japan(3)14,891 15,430 Japan(3)— 11,392 
OtherOther96,063 94,922 Other114,503 90,677 
TotalTotal$539,518 $591,974 Total$504,368 $505,930 
___________________
(1) Excludes goodwill of $726,979$781,541 and $621,904,$766,600, intangible assets, net of $186,744$109,196 and $209,228,$154,730, deferred tax assets of$149,618 $12,740 and $143,496,$113,088, and marketable securities, non-current of $50,713$4,497 and zero as of June 30, 20212023 and June 30, 2020,2022, respectively.
(2) The decrease of the United States long-lived assets is primarily driven by the termination of our Waltham, MA lease in August 2022 that resulted in a reduction to the operating lease asset and related leasehold improvements.
(3) The decrease in Japan's long-lived assets is due to the planned sale of the land and building, which resulted in the classification of the carrying value as prepaid expenses and other current assets because it meets held-for-sale criteria as of June 30, 2023. Refer to Note 18 for additional details.
16. Leases
We lease certain machinery and plant equipment, office space, and production and warehouse facilities under non-cancelable operating leases that expire on various dates through 2034.2037. Our finance leases primarily relate to machinery and plant equipment. Over the past three years, we continually assessed our leased real estate footprint as a facet of our evolving remote-first operating model for many of our employees, which resulted in a decrease to our leased real estate portfolio over this period of time.
The following table presents the classification of right-of-use assets and lease liabilities as of June 30, 20212023 and 2020:2022:
LeasesLeasesConsolidated Balance Sheet ClassificationJune 30, 2021June 30, 2020LeasesConsolidated Balance Sheet ClassificationJune 30, 2023June 30, 2022
Assets:Assets:Assets:
Operating right-of-use assetsOperating right-of-use assetsOperating lease assets, net (1)$87,626 $156,258 Operating right-of-use assetsOperating lease assets, net$76,776 $80,694 
Finance right-of-use assetsFinance right-of-use assetsProperty, plant, and equipment, net (2)35,384 20,842 Finance right-of-use assetsProperty, plant, and equipment, net30,616 19,181 
Total lease assetsTotal lease assets$123,010 $177,100 Total lease assets$107,392 $99,875 
Liabilities:Liabilities:Liabilities:
Current:Current:Current:
Operating lease liabilities Operating lease liabilitiesOperating lease liabilities, current (1)$26,551 $41,772  Operating lease liabilitiesOperating lease liabilities, current$22,559 $27,706 
Finance lease liabilities Finance lease liabilitiesOther current liabilities (2)32,314 8,055  Finance lease liabilitiesOther current liabilities9,938 6,684 
Non-current:Non-current:Non-current:
Operating lease liabilities Operating lease liabilitiesOperating lease liabilities, non-current66,222 128,963  Operating lease liabilitiesOperating lease liabilities, non-current56,668 57,474 
Finance lease liabilities Finance lease liabilitiesOther liabilities18,528 18,617  Finance lease liabilitiesOther liabilities29,822 14,699 
Total lease liabilitiesTotal lease liabilities$143,615 $197,407 Total lease liabilities$118,987 $106,563 
__________________
(1) The decrease in operating lease assets and liabilities is due primarily to the Waltham lease modifications described below.
(2) The increase in finance lease assets and liabilities is due primarily to the lease modification described below within the "Other Lease Modification" section.
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The following table represents the lease expenses for the years ended June 30, 20212023 and 2020:2022:
Year Ended
June 30, 2021June 30, 2020
Operating lease expense (1)$36,803 $43,058 
Finance lease expense:
    Amortization of finance lease assets5,557 5,766 
    Interest on lease liabilities211 698 
Variable lease expense7,846 10,775 
Less: sublease income(2,309)(3,545)
Net operating and finance lease cost$48,108 $56,752 
__________________
(1) The decrease in operating lease expense for the fiscal year ended June 30, 2021 is driven primarily by the Waltham lease modification described below.
Year Ended
June 30, 2023June 30, 2022
Operating lease expense$30,240 $26,975 
Finance lease expense:
    Amortization of finance lease assets4,565 5,892 
    Interest on lease liabilities205 305 
Variable lease expense6,821 7,550 
Less: sublease income(833)(86)
Net operating and finance lease cost$40,998 $40,636 
Future minimum lease payments under non-cancelable leases as of June 30, 20212023 were as follows:
Payments Due by PeriodPayments Due by PeriodOperating lease obligationsFinance lease obligationsTotal lease obligationsPayments Due by PeriodOperating lease obligationsFinance lease obligationsTotal lease obligations
Less than 1 yearLess than 1 year$29,527 $32,873 $62,400 Less than 1 year$24,159 $10,904 $35,063 
2 years2 years25,125 6,738 31,863 2 years19,464 6,080 25,544 
3 years3 years20,377 5,511 25,888 3 years13,466 6,072 19,538 
4 years4 years12,397 4,326 16,723 4 years8,998 4,364 13,362 
5 years5 years7,270 2,181 9,451 5 years5,991 2,482 8,473 
ThereafterThereafter6,899 1,293 8,192 Thereafter16,990 13,310 30,300 
TotalTotal101,595 52,922 154,517 Total89,068 43,212 132,280 
Less: present value discountLess: present value discount(8,822)(2,080)(10,902)Less: present value discount(9,841)(3,452)(13,293)
Lease liabilityLease liability$92,773 $50,842 $143,615 Lease liability$79,227 $39,760 $118,987 
    Other information about leases is as follows:
Lease Term and Discount RateJune 30, 2021June 30, 2020
Weighted-average remaining lease term (years):
    Operating leases4.286.18
    Finance leases (1)10.714.61
Weighted-average discount rate:
    Operating leases3.17 %2.83 %
    Finance leases3.93 %2.62 %
__________________
(1) The increase to finance leases' weighted-average lease term is largely due to the reclassification of an operating lease to a finance lease upon giving notice to a landlord to exercise our purchase option under an existing lease. Refer to the "Other Lease Modification" section below for more details.
Lease Term and Discount RateJune 30, 2023June 30, 2022
Weighted-average remaining lease term (years):
    Operating leases5.744.32
    Finance leases8.693.89
Weighted-average discount rate:
    Operating leases5.20 %3.71 %
    Finance leases6.23 %2.79 %

Our leases have remaining lease terms of 1 year to 1415 years, inclusive of renewal or termination options that we are reasonably certain to exercise.
Year Ended
Supplemental Cash Flow InformationJune 30, 2021June 30, 2020
Cash paid for amounts included in measurement of lease liabilities:
    Operating cash flows from operating leases (1)$47,327 $40,777 
    Operating cash flows from finance leases211 698 
    Financing cash flows from finance leases8,001 9,511 
Year Ended
Supplemental Cash Flow InformationJune 30, 2023June 30, 2022
Cash paid for amounts included in measurement of lease liabilities:
    Operating cash flows from operating leases$31,161 $26,641 
    Operating cash flows from finance leases205 305 
    Financing cash flows from finance leases (1)8,290 37,512 
__________________
(1) The operating leasedecrease in financing cash flows included $8,761 of termination feesfrom finance leases is driven by the non-recurring purchase option exercise for a leased facility in fiscal year 2022, with the Waltham lease modification as describedpurchased facility being subsequently sold. Refer to additional details below.
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Purchase and Sale of a Leased Facility
During fiscal year 2022, we paid $27,885 to exercise the purchase option available for one of our leased facilities, immediately sold the facility to a separate third party for $23,226, and recognized a $3,324 gain on the sale within general and administrative expense on our consolidated statement of operations. The purchase option exercise was presented as a financing activity on our consolidated statement of cash flows while the sale of the facility was presented as an investing activity. Prior to the purchase and sale, as required under our long-lived asset policy, we identified a triggering event in fiscal year 2021 for this leased facility and abandoned equipment, which resulted in impairment charges of $7,420 and $1,680, respectively, that were recognized in general and administrative expense on the consolidated statement of operations.
Waltham Lease Modification
On January 6,During fiscal year 2021, we entered into an arrangement that modifiesmodified the lease agreement for our Waltham, Massachusetts office location, which resultsresulted in us retaining a small portion of the previously leased office space in exchange for a reduction to our monthly rent payments for the space we no longer lease. As partlease and the payment of the agreement, we were required to pay aan early termination fee of $8,761 in two equal installments. The first payment was made on January 6, 2021, and the remaining amount was paid on April 1, 2021. The termination fee is inclusive of the rent that would have otherwise been paid on the leased space through June 2021 while it remained vacant. We separately entered into a lease agreement for a new office location in Waltham, Massachusetts which commenced on June 1, 2021. Prior to the amendment, the total remaining lease commitments through September 2026 were $64,811. Under the modified lease term, combined with the new lease arrangement, the total lease commitments through September 2026 will be $20,183, excluding the termination penalties included above.

$8,761. Due to the partial termination of the lease, we recordedrecognized a decreasegain of $1,156 in general and administrative expense on the consolidated statement of operations for the year ended June 30, 2021. As required under our long-lived asset policy, we identified a triggering event with regards to the operating lease liabilities of $47,801 to reflect the reduced lease payments, including the termination penalties. We also recorded a decreasemodified right-of-use asset and abandoned property, plant and equipment related to the operating lease asset of $46,645 based on the proportionate decrease in the right-of-use asset,vacated space, which resulted in a gainimpairments of $1,156,$7,489 and $4,483, respectively, which were recognized in general and administrative expense on the consolidated statement of operations for the year ended June 30, 2021.

Due to our plans to no longer occupy the remaining leased office space and instead market the space to be subleased, we identified a triggering event with regards to the modified right-of-use asset. Therefore, we performed a discounted cash flow analysis that considered market-based rent assumptions, which resulted in an impairment of the right-of-use asset of $7,489 which was recognized in general and administrative expense on the consolidated statement of operations for the year ended June 30, 2021. Additionally, we recorded an impairment to general and administrative expense for abandoned assets related to the vacated space totaling $4,483, which included $2,787 in subtenant allowances, $1,312 in leasehold improvements, and $384 in furniture and fixtures.

Other Lease Modification

During the quarter ended March 31, 2021, we identified a triggering event due to a change in our intended use of the right-of-use asset of another one of our leased facilities, as we have committed to plans to exit the space and instead market it to be subleased or sold. We assessed the lease for impairment and performed a discounted cash flow analysis using current market-based rent assumptions, which resulted in an impairment of $7,420 that was recognized in general and administrative expense on the consolidated statement of operations for the year ended June 30, 2021. This impairment resulted in a decrease to the right of use asset totaling $5,280 and to the related leasehold improvements included within property, plant and equipment totaling $2,140. Additionally, we recorded an impairment for abandoned equipment in the amount of $1,680 that was recognized in general and administrative expense for the year ended June 30, 2021.

On June 1, 2021, we gave notice to the landlord of one of our leased facilities to exercise our purchase option under the existing lease, which triggered a remeasurement event as the purchase option is now considered reasonably certain of occurring. We also executed a letter of intent during the current quarter to sell the building to an unrelated third-party, which would occur simultaneously with our exercise of the purchase option. The lease was previously recognized as an operating lease and our intent to now purchase the leased facility resulted in a modification of the lease and reclassification to a finance lease. The modification increased our lease liability to include the estimated purchase option amount, which remains subject to change as the purchase option amount is based on fair market value with an embedded floor. This modification resulted in an increase to the lease liability and asset of $8,201 and recognition of a finance lease asset of $15,860 and a corresponding liability of $23,959.
17. Commitments and Contingencies
Debt
    The required principal payments due during the next five fiscal years and thereafter under our outstanding long-term debt obligations at June 30, 2023 are as follows:
2024$14,063 
202514,187 
2026560,317 
202711,613 
20281,053,809 
Total$1,653,989 
Purchase Obligations
At June 30, 2021,2023, we had unrecorded commitments under contract of $245,149, including$222,860. These commitments consist of inventory, third-party webfulfillment, and digital services of $95,497, inventory and$100,327; third-party fulfillment purchase commitmentscloud services of $55,530,$74,912; software of $47,694,$13,678; advertising of $13,047,$10,070; professional and consulting fees of $6,245; production and computer equipment purchases of $14,722, professional and consulting fees of $7,438,$3,853; and other unrecorded purchase commitments of $11,221.$13,775.

Lease Arrangements
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Debt
The required principal payments due during the next five fiscal yearsWe lease certain assets, including manufacturing facilities, machinery and thereafterplant equipment, and office space under our outstanding long-term debt obligations at June 30, 2021 are as follows:
2022$13,330 
202315,614 
202415,247 
202513,718 
2026612,527 
Thereafter1,094,420 
Total$1,764,856 
lease agreements. Refer to Note 16 for additional details.
Other Obligations
WeIn February 2023, we made a $6,875 deferred paymentspayment for several of our acquisitionsDepositphotos acquisition, resulting in the recognition of a liability of $45,025 in aggregateno outstanding acquisition-related deferred liabilities as of June 30, 2021. As of June 30, 2021, this balance includes the deferred payment related to the 99designs acquisition in the amount of $44,423 due in February 2022. Refer to Note 7 for additional details.2023.
Legal Proceedings
We are not currently party to any material legal proceedings. Although we cannot predict with certainty the results of litigation and claims to which we may be subject from time to time, we do not expect the resolution of any
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of our current matters to have a material adverse impact on our consolidated results of operations, cash flows, or financial position. For all legal matters, at each reporting period, we evaluate whether or not a potential loss amount or a potential range of loss is probable and reasonably estimable under the provisions of the authoritative guidance that addresses accounting for contingencies. We expense the costs relating to our legal proceedings as those costs are incurred.

18. Restructuring Charges

Restructuring costs include one-time employee termination benefits, acceleration of share-based compensation, write-off of assets, costs to exit loss-making operations, and other related costs, including third-party professional and outplacement services. TheAll restructuring charges included in our consolidated statement of operations forcosts are excluded from segment and adjusted EBITDA. During the years ended June 30, 2023, 2022, and 2021, 2020,we recognized restructuring charges of $43,757, $13,603, and 2019$1,641, respectively.

Fiscal Year 2023

During the year ended June 30, 2023, we recognized restructuring charges of $43,757. The majority of these costs related to actions taken in our Vista business and central teams during March 2023 that were$1,641,$13,543, intended to reduce costs and $12,054, respectively.support expanded profitability, reduced leverage, and increased speed, focus, and accountability. For the year ended June 30, 2023, we recognized restructuring charges of $28,840 and $9,645 in our Vista business and central and corporate costs, respectively, which collectively included $30,175 from the March action described above. The remaining restructuring charges relate to prior actions taken to prioritize our investments, including our exit from the Japanese market. Most of these costs related to employee termination benefits, and, to a lesser extent, share-based compensation expense for the accelerated vesting of equity awards as well as third-party consulting costs. A portion of the restructuring charge in our Vista business included the impairment of assets from our exit of the Japanese market of $5,397.

We also recognized restructuring charges of $1,715 in our National Pen business for the year ended June 30, 2023, which included employee termination benefits for previously announced actions to exit the Japanese market and to migrate our European production operations from Ireland to the Czech Republic. Additionally, we recognized restructuring costs of $3,556 for the year ended June 30, 2023 in our All Other Businesses reportable segment for our previously announced exit from the Chinese market, which included employee termination benefits and the write-off of certain assets.

We do not expect any additional material charges for these restructuring actions.

Fiscal Year 2022

During the year ended June 30, 2022, we recognized restructuring charges of $13,603, primarily due to decisions to reduce costs in certain areas including exiting operations in Japan and China, while also taking additional headcount actions in our Vista business and in our central technology team. During the year ended June 30, 2022, we recognized restructuring expense related to these actions of $7,492 in our Vista reportable segment, $1,093 in our All Other Businesses reportable segment, and $854 in our central and corporate costs. Additionally, our National Pen business recognized restructuring expense of $4,178 during the year ended June 30, 2022, incurred for both the decision to move its European production operations from Ireland to the Czech Republic and the decision to exit the Japan market.

Fiscal Year 2021

During the year ended June 30, 2021, we recognized restructuring charges of of $1,641, primarily due to organizational changes within The Print Group segment totaling $1,966 intended to streamline certain activities. This was partially offset by changes in estimate related to prior period actions of $325. We do not expect any material charges to be incurred in future periods related to each of these initiatives.

During the year ended June 30, 2020, we recognized restructuring charges of $13,543, consisting of charges of $5,734 within our Vistaprint reportable segment as we evolved our organizational structure, including our reorganization of the technology team. We also recognized $3,532 in charges within our central and corporate costs, due to the coordinated reorganization of technology teams with our Vistaprint business. We also incurred charges of $3,211, $535, and $475 in our National Pen, All Other Businesses and The Print Group reportable segments, respectively during the year ended June 30, 2020, for various cost reduction measures primarily in response to the pandemic. These restructuring actions were completed during fiscal year 2020.
During the year ended June 30, 2019, we recognized restructuring charges of $12,054, primarily related to a restructuring action within our Vistaprint business, resulting in $8,467 of charges. The Vistaprint action included changes to the leadership team, as well as other reductions in headcount and associated costs. We also incurred individually immaterial restructuring charges in The Print Group, All Other Businesses reportable segments, and Central and Corporate cost center of $2,223, $1,197, and $167, respectively. These restructuring actions were completed during fiscal year 2019.2021.

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The following table summarizes the restructuring activity during the years ended June 30, 20212023 and 2020:2022.
Severance and Related BenefitsOther Restructuring CostsTotalSeverance and Related BenefitsOther Restructuring CostsAccrued restructuring liability
Accrued restructuring liability as of June 30, 2019$3,045 $167 $3,212 
Balance as of June 30, 2021Balance as of June 30, 2021$402 $— $402 
Restructuring chargesRestructuring charges13,312 291 13,603 
Cash paymentsCash payments(265)— (265)
Non-cash chargesNon-cash charges— (291)(291)
Balance as of June 30, 2022Balance as of June 30, 202213,449 — 13,449 
Restructuring chargesRestructuring charges13,193 350 13,543 Restructuring charges33,694 10,063 43,757 
Cash paymentsCash payments(8,647)(440)(9,087)Cash payments(37,147)— (37,147)
Non-cash charges (1)Non-cash charges (1)(1,622)(1,622)Non-cash charges (1)(2,429)(10,063)(12,492)
Accrued restructuring liability as of June 30, 20205,969 77 6,046 
Restructuring charges998 643 1,641 
Cash payments(6,565)— (6,565)
Non-cash charges (1)— (720)(720)
Accrued restructuring liability as of June 30, 2021$402 $$402 
Balance as of June 30, 2023Balance as of June 30, 2023$7,567 $— $7,567 
__________________________________
(1) Non-cash charges primarily includeDuring the write-off of property, plant and equipment, net, which was recognized as part of the actions taken in The Print Group segment during thefiscal year ended June 30, 2021, and also2023, non-cash restructuring charges primarily includes the accelerationloss recorded on assets for our Japan and China exits, and share-based compensation expense upon modification to accelerate the vesting of share basedshare-based compensation expensesawards for the year ended June 30, 2020.actions described above.
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Item 9. Changes in and Disagreement with Accountants on Accounting and Financial Disclosure
    None.
Item 9A. Controls and Procedures
Disclosure Controls and Procedures
Our management, with the participation of our chief executive officer and chief financial officer, evaluated the effectiveness of our disclosure controls and procedures as of June 30, 2021.2023. The term “disclosure controls and procedures,” as defined in Rules 13a-15(e) and 15d-15(e) under the Securities Exchange Act of 1934, or the Exchange Act, means controls and other procedures of a company that are designed to ensure that information required to be disclosed by a company in the reports that it files or submits under the Exchange Act is recorded, processed, summarized and reported, within the time periods specified in the SEC’s rules and forms. Disclosure controls and procedures include, without limitation, controls and procedures designed to ensure that information required to be disclosed by a company in the reports that it files or submits under the Exchange Act is accumulated and communicated to the company’s management, including its principal executive and principal financial officers, as appropriate to allow timely decisions regarding required disclosure. Management recognizes that any controls and procedures, no matter how well designed and operated, can provide only reasonable assurance of achieving their objectives and management necessarily applies its judgment in evaluating the cost-benefit relationship of possible controls and procedures. Based on the evaluation of our disclosure controls and procedures as of June 30, 2021,2023, our chief executive officer and chief financial officer concluded that, as of such date, our disclosure controls and procedures were effective at the reasonable assurance level.
Changes in Internal Control Over Financial Reporting
There were no significant changes in our internal control over financial reporting (as defined in Rules 13a-15(f) and 15d-15(f) under the Exchange Act) during the three months ended June 30, 20212023 that materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.
Management's Report on Internal Control Over Financial Reporting
Our management is responsible for establishing and maintaining adequate internal control over financial reporting for the company. Internal control over financial reporting is defined in Rules 13a-15(f) and 15d-15(f) promulgated under the Exchange Act as a process designed by, or under the supervision of, the company’s chief executive officer and chief financial officer and effected by our Board of Directors, management and other personnel, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles and includes those policies and procedures that:

Pertain to the maintenance of records that in reasonable detail accurately and fairly reflect the transactions and dispositions of the assets of the company;
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Provide reasonable assurance that transactions are recorded as necessary to permit preparation of financial statements in accordance with generally accepted accounting principles, and that receipts and expenditures of the company are being made only in accordance with authorizations of management and directors of the company; and

Provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition, use or disposition of the company’s assets that could have a material effect on the financial statements.

Because of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Projections of any evaluation of effectiveness to future periods are subject to the risk that controls may become inadequate because of changes in conditions, or that the degree of compliance with the policies or procedures may deteriorate.

Our management assessed the effectiveness of our internal control over financial reporting as of June 30, 2021.2023. In making this assessment, our management used the criteria set forth in the Internal Control — Integrated Framework (2013) issued by the Committee of Sponsoring Organizations of the Treadway Commission (COSO). Based on our assessment, management concluded that, as of June 30, 2021,2023, our internal control over financial reporting is effective based on criteria in Internal Control - Integrated Framework (2013) issued by the COSO.
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PricewaterhouseCoopers LLP, our independent registered public accounting firm, has audited the effectiveness of our internal control over financial reporting as of June 30, 2021,2023, as stated in their report included on pages 45-46.page 45.
Item 9B. Other Information
None.On May 12, 2023, Sean Quinn, our Executive Vice President and Chief Financial Officer, adopted a plan for the sale of Cimpress ordinary shares that is intended to satisfy the affirmative defense conditions of Exchange Act Rule 10b5-1(c). The plan provides for the sales, on the dates and at the prices set forth in the plan, of up to 22,185 ordinary shares held by Mr. Quinn as of the date of the plan adoption plus additional shares Mr. Quinn receives upon the vesting of his RSU awards. The plan expires on May 4, 2024.
Item 9C. Disclosure Regarding Foreign Jurisdictions that Prevent Inspections
Not applicable.

PART III.III
Item 10. Directors, Executive Officers and Corporate Governance
The information required by this item is incorporated by reference to the information in the sections captioned “Information about our Directors and Executive Officers,” “Corporate Governance”Governance,” "Insider Trading Policy," and “Delinquent Section 16(a) Reports” contained in our definitive proxy statement for our 20212023 Annual General Meeting of Shareholders, which we refer to as our 20212023 Proxy Statement.
We have adopted a written code of business conduct and ethics that applies to all of our employees, including our principal executive officer and principal financial and accounting officer, and is available on our website at www.cimpress.com. We did not waive any provisions of this code during the fiscal year ended June 30, 2021.2023. If we amend, or grant a waiver under, our code of business conduct and ethics that applies to our principal executive, financial or accounting officers, or persons performing similar functions, we will post information about such amendment or waiver on our website at www.cimpress.com.
Item 11. Executive Compensation
The information required by this item is incorporated by reference to the information contained in the sections of our 20212023 Proxy Statement captioned “Compensation Discussion and Analysis," "Summary Compensation Tables," “Compensation of our Board of Directors"Directors," and “Compensation Committee Interlocks and Insider Participation.”
Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder
Matters
    
The information required by this item is incorporated by reference to the information contained in the sections of our 20212023 Proxy Statement captioned “Security Ownership of Certain Beneficial Owners and Management” and “Securities Authorized for Issuance Under Equity Compensation Plans.”



97


Item 13. Certain Relationships and Related Transactions, and Director Independence
The information required by this item is incorporated by reference to the information contained in the sections of our 20212023 Proxy Statement captioned “Certain Relationships and Related Transactions” and “Corporate Governance.”
Item 14. Principal Accountant Fees and Services
The information required by this item is incorporated by reference to the information contained in the section of our 20212023 Proxy Statement captioned “Independent Registered Public Accounting Firm Fees and Other Matters.”
9899


PART IV.IV
Item 6.15. Exhibits and Financial Statement Schedules


Exhibit No. Description
3.1 
4.1
4.2
4.3

4.4
4.5
10.1*
10.2* 
10.3*
10.4* 
10.5*
10.6*
10.7*10.6*
10.8*10.7*
10.9*10.8*
10.10*10.9*
10.11*10.10*
10.12*10.11*
10.13*10.12*
10.14*10.13*
10.15*10.14* 
10.16*10.15*
10.17*10.16*
10.18*10.17*
10.18*
10.19*
99100


10.19*10.20*
10.20*
10.21*
10.22*
10.23*
10.24*
10.25*
10.26*
10.25*10.27*
10.2610.28
10.2710.29
10.30
10.2810.31
19.1
21.1
23.1
31.1
31.2
32.1
97.1
101The following materials from this Annual Report on Form 10-K, formatted in Inline Extensible Business Reporting Language (iXBRL): (i) Consolidated Balance Sheets, (ii) Consolidated Statements of Operations, (iii) Statements of Shareholder's Equity, (iv) Consolidated Statements of Cash Flows and (v) Notes to Condensed Consolidated Financial Statements.
104Cover Page Interactive Data File (formatted as iXBRL and contained in Exhibit 101)
__________________
*Management contract or compensatory plan or arrangement

Item 16. Form 10-K Summary
    None.
100101


SIGNATURES
Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.
August 6, 20214, 2023                         Cimpress plc                                                    
 By: /s/ Robert S. Keane
Robert S. Keane
Founder and Chief Executive Officer
(Principal Executive Officer)


Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed below by the following persons on behalf of the registrant and in the capacities and on the dates indicated.

SignatureTitleDate
/s/ Robert S. KeaneFounder &and Chief Executive OfficerAugust 6, 20214, 2023
Robert S. Keane(Principal executive officer)
/s/ Sean E. QuinnChief Financial OfficerAugust 6, 20214, 2023
Sean E. Quinn(Principal financial and accounting officer)
/s/ Sophie A. GaspermentDirectorAugust 6, 20214, 2023
Sophie A. Gasperment
/s/ John J. Gavin Jr.DirectorAugust 6, 2021
John J. Gavin Jr.
/s/ Zachary S. SternbergDirectorAugust 6, 20214, 2023
Zachary S. Sternberg
/s/ Dessislava TemperleyDirectorAugust 4, 2023
Dessislava Temperley
/s/ Scott VassalluzzoDirectorAugust 6, 20214, 2023
Scott Vassalluzzo

101102