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

Form 10-Q
(Mark One)
QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
 For the quarterly period endedSeptember 30, 2022March 31, 2023
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 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 
Indicate by check mark whether the registrant is a shell company (as defined in Exchange Act Rule 12b-2).  Yes      No þ
As of OctoberApril 24, 2022,2023, there were 26,232,58126,322,666 Cimpress plc ordinary shares outstanding.




CIMPRESS PLC
QUARTERLY REPORT ON FORM 10-Q
For the Three and Nine Months Ended September 30, 2022March 31, 2023

TABLE OF CONTENTS

Page
PART I FINANCIAL INFORMATION
Item 1. Financial Statements (unaudited)
Consolidated Balance Sheets as of September 30, 2022March 31, 2023 and June 30, 2022
Consolidated Statements of Operations for the three and nine months ended September 30,March 31, 2023 and 2022 and 2021
Consolidated Statements of Comprehensive Loss(Loss) Income for the three and nine months ended September 30,March 31, 2023 and 2022 and 2021
Consolidated Statements of Shareholders' Deficit for the three and nine months ended September 30,March 31, 2023 and 2022 and 2021
Consolidated Statements of Cash Flows for the threenine months ended September 30,March 31, 2023 and 2022 and 2021
Notes to Consolidated Financial Statements
Item 2. Management's Discussion and Analysis of Financial Condition and Results of Operations
Item 3. Quantitative and Qualitative Disclosures About Market Risk
Item 4. Controls and Procedures
PART II OTHER INFORMATION
Item 1A. Risk Factors
Item 6. Exhibits
Signatures



PART I. FINANCIAL INFORMATION
Item 1. Financial Statements
CIMPRESS PLC
CONSOLIDATED BALANCE SHEETS
(unaudited in thousands, except share and per share data)
September 30,
2022
June 30,
2022
March 31,
2023
June 30,
2022
AssetsAssets  Assets  
Current assets:Current assets:  Current assets:  
Cash and cash equivalentsCash and cash equivalents$132,100 $277,053 Cash and cash equivalents$114,990 $277,053 
Marketable securitiesMarketable securities101,726 49,952 Marketable securities68,305 49,952 
Accounts receivable, net of allowances of $6,652 and $6,140, respectively
70,533 63,885 
Accounts receivable, net of allowances of $5,957 and $6,140, respectively
Accounts receivable, net of allowances of $5,957 and $6,140, respectively
67,869 63,885 
InventoryInventory153,504 126,728 Inventory116,379 126,728 
Prepaid expenses and other current assetsPrepaid expenses and other current assets121,428 108,697 Prepaid expenses and other current assets102,582 108,697 
Total current assetsTotal current assets579,291 626,315 Total current assets470,125 626,315 
Property, plant and equipment, netProperty, plant and equipment, net272,625 286,826 Property, plant and equipment, net284,128 286,826 
Operating lease assets, netOperating lease assets, net64,389 80,694 Operating lease assets, net75,406 80,694 
Software and website development costs, netSoftware and website development costs, net89,661 90,474 Software and website development costs, net95,511 90,474 
Deferred tax assetsDeferred tax assets114,020 113,088 Deferred tax assets10,093 113,088 
GoodwillGoodwill748,055 766,600 Goodwill787,291 766,600 
Intangible assets, netIntangible assets, net139,864 154,730 Intangible assets, net119,931 154,730 
Marketable securities, non-currentMarketable securities, non-current22,449 — Marketable securities, non-current6,466 — 
Other assetsOther assets67,693 48,945 Other assets44,486 48,945 
Total assetsTotal assets$2,098,047 $2,167,672 Total assets$1,893,437 $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$285,226 $313,710 Accounts payable$263,980 $313,710 
Accrued expensesAccrued expenses266,196 253,841 Accrued expenses300,013 253,841 
Deferred revenueDeferred revenue54,229 58,861 Deferred revenue55,222 58,861 
Short-term debtShort-term debt9,900 10,386 Short-term debt10,696 10,386 
Operating lease liabilities, currentOperating lease liabilities, current23,013 27,706 Operating lease liabilities, current23,855 27,706 
Other current liabilitiesOther current liabilities33,061 28,035 Other current liabilities21,824 28,035 
Total current liabilitiesTotal current liabilities671,625 692,539 Total current liabilities675,590 692,539 
Deferred tax liabilitiesDeferred tax liabilities48,418 41,142 Deferred tax liabilities43,759 41,142 
Long-term debtLong-term debt1,654,529 1,675,562 Long-term debt1,682,658 1,675,562 
Operating lease liabilities, non-currentOperating lease liabilities, non-current44,783 57,474 Operating lease liabilities, non-current53,404 57,474 
Other liabilitiesOther liabilities56,443 64,394 Other liabilities87,927 64,394 
Total liabilitiesTotal liabilities2,475,798 2,531,111 Total liabilities2,543,338 2,531,111 
Commitments and contingencies (Note 12)Commitments and contingencies (Note 12)Commitments and contingencies (Note 12)
Redeemable noncontrolling interestsRedeemable noncontrolling interests129,909 131,483 Redeemable noncontrolling interests11,974 131,483 
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 outstanding— — Preferred 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; 44,196,093 and 44,083,569 shares issued, respectively; 26,224,846 and 26,112,322 shares outstanding, respectively615 615 
Ordinary shares, nominal value €0.01 per share, 100,000,000 shares authorized; 44,285,490 and 44,083,569 shares issued, respectively; 26,314,243 and 26,112,322 shares outstanding, respectivelyOrdinary shares, nominal value €0.01 per share, 100,000,000 shares authorized; 44,285,490 and 44,083,569 shares issued, respectively; 26,314,243 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)Treasury shares, at cost, 17,971,247 shares for both periods presented(1,363,550)(1,363,550)
Additional paid-in capitalAdditional paid-in capital509,444 501,003 Additional paid-in capital528,983 501,003 
Retained earningsRetained earnings385,972 414,138 Retained earnings206,826 414,138 
Accumulated other comprehensive lossAccumulated other comprehensive loss(40,141)(47,128)Accumulated other comprehensive loss(35,291)(47,128)
Total shareholders’ deficit attributable to Cimpress plcTotal shareholders’ deficit attributable to Cimpress plc(662,417)(494,922)
Noncontrolling interests (Note 10)Noncontrolling interests (Note 10)542 — 
Total shareholders' deficitTotal shareholders' deficit(507,660)(494,922)Total shareholders' deficit(661,875)(494,922)
Total liabilities, noncontrolling interests and shareholders’ deficitTotal liabilities, noncontrolling interests and shareholders’ deficit$2,098,047 $2,167,672 Total liabilities, noncontrolling interests and shareholders’ deficit$1,893,437 $2,167,672 
See accompanying notes.
1


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF OPERATIONS
(unaudited in thousands, except share and per share data)
Three Months Ended September 30, Three Months Ended March 31,Nine Months Ended March 31,
20222021 2023202220232022
RevenueRevenue$703,415 $657,599 Revenue$742,164 $657,412 $2,290,781 $2,164,727 
Cost of revenue (1)Cost of revenue (1)377,735 338,989 Cost of revenue (1)394,908 347,452 1,228,036 1,110,378 
Technology and development expense (1)Technology and development expense (1)74,475 67,277 Technology and development expense (1)78,287 75,291 230,485 212,835 
Marketing and selling expense (1)Marketing and selling expense (1)200,930 174,697 Marketing and selling expense (1)187,234 194,618 593,312 577,931 
General and administrative expense (1)General and administrative expense (1)54,072 46,548 General and administrative expense (1)52,578 50,888 156,441 144,162 
Amortization of acquired intangible assetsAmortization of acquired intangible assets12,350 13,458 Amortization of acquired intangible assets11,239 14,180 35,951 41,520 
Restructuring expense (1)Restructuring expense (1)1,820 (309)Restructuring expense (1)30,115 3,420 43,142 3,418 
(Loss) income from operations(Loss) income from operations(17,967)16,939 (Loss) income from operations(12,197)(28,437)3,414 74,483 
Other income, netOther income, net27,397 13,170 Other income, net1,377 12,321 11,382 38,330 
Interest expense, netInterest expense, net(24,806)(25,688)Interest expense, net(30,515)(24,247)(83,918)(75,304)
(Loss) income before income taxes(Loss) income before income taxes(15,376)4,421 (Loss) income before income taxes(41,335)(40,363)(69,122)37,509 
Income tax expenseIncome tax expense9,365 9,381 Income tax expense8,475 29,529 143,969 56,208 
Net lossNet loss(24,741)(4,960)Net loss(49,810)(69,892)(213,091)(18,699)
Add: Net (income) attributable to noncontrolling interests(700)(1,738)
Less: Net loss (income) attributable to noncontrolling interestsLess: Net loss (income) attributable to noncontrolling interests484 (1,925)(1,676)(5,027)
Net loss attributable to Cimpress plcNet loss attributable to Cimpress plc$(25,441)$(6,698)Net loss attributable to Cimpress plc$(49,326)$(71,817)$(214,767)$(23,726)
Basic and diluted net loss per share attributable to Cimpress plcBasic and diluted net loss per share attributable to Cimpress plc$(0.97)$(0.26)Basic and diluted net loss per share attributable to Cimpress plc$(1.88)$(2.75)$(8.19)$(0.91)
Weighted average shares outstanding — basic and dilutedWeighted average shares outstanding — basic and diluted26,178,818 26,072,249 Weighted average shares outstanding — basic and diluted26,268,301 26,102,610 26,226,989 26,090,460 

(1) Share-based compensation is allocated as follows:
Three Months Ended September 30, Three Months Ended March 31,Nine Months Ended March 31,
20222021 2023202220232022
Cost of revenueCost of revenue$193 $116 Cost of revenue$42 $137 $411 $380 
Technology and development expenseTechnology and development expense3,041 2,903 Technology and development expense2,500 3,397 9,808 9,655 
Marketing and selling expenseMarketing and selling expense2,459 2,677 Marketing and selling expense(323)2,961 3,888 8,436 
General and administrative expenseGeneral and administrative expense4,782 5,310 General and administrative expense5,023 6,209 15,157 17,744 
Restructuring expenseRestructuring expense156 — Restructuring expense1,492 — 2,141 — 

See accompanying notes.
2


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF COMPREHENSIVE (LOSS) INCOME
(unaudited in thousands)
Three Months Ended September 30,
20222021
Net loss$(24,741)$(4,960)
Other comprehensive (loss) income, net of tax:
Foreign currency translation losses, net of hedges(8,182)(183)
Net unrealized gains (losses) on derivative instruments designated and qualifying as cash flow hedges16,760 (1,925)
Amounts reclassified from accumulated other comprehensive loss to net loss on derivative instruments(2,938)5,546 
Comprehensive loss(19,101)(1,522)
Add: Comprehensive loss (income) attributable to noncontrolling interests647 (881)
Total comprehensive loss attributable to Cimpress plc$(18,454)$(2,403)
Three Months Ended March 31,Nine Months Ended March 31,
2023202220232022
Net loss$(49,810)$(69,892)$(213,091)$(18,699)
Other comprehensive income (loss), net of tax:
Foreign currency translation (losses) gains, net of hedges(1,526)(4,281)1,412 (922)
Net unrealized (losses) gains on derivative instruments designated and qualifying as cash flow hedges(4,667)7,222 6,444 2,799 
Amounts reclassified from accumulated other comprehensive loss to net loss for derivative instruments(969)4,401 (771)17,715 
Gain on pension benefit obligation, net— — — 444 
Comprehensive (loss) income(56,972)(62,550)(206,006)1,337 
Add: Comprehensive loss (income) attributable to noncontrolling interests414 (1,563)3,076 (3,204)
Total comprehensive loss attributable to Cimpress plc$(56,558)$(64,113)$(202,930)$(1,867)
See accompanying notes.
3


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF SHAREHOLDERS' DEFICIT
(unaudited 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’
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, 2021Balance at June 30, 202144,080 $615 25 $28 (18,045)$(1,368,595)$459,904 $530,159 $(71,482)$(449,371)Balance at June 30, 202144,080 $615 25 $28 (18,045)$(1,368,595)$459,904 $530,159 $(71,482)$(449,371)
Restricted share units vested, net of shares withheld for taxesRestricted share units vested, net of shares withheld for taxes— — — — 54 3,516 (6,095)— — (2,579)Restricted share units vested, net of shares withheld for taxes— — — — 54 3,516 (6,095)— — (2,579)
Share-based compensation expenseShare-based compensation expense— — — — — — 11,129 — — 11,129 Share-based compensation expense— — — — — — 11,129 — — 11,129 
Net loss attributable to Cimpress plcNet loss attributable to Cimpress plc— — — — — — — (6,698)— (6,698)Net loss attributable to Cimpress plc— — — — — — — (6,698)— (6,698)
Redeemable noncontrolling interest accretion to redemption valueRedeemable noncontrolling interest accretion to redemption value— — — — — — — (7,592)— (7,592)Redeemable noncontrolling interest accretion to redemption value— — — — — — — (7,592)— (7,592)
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— — — — — — — — 3,621 3,621 Net unrealized gain on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — 3,621 3,621 
Foreign currency translation, net of hedgesForeign currency translation, net of hedges— — — — — — — — 674 674 Foreign currency translation, net of hedges— — — — — — — — 674 674 
Balance at September 30, 2021Balance at September 30, 202144,080 $615 25 $28 (17,991)$(1,365,079)$464,938 $515,869 $(67,187)$(450,816)Balance at September 30, 202144,080 $615 25 $28 (17,991)$(1,365,079)$464,938 $515,869 $(67,187)$(450,816)
Balance at June 30, 202244,084 $615 — $— (17,971)$(1,363,550)$501,003 $414,138 $(47,128)$(494,922)
Restricted share units vested, net of shares withheld for taxesRestricted share units vested, net of shares withheld for taxes112 — — — — — (2,212)— — (2,212)Restricted share units vested, net of shares withheld for taxes— — — — 11 743 (1,062)— — (319)
Share-based compensation expenseShare-based compensation expense— — — — — — 10,653 — — 10,653 Share-based compensation expense— — — — — — 12,398 — — 12,398 
Net loss attributable to Cimpress plc— — — — — — — (25,441)— (25,441)
Net income attributable to Cimpress plcNet income attributable to Cimpress plc— — — — — — — 54,789 — 54,789 
Redeemable noncontrolling interest accretion to redemption valueRedeemable noncontrolling interest accretion to redemption value— — — — — — — (2,725)— (2,725)Redeemable noncontrolling interest accretion to redemption value— — — — — — — (8,444)— (8,444)
Decrease in noncontrolling interest due to share purchaseDecrease in noncontrolling interest due to share purchase— — — — — — (272)— — (272)
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— — — — — — — — 13,822 13,822 Net unrealized gain on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — 5,270 5,270 
Foreign currency translation, net of hedgesForeign currency translation, net of hedges— — — — — — — — (6,835)(6,835)Foreign currency translation, net of hedges— — — — — — — — 4,146 4,146 
Balance at September 30, 202244,196 $615 — $— (17,971)$(1,363,550)$509,444 $385,972 $(40,141)$(507,660)
Unrealized gain on pension benefit obligation, net of taxUnrealized gain on pension benefit obligation, net of tax— — — — — — — — 444 444 
Balance at December 31, 2021Balance at December 31, 202144,080 $615 25 $28 (17,980)$(1,364,336)$476,002 $562,214 $(57,327)$(382,804)
See accompanying notes.



4


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF SHAREHOLDERS' DEFICIT (CONTINUED)
(unaudited 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’
Deficit
Balance at December 31, 202144,080 $615 25 $28 (17,980)$(1,364,336)$476,002 $562,214 $(57,327)$(382,804)
Restricted share units vested, net of shares withheld for taxes— — — — 380 (580)— — (200)
Purchase and cancellation of deferred ordinary shares— — (25)(28)— — — — — (28)
Share-based compensation expense— — — — — — 12,727 — — 12,727 
Net loss attributable to Cimpress plc— — — — — — — (71,817)— (71,817)
Redeemable noncontrolling interest accretion to redemption value— — — — — — — (29,034)— (29,034)
Net unrealized gain on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — 11,623 11,623 
Foreign currency translation, net of hedges— — — — — — — — (3,919)(3,919)
Balance at March 31, 202244,080 $615 — $— (17,976)$(1,363,956)$488,149 $461,363 $(49,623)$(463,452)
See accompanying notes.




















5



CIMPRESS PLC
CONSOLIDATED STATEMENTS OF SHAREHOLDERS' DEFICIT (CONTINUED)
(unaudited 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’
Deficit
Balance at June 30, 202244,084 $615 — $— (17,971)$(1,363,550)$501,003 $414,138 $(47,128)$(494,922)
Restricted share units vested, net of shares withheld for taxes112 — — — — — (2,212)— — (2,212)
Share-based compensation expense— — — — — — 10,653 — — 10,653 
Net loss attributable to Cimpress plc— — — — — — — (25,441)— (25,441)
Redeemable noncontrolling interest accretion to redemption value— — — — — — — (2,725)— (2,725)
Net unrealized gain on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — 13,822 13,822 
Foreign currency translation, net of hedges— — — — — — — — (6,835)(6,835)
Balance at September 30, 202244,196 $615 — $— (17,971)$(1,363,550)$509,444 $385,972 $(40,141)$(507,660)
Restricted share units vested, net of shares withheld for taxes15 — — — — — (158)— — (158)
Share-based compensation expense— — — — — — 12,245 — — 12,245 
Net loss attributable to Cimpress plc— — — — — — — (140,000)— (140,000)
Redeemable noncontrolling interest accretion to redemption value— — — — — — — 10,180 — 10,180 
Net unrealized loss on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — (2,513)(2,513)
Foreign currency translation, net of hedges— — — — — — — — 14,595 14,595 
Balance at December 31, 202244,211 $615 — $— (17,971)$(1,363,550)$521,531 $256,152 $(28,059)$(613,311)
See accompanying notes.







6


CIMPRESS PLC
CONSOLIDATED STATEMENTS OF SHAREHOLDERS' DEFICIT (CONTINUED)
(unaudited 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’
Deficit
Balance at December 31, 202244,211 $615 — $— (17,971)$(1,363,550)$521,531 $256,152 $(28,059)$(613,311)
Restricted share units vested, net of shares withheld for taxes74 — — — — — (1,439)— — (1,439)
Share-based compensation expense— — — — — — 8,891 — 8,891 
Net loss attributable to Cimpress plc— — — — — — — (49,326)— (49,326)
Net unrealized gain on derivative instruments designated and qualifying as cash flow hedges— — — — — — — — (5,636)(5,636)
Foreign currency translation, net of hedges— — — — — — — — (1,596)(1,596)
Balance at March 31, 202344,285 $615 — $— (17,971)$(1,363,550)$528,983 $206,826 $(35,291)$(662,417)
See accompanying notes.
47


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



Three Months Ended September 30,

Nine Months Ended March 31,
20222021 20232022
Operating activitiesOperating activitiesOperating activities
Net lossNet loss$(24,741)$(4,960)Net loss$(213,091)$(18,699)
Adjustments to reconcile net loss to net cash (used in) provided by operating activities:
Adjustments to reconcile net loss to net cash provided by operating activitiesAdjustments to reconcile net loss to net cash provided by operating activities
Depreciation and amortizationDepreciation and amortization40,942 44,432 Depreciation and amortization121,567 133,397 
Share-based compensation expenseShare-based compensation expense10,631 11,006 Share-based compensation expense31,405 36,215 
Deferred taxesDeferred taxes(1,024)(1,138)Deferred taxes115,984 26,636 
Unrealized gain on derivatives not designated as hedging instruments included in net loss(14,024)(16,534)
Unrealized loss (gain) on derivatives not designated as hedging instruments included in net lossUnrealized loss (gain) on derivatives not designated as hedging instruments included in net loss32,512 (25,639)
Effect of exchange rate changes on monetary assets and liabilities denominated in non-functional currencyEffect of exchange rate changes on monetary assets and liabilities denominated in non-functional currency(749)174 Effect of exchange rate changes on monetary assets and liabilities denominated in non-functional currency(6,972)(5,847)
Other non-cash itemsOther non-cash items2,158 (471)Other non-cash items15,200 (8,204)
Changes in operating assets and liabilities, net of effects of businesses acquired:Changes in operating assets and liabilities, net of effects of businesses acquired:Changes in operating assets and liabilities, net of effects of businesses acquired:
Accounts receivableAccounts receivable(9,460)(7,149)Accounts receivable(4,840)(17,764)
InventoryInventory(36,434)(11,744)Inventory(2,595)(31,964)
Prepaid expenses and other assetsPrepaid expenses and other assets3,151 (4,832)Prepaid expenses and other assets(5,071)(18,776)
Accounts payableAccounts payable(12,013)10,290 Accounts payable(44,994)35,860 
Accrued expenses and other liabilitiesAccrued expenses and other liabilities16,312 17,493 Accrued expenses and other liabilities29,369 26,501 
Net cash (used in) provided by operating activities(25,251)36,567 
Net cash provided by operating activitiesNet cash provided by operating activities68,474 131,716 
Investing activitiesInvesting activitiesInvesting activities
Purchases of property, plant and equipmentPurchases of property, plant and equipment(11,758)(8,624)Purchases of property, plant and equipment(37,486)(42,142)
Proceeds from the sale of subsidiaries, net of transaction costs and cash divestedProceeds from the sale of subsidiaries, net of transaction costs and cash divested(4,130)— 
Business acquisitions, net of cash acquiredBusiness acquisitions, net of cash acquired(498)(75,258)
Capitalization of software and website development costsCapitalization of software and website development costs(15,330)(15,639)Capitalization of software and website development costs(44,181)(49,875)
Proceeds from the sale of assetsProceeds from the sale of assets122 1,699 Proceeds from the sale of assets1,864 27,466 
Purchases of marketable securitiesPurchases of marketable securities(84,030)— Purchases of marketable securities(84,030)— 
Proceeds from maturity of held-to-maturity investmentsProceeds from maturity of held-to-maturity investments9,953 10,000 Proceeds from maturity of held-to-maturity investments60,110 93,679 
Payments for settlement of derivatives designated as hedging instrumentsPayments for settlement of derivatives designated as hedging instruments— (1,880)
Other investing activitiesOther investing activities— (617)Other investing activities— (617)
Net cash used in investing activitiesNet cash used in investing activities(101,043)(13,181)Net cash used in investing activities(108,351)(48,627)
Financing activitiesFinancing activitiesFinancing activities
Proceeds from borrowings of debtProceeds from borrowings of debt10,000 — Proceeds from borrowings of debt48,264 — 
Payments of debtPayments of debt(13,256)(4,111)Payments of debt(57,947)(11,149)
Payments of debt issuance costsPayments of debt issuance costs(23)(1,137)Payments of debt issuance costs(51)(1,440)
Payments of purchase consideration included in acquisition-date fair valuePayments of purchase consideration included in acquisition-date fair value(225)— Payments of purchase consideration included in acquisition-date fair value(7,100)(43,647)
Payments of withholding taxes in connection with equity awardsPayments of withholding taxes in connection with equity awards(2,212)(2,579)Payments of withholding taxes in connection with equity awards(3,809)(3,098)
Payments of finance lease obligationsPayments of finance lease obligations(2,412)(2,526)Payments of finance lease obligations(6,017)(35,099)
Purchase of noncontrolling interestsPurchase of noncontrolling interests(95,567)(324)
Distributions to noncontrolling interestsDistributions to noncontrolling interests(3,652)— Distributions to noncontrolling interests(3,652)(3,963)
Other financing activitiesOther financing activities— Other financing activities113 (26)
Net cash used in financing activitiesNet cash used in financing activities(11,780)(10,351)Net cash used in financing activities(125,766)(98,746)
Effect of exchange rate changes on cashEffect of exchange rate changes on cash(6,879)(2,827)Effect of exchange rate changes on cash3,580 (5,854)
Net (decrease) increase in cash and cash equivalents(144,953)10,208 
Net decrease in cash and cash equivalentsNet decrease in cash and cash equivalents(162,063)(21,511)
Cash and cash equivalents at beginning of periodCash and cash equivalents at beginning of period277,053 183,023 Cash and cash equivalents at beginning of period277,053 183,023 
Cash and cash equivalents at end of periodCash and cash equivalents at end of period$132,100 $193,231 Cash and cash equivalents at end of period$114,990 $161,512 
Supplemental disclosures of cash flow information
Cash paid during the period for:
Interest$15,060 $14,358 
Income taxes4,257 7,767 
Non-cash investing and financing activities
Property and equipment acquired under finance leases2,412 865 
Amounts accrued related to property, plant and equipment9,500 7,441 
Amounts accrued related to capitalized software development costs213 2,357 
Amounts accrued related to business acquisitions8,463 44,852 
See accompanying notes.See accompanying notes.
8


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

Nine Months Ended March 31,
20232022
Supplemental disclosures of cash flow information
Cash paid during the period for:
Interest$70,796 $63,498 
Income taxes23,494 23,587 
Non-cash investing and financing activities
Property and equipment acquired under finance leases14,405 3,755 
Amounts accrued related to property, plant and equipment9,045 10,115 
Amounts accrued related to capitalized software development costs116 215 
Amounts accrued related to business acquisitions— 8,555 
See accompanying notes.
59


CIMPRESS PLC
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(unaudited 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. Our products include a broad range of marketing materials, business cards, signage, promotional products, logo apparel, packaging, books and magazines, wall decor, photo merchandise, invitations and announcements, 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.
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 included in other assets on the consolidated balance sheets; otherwise the investments are recognized by applying equity method accounting. 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.
Revision of Prior Period Financial Statements
Foreign Currency Gains Associated with Intercompany Loan Hedge
During the quarter ended December 31, 2021, we identified an error related to the recognition of foreign currency gains that were included in other income (expense), net within our consolidated statements of operations, associated with a net investment hedge. In May 2021, we designated a €300,000 intercompany loan as a net investment hedge to hedge the risk of changes in the U.S. dollar equivalent value of a portion of our net investment in one of our consolidated subsidiaries that has the Euro as its functional currency. As this hedging instrument was designated as a net investment hedge, all foreign currency gains and losses should be recognized in accumulated other comprehensive loss as part of currency translation adjustment. For the three months ended September 30, 2021, we incorrectly recognized $9,027, respectively, of gains in other income (expense), net. This error overstated other income (expense), net; income (loss) before income taxes; and net income for both periods but did not have an impact on cash provided by operating activities, since it is a non-cash currency item. Included below are the revisions made for each period presented.
6


Consolidated Balance SheetsAs of September 30, 2021
ReportedAdjustmentsRevised
Accumulated other comprehensive loss$(83,732)$16,545 $(67,187)
Retained earnings532,414 (16,545)515,869 
Consolidated Statements of OperationsThree months ended
September 30, 2021
ReportedAdjustmentsRevised
Other income (expense), net$22,197 $(9,027)$13,170 
Income (loss) before income taxes13,448 (9,027)4,421 
Net income (loss)4,067 (9,027)(4,960)
Net income (loss) attributable to Cimpress plc2,329 (9,027)(6,698)
Net income (loss) per share attributable to Cimpress plc:
Basic$0.09 $(0.35)$(0.26)
Diluted$0.09 $(0.35)$(0.26)
Consolidated Statements of Comprehensive LossThree months ended
September 30, 2021
ReportedAdjustmentsRevised
Net income (loss)$4,067 $(9,027)$(4,960)
Foreign currency translation losses, net of hedges(9,210)9,027 (183)
Consolidated Statements of Shareholders' DeficitThree months ended
September 30, 2021
ReportedAdjustmentsRevised
Net income (loss) attributable to Cimpress plc$2,329 $(9,027)$(6,698)
Foreign currency translation, net of hedges(8,353)9,027 674 
Consolidated Statements of Cash FlowsThree months ended
September 30, 2021
ReportedAdjustmentsRevised
Net income (loss)$4,067 $(9,027)$(4,960)
Effect of exchange rate changes on monetary assets and liabilities denominated in non-functional currency(8,853)9,027 174 
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 10 for additional details.
7
10


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.S. Treasury securities, specifically U.S. Treasury bills, notes, and bonds, 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, net.
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. We did not record an allowance for credit losses and we recognized no impairments for these marketable securities during the three and nine months ended September 30, 2022March 31, 2023 and 2021.2022.
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 September 30, 2022March 31, 2023 and June 30, 2022.

September 30, 2022March 31, 2023
Amortized costUnrealized lossesFair valueAmortized costUnrealized lossesFair value
Due within one year or less:Due within one year or less:Due within one year or less:
Commercial paperCommercial paper$50,608 $(261)$50,347 Commercial paper$30,791 $(96)$30,695 
Corporate debt securitiesCorporate debt securities51,118 (518)50,600 Corporate debt securities32,242 (241)32,001 
U.S. government securitiesU.S. government securities5,272 (57)5,215 
Total due within one year or lessTotal due within one year or less$101,726 $(779)$100,947 Total due within one year or less68,305 (394)67,911 
Due between one and two years:Due between one and two years:Due between one and two years:
Corporate debt securitiesCorporate debt securities$13,239 $(271)$12,968 Corporate debt securities2,496 (54)2,442 
U.S. government securitiesU.S. government securities9,210 (124)9,086 U.S. government securities3,970 (61)3,909 
Total due within between one and two yearsTotal due within between one and two years6,466 (115)6,351 
Total held-to-maturity securitiesTotal held-to-maturity securities$124,175 $(1,174)$123,001 Total held-to-maturity securities$74,771 $(509)$74,262 

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 
Other Income, Net
The following table summarizes the components of other income, net:
 Three Months Ended September 30,
20222021
Gains on derivatives not designated as hedging instruments (1)$28,645 $13,327 
Currency-related (losses) gains, net (2)(197)323 
Other losses(1,051)(480)
Total other income, net$27,397 $13,170 
 Three Months Ended March 31,Nine Months Ended March 31,
2023202220232022
(Losses) gains on derivatives not designated as hedging instruments (1)$(2,428)$11,210 $2,021 $31,017 
Currency-related gains (losses), net (2)4,187 (672)10,217 5,202 
Other (losses) gains(382)1,783 (856)2,111 
Total other income, net$1,377 $12,321 $11,382 $38,330 
_____________________
(1) Includes realized and unrealized gains and losses on derivative currency forward and option contracts not designated as hedging instruments,as well as the ineffective portion of certain interest rate swap contracts that were de-designated from hedge accounting in the prior period.periods. For contracts not designated as hedging instruments, we realized gains of $14,621$4,876 and losses of $3,672$35,864 for the three and nine months ended September 30,March 31, 2023, and gains of $2,011 and losses $2,407 for the three and nine months ended March 31, 2022. Losses on ineffective interest rate swaps amounted to $6,580 and $6,364 for the three and nine months ended March 31, 2022, and 2021, respectively.compared to no gains or losses in the current periods. Refer to Note 4 for additional details relating to our derivative contracts.
11


(2) Currency-related gains (losses) 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. In addition, we have a cross-currency swap designated as a cash flow hedge which hedges the remeasurement of an intercompany loan. Refer to Note 4 for additional details relating to this cash flow hedge.

8


Net Loss Per Share Attributable to Cimpress plc
Basic net loss per share attributable to Cimpress plc is computed by dividing net loss attributable to Cimpress plc by the weighted-average number of ordinary shares outstanding for the respective period. Diluted net loss 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:
Three Months Ended September 30, Three Months Ended March 31,Nine Months Ended March 31,
20222021 2023202220232022
Weighted average shares outstanding, basic and dilutedWeighted average shares outstanding, basic and diluted26,178,818 26,072,249 Weighted average shares outstanding, basic and diluted26,268,301 26,102,610 26,226,989 26,090,460 
Weighted average anti-dilutive shares excluded from diluted net loss per share attributable to Cimpress plc (1)(2)Weighted average anti-dilutive shares excluded from diluted net loss per share attributable to Cimpress plc (1)(2)2,688,813 530,011 Weighted average anti-dilutive shares excluded from diluted net loss per share attributable to Cimpress plc (1)(2)3,161,275 908,354 3,045,675 770,500 
___________________
(1) In the periods in which a net loss is recognized, the impact of share options, RSUs and warrants is not included as they are anti-dilutive.
(2) On May 1, 2020, we entered into a financing arrangement with Apollo Global Management, Inc., which included 7-year warrants with a strike price of $60 that have a potentially dilutive impact on our weighted average shares outstanding. For the three and nine months ended September 30, 2022 and 2021,March 31, 2023, the weighted average anti-dilutive effect of the warrants werewas 1,055,377 shares in both periods, and 409,561103,443 and 264,963 shares for the three and nine months ended March 31, 2022, respectively.

Recently Issued or Adopted Accounting Pronouncements

Adopted Accounting Standards

In December 2022, the FASB issued Accounting Standards Update No. 2022-06 "Reference Rate Reform (Topic 848) - Deferral of the Sunset Date of Topic 848" (ASU 2022-06), which extends the optional transition relief to ease the potential burden in accounting for reference rate reform on financial reporting. The transition relief is provided through December 30, 2024 based on the expectation that the London Interbank Offered Rate (LIBOR) will cease to be published as of June 30, 2023. We applied the transition guidance to our two Term SOFR interest rate swap contracts this quarter and will apply the guidance when updating existing interest rate swap contracts to index to a replacement rate. There was no material impact on our consolidated financial statements in the periods presented.

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 treatment of contracts in an entity's own equity when calculating earnings per share. We adopted the standard on July 1, 2022. We recognize freestanding equity-classified warrants on our consolidated balance sheet and as the standard is applied prospectively, there was no impact on our consolidated financial statements in the current period.

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)" (ASU 2022-04), which provides authoritative guidance for expanded disclosure requirements for supply chain finance programs. The standard is effective for us on July 1, 2023, and early adoption is permitted.2023. Cimpress businesses have an active supply chain finance program which will require additional disclosure after adoption of this standard. We will include the expanded disclosure requirements starting in the first quarter of fiscal 2024.

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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.
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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:
September 30, 2022 March 31, 2023
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$28,209 $— $28,209 $— Interest rate swap contracts$17,099 $— $17,099 $— 
Cross-currency swap contracts3,448 — 3,448 — 
Currency forward contractsCurrency forward contracts26,995 — 26,995 — Currency forward contracts1,522 — 1,522 — 
Currency option contractsCurrency option contracts19,173 — 19,173 — Currency option contracts1,915 — 1,915 — 
Total assets recorded at fair valueTotal assets recorded at fair value$77,825 $— $77,825 $— Total assets recorded at fair value$20,536 $— $20,536 $— 
LiabilitiesLiabilitiesLiabilities
Cross-currency swap contractsCross-currency swap contracts$(1,937)$— $(1,937)$— 
Currency forward contractsCurrency forward contracts$(1,409)$— $(1,409)$— Currency forward contracts(4,225)— (4,225)— 
Currency option contractsCurrency option contracts(1,581)— (1,581)— 
Total liabilities recorded at fair valueTotal liabilities recorded at fair value$(1,409)$— $(1,409)$— Total liabilities recorded at fair value$(7,743)$— $(7,743)$— 
 June 30, 2022
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$14,336 $— $14,336 $— 
Currency forward contracts20,638 — 20,638 — 
Currency option contracts10,611 — 10,611 — 
Total assets recorded at fair value$45,585 $— $45,585 $— 
Liabilities
Cross-currency swap contracts$(446)$— $(446)$— 
Currency forward contracts(505)— (505)— 
Currency option contracts(9)— (9)— 
Total liabilities recorded at fair value$(960)$— $(960)$— 

During the threenine months ended September 30, 2022March 31, 2023 and year ended June 30, 2022, there were no significant transfers in or out of Level 1, Level 2 and Level 3 classifications.
13


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 September 30, 2022,March 31, 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
10


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 September 30, 2022March 31, 2023 and June 30, 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 September 30, 2022March 31, 2023 and June 30, 2022, the carrying value of our debt, excluding debt issuance costs and debt premiums and discounts, was $1,682,9771,710,187 and $1,705,365, respectively, and the fair value was $1,511,108$1,624,353 and $1,600,627, respectively. Our debt at September 30, 2022March 31, 2023 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 September 30, 2022March 31, 2023 and June 30, 2022 our held-to-maturity marketable securities were held at an amortized cost of $124,175$74,771 and $49,952, respectively, while the fair value was $123,001$74,262 and $49,406, respectively. The securities were 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 a 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 income, 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
14


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 September 30, 2022,March 31, 2023, we estimate that $6,490$6,830 of income will be reclassified from accumulated other comprehensive loss to interest expense, net during the twelve months ending September 30, 2023.March 31, 2024. As of September 30, 2022,March 31, 2023, we had fourteensixteen effective outstanding interest rate swap contractscontracts. Fourteen of our swaps are indexed to USD LIBOR. These hedgesLIBOR, while the remaining two are indexed to Term SOFR. The transition relief guidance from ASC 848 was applied to designate the two Term SOFR swap contracts that we entered into during the current quarter for hedge accounting. After USD LIBOR sunsets on June 30, 2023, we may convert our contracts to index to Term SOFR, otherwise the contracts will be subject to the fallback language within our credit agreement.
Our interest rate swap contracts have varying start and maturity dates through April 2028.
Interest rate swap contracts outstanding:Notional Amounts
Contracts accruing interest as of September 30, 2022March 31, 2023$400,000 
Contracts with a future start date430,000 
Total$830,000 
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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 September 30, 2022,March 31, 2023, we had one outstanding cross-currency swap contract designated as a cash flow hedge with a total notional amount of $58,478,maturing during June 2024. We entered into the cross-currency swap contract 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, net as interest payments are accrued or paid and upon remeasuring the intercompany loan. As of September 30, 2022,March 31, 2023, we estimate that $2,1321,744 of income will be reclassified from accumulated other comprehensive loss to interest expense, net during the twelve months ending September 30, 2023.March 31, 2024.
Other Currency Hedges
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. These contracts or intercompany loans may be designated as hedges to mitigate the risk of changes in the U.S. dollar equivalent value of a portion of our net investment in 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.
In April 2022As of March 31, 2023, we early terminated all of our currency forward contracts designated as net investment hedges, and as of September 30, 2022 we had no currency forward contracts designated as net investment hedges. We have one intercompany loan designated as a net investment hedge with a total notional amount of $364,524 that matures in May 2028.
We have elected to not apply hedge accounting for all other currency forward and option contracts. During the three and nine months ended September 30,March 31, 2023 and 2022, and 2021, we experienced volatility within other income, net, in our consolidated statements of operations from unrealized gains and losses on the mark-to-market of outstanding 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
15


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.
As of September 30, 2022,March 31, 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, Canadian Dollar, 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
$675,605December 2020 through September 2022Various dates through September 2024559Various
$532,504$532,504June 2021 through March 2023Various dates through March 2025553Various


12


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 September 30, 2022March 31, 2023 and June 30, 2022. Our derivative asset and liability balances fluctuate with interest rate and currency exchange rate volatility.
September 30, 2022March 31, 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 instruments
Derivatives in cash flow hedging relationshipsDerivatives in cash flow hedging relationshipsDerivatives in cash flow hedging relationships
Interest rate swapsInterest rate swapsOther assets$28,209 $— $28,209 Other current liabilities / other liabilities$— $— $— Interest rate swapsOther current assets / other assets$17,962 $(863)$17,099 Other current liabilities / other liabilities$— $— $— 
Cross-currency swapsCross-currency swapsOther assets3,448 — 3,448 Other liabilities— — — Cross-currency swapsOther assets— — — Other liabilities(1,937)— (1,937)
Total derivatives designated as hedging instrumentsTotal derivatives designated as hedging instruments$31,657 $— $31,657 $— $— $— Total derivatives designated as hedging instruments$17,962 $(863)$17,099 $(1,937)$— $(1,937)
Derivatives not designated as hedging instrumentsDerivatives not designated as hedging instrumentsDerivatives not designated as hedging instruments
Currency forward contractsCurrency forward contractsOther current assets / other assets$35,378 $(8,383)$26,995 Other current liabilities / other liabilities$(1,435)$26 $(1,409)Currency forward contractsOther current assets / other assets$2,142 $(620)1,522 Other current liabilities / other liabilities$(7,217)2,992 $(4,225)
Currency option contractsCurrency option contractsOther current assets / other assets19,173 — 19,173 Other liabilities— — — Currency option contractsOther current assets / other assets2,139 (224)1,915 Other current liabilities / other liabilities(1,959)378 (1,581)
Total derivatives not designated as hedging instrumentsTotal derivatives not designated as hedging instruments$54,551 $(8,383)$46,168 $(1,435)$26 $(1,409)Total derivatives not designated as hedging instruments$4,281 $(844)$3,437 $(9,176)$3,370 $(5,806)

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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)
14



The following table presents the effect of our derivative financial instruments designated as hedging instruments and their classification within comprehensive loss(loss) income, net of tax, for the three and nine months ended September 30, 2022March 31, 2023 and 2021:
Three Months Ended September 30,
20222021
Derivatives in cash flow hedging relationships
Interest rate swaps$12,954 $519 
Cross-currency swaps3,806 (2,444)
Derivatives in net investment hedging relationships
Intercompany loan12,951 9,027 
Currency forward contracts— 3,492 
Total$29,711 $10,594 

2022:
Three Months Ended March 31,Nine Months Ended March 31,
2023202220232022
Derivatives in cash flow hedging relationships
Interest rate swaps$(4,007)$12,446 $7,681 $17,986 
Cross-currency swaps(660)(5,224)(1,237)(15,187)
Derivatives in net investment hedging relationships
Intercompany loan(3,418)2,515 (9,102)19,901 
Currency forward contracts— 1,176 — 7,590 
Total$(8,085)$10,913 $(2,658)$30,290 
The following table presents reclassifications out of accumulated other comprehensive loss for the three and nine months ended September 30, 2022March 31, 2023 and 2021:2022:
Amount of Net Gain (Loss) Reclassified from Accumulated Other Comprehensive 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
Three Months Ended September 30,Three Months Ended March 31,Nine Months Ended March 31,
202220212023202220232022
Derivatives in cash flow hedging relationshipsDerivatives in cash flow hedging relationshipsDerivatives in cash flow hedging relationships
Interest rate swapsInterest rate swaps$397 $2,497 Interest expense, netInterest rate swaps$(1,939)$2,684 $(2,632)$8,154 Interest expense, net
Cross-currency swapsCross-currency swaps(3,742)3,987 Other income, netCross-currency swaps595 2,538 1,459 10,346 Other income, net
Total before income taxTotal before income tax(3,345)6,484 (Loss) income before income taxesTotal before income tax(1,344)5,222 (1,173)18,500 (Loss) income before income taxes
Income taxIncome tax407 (938)Income tax expenseIncome tax375 (821)402 (785)Income tax expense
TotalTotal$(2,938)$5,546 Total$(969)$4,401 $(771)$17,715 
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The following table presents the adjustment to fair value recorded within the consolidated statements of operations for the three and nine months ended September 30,March 31, 2023 and 2022 and 2021 for derivative instruments for which we did not elect hedge accounting and de-designated derivative financial instruments that did not qualify as hedging instruments.
Affected line item in the
Statement of Operations
Amount of Gain (Loss) Recognized in Net LossAffected line item in the
Statement of Operations
Three Months Ended September 30,Three Months Ended March 31,Nine Months Ended March 31,
202220212023202220232022
Currency contractsCurrency contracts$28,645 $12,863 Other income, netCurrency contracts$(2,428)$4,630 $2,021 $24,653 Other income, net
Interest rate swapsInterest rate swaps— 464 Other income, netInterest rate swaps— 6,580 — 6,364 Other income, net
TotalTotal$28,645 $13,327 Total$(2,428)$11,210 $2,021 $31,017 
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5. Accumulated Other Comprehensive Loss
The following table presents a roll forward of amounts recognized in accumulated other comprehensive lossincome (loss) by component, net of tax of $5,5065,959 for the threenine months ended September 30, 2022March 31, 2023:
Gains on cash flow hedges (1)Losses on pension benefit obligationTranslation adjustments, net of hedges (2)Total
Balance as of June 30, 2022$5,179 $(86)$(52,221)$(47,128)
Other comprehensive income (loss) before reclassifications16,760 — (6,835)9,925 
Amounts reclassified from accumulated other comprehensive loss to net loss(2,938)— — (2,938)
Net current period other comprehensive income (loss)13,822 — (6,835)6,987 
Balance as of September 30, 2022$19,001 $(86)$(59,056)$(40,141)
Gains on cash flow hedges (1)Losses on pension benefit obligationTranslation adjustments, net of hedges (2)Total
Balance as of June 30, 2022$5,179 $(86)$(52,221)$(47,128)
Other comprehensive income before reclassifications6,444 — 6,164 12,608 
Amounts reclassified from accumulated other comprehensive loss to net loss(771)— — (771)
Net current period other comprehensive income5,673 — 6,164 11,837 
Balance as of March 31, 2023$10,852 $(86)$(46,057)$(35,291)
________________________
(1) Gains on cash flow hedges include our interest rate swap and cross-currency swap contracts designated in cash flow hedging relationships.
(2) As of September 30, 2022March 31, 2023 and June 30, 2022, the translation adjustment is inclusive of both the unrealized and realized effects of our net investment hedges. Gains on currency forward and swap contracts, net of tax, of $15,079 have been included in accumulated other comprehensive loss as of September 30, 2022March 31, 2023 and June 30, 2022. Intercompany loan hedge gains of $76,073$39,463 and $56,743 net of tax, have been included in accumulated other comprehensive loss as of September 30, 2022March 31, 2023 and June 30, 2022, respectively.

6. Goodwill
The carrying amount of goodwill by reportable segment as of September 30, 2022March 31, 2023 and June 30, 2022 was as follows:
VistaPrintBrothersThe Print GroupAll Other BusinessesTotalVistaPrintBrothersThe Print GroupAll Other BusinessesTotal
Balance as of June 30, 2022Balance as of June 30, 2022$291,498 $130,828 $143,969 $200,305 $766,600 Balance as of June 30, 2022$291,498 $130,828 $143,969 $200,305 $766,600 
Acquisitions (1)Acquisitions (1)— 4,724 — — 4,724 
AdjustmentsAdjustments— — — 225 225 Adjustments— — — 225 225 
Effect of currency translation adjustments (1)(2,836)(7,430)(8,504)— (18,770)
Balance as of September 30, 2022$288,662 $123,398 $135,465 $200,530 $748,055 
Effect of currency translation adjustments (2)Effect of currency translation adjustments (2)3,527 5,874 6,341 — 15,742 
Balance as of March 31, 2023Balance as of March 31, 2023$295,025 $141,426 $150,310 $200,530 $787,291 
________________________
(1) During the third quarter of fiscal year 2023, we completed the purchase accounting for an immaterial acquisition that closed on December 12, 2022 resulting in 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 as well as cash consideration of $498.
(2) Related to goodwill held by subsidiaries whose functional currency is not the U.S. dollar.


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7. Other Balance Sheet Components
Accrued expenses included the following:
September 30, 2022June 30, 2022 March 31, 2023June 30, 2022
Compensation costsCompensation costs$69,156 $78,521 Compensation costs$71,649 $78,521 
Income and indirect taxesIncome and indirect taxes45,696 41,886 Income and indirect taxes50,839 41,886 
Restructuring costs (1)Restructuring costs (1)28,728 13,449 
Advertising costsAdvertising costs26,534 25,925 Advertising costs24,074 25,925 
Third party manufacturing and digital content costsThird party manufacturing and digital content costs17,038 15,790 
Interest payable (2)Interest payable (2)13,563 2,477 
Variable compensation incentives (3)Variable compensation incentives (3)11,506 — 
Shipping costsShipping costs12,200 10,228 Shipping costs11,060 10,228 
Third party manufacturing and digital content costs16,290 15,790 
Variable compensation incentives (1)7,978 — 
Sales returns
Sales returns
6,793 6,286 
Sales returns
6,602 6,286 
Purchases of property, plant and equipment1,445 642 
Professional feesProfessional fees3,712 2,394 Professional fees3,278 2,394 
Interest payable (2)13,076 2,477 
OtherOther63,316 69,692 Other61,676 56,885 
Total accrued expensesTotal accrued expenses$266,196 $253,841 Total accrued expenses$300,013 $253,841 
______________________
(1) Includes cash-based employee bonus incentives, which are variable based onDuring the performancethird quarter of individual businessesfiscal 2023, we executed against a plan to reduce costs and vest over four years.implement organizational changes to support expanded profitability, reduced leverage, and increased speed, focus, and accountability. The impact of these cost reductions occurred within the Vista business and Cimpress central teams. Refer to Note 13 for additional details.
(2) The increase in interest payable as of September 30, 2022,March 31, 2023 is due to the interest on our 2026 Notes being payable semi-annually on June 15 and December 15 of each year. Refer to Note 8 for further detail.

(3) Includes cash-based employee long-term incentives, which are variable based on the performance of individual businesses and vest over four years. As the first potential payout will occur within one year, a portion of the balance is now classified as a current liability within accrued expenses.
Other current liabilities included the following:
September 30, 2022June 30, 2022March 31, 2023June 30, 2022
Current portion of finance lease obligationsCurrent portion of finance lease obligations$6,452 $6,684 Current portion of finance lease obligations$8,990 $6,684 
Short-term derivative liabilities (1)Short-term derivative liabilities (1)9,713 4,299 Short-term derivative liabilities (1)8,020 4,299 
Other(1)Other(1)16,896 17,052 Other(1)4,814 17,052 
Total other current liabilitiesTotal other current liabilities$33,061 $28,035 Total other current liabilities$21,824 $28,035 
______________________________________________
(1) The increase in short-term derivative liabilitiesdecrease is due in part to volatility in interest and foreign currency rates. Refer to Note 4 for additional details.the payment of an acquisition-related liability associated with our Depositphotos acquisition of $6,785 that occurred during the third quarter of fiscal 2023.

Other liabilities included the following:
September 30, 2022June 30, 2022March 31, 2023June 30, 2022
Long-term finance lease obligationsLong-term finance lease obligations$14,669 $14,699 Long-term finance lease obligations$28,129 $14,699 
Long-term derivative liabilitiesLong-term derivative liabilities104 463 Long-term derivative liabilities4,799 463 
Mandatorily redeemable noncontrolling interest (1)Mandatorily redeemable noncontrolling interest (1)13,113 — 
Long-term compensation incentives (1)Long-term compensation incentives (1)14,583 19,934 Long-term compensation incentives (1)17,527 19,934 
OtherOther27,087 29,298 Other24,359 29,298 
Total other liabilitiesTotal other liabilities$56,443 $64,394 Total other liabilities$87,927 $64,394 
______________________________________________
(1) Includes cash-based employee bonus incentives, which are variable based onDuring the performancesecond quarter of each individual business and vest over four years.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 that triggered a mandatory redemption feature for the remaining minority equity interest. Refer to Note 10 for additional details.
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8. Debt
September 30, 2022June 30, 2022March 31, 2023June 30, 2022
7.0% Senior Notes due 20267.0% Senior Notes due 2026$600,000 $600,000 7.0% Senior Notes due 2026$600,000 $600,000 
Senior secured credit facilitySenior secured credit facility1,076,279 1,097,302 Senior secured credit facility1,102,509 1,097,302 
OtherOther6,698 8,063 Other7,678 8,063 
Debt issuance costs and debt premiums (discounts)Debt issuance costs and debt premiums (discounts)(18,548)(19,417)Debt issuance costs and debt premiums (discounts)(16,833)(19,417)
Total debt outstanding, netTotal debt outstanding, net1,664,429 1,685,948 Total debt outstanding, net1,693,354 1,685,948 
Less: short-term debt (1)Less: short-term debt (1)9,900 10,386 Less: short-term debt (1)10,696 10,386 
Long-term debtLong-term debt$1,654,529 $1,675,562 Long-term debt$1,682,658 $1,675,562 
_____________________
(1) Balances as of September 30, 2022March 31, 2023 and June 30, 2022 are inclusive of short-term debt issuance costs, debt premiums and discounts of $3,503 and $3,498, for both periods presented.respectively.
Our various debt arrangements described below contain customary representations, warranties and events of default. As of September 30, 2022,March 31, 2023, we were in compliance with all covenants in our debt contracts, including those under our amended and restated senior secured credit agreement ("Restated Credit Agreement") and the indenture governing our 2026 Notes (as defined below).
Senior Secured Credit Facility
On May 17, 2021, we entered into a Restated Credit 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 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 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.

LIBOR is expected to sunset on June 30, 2023, and under the terms of our Restated Credit Agreement our benchmark rate will automatically transition to Term SOFR.
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 Cimpress 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 September 30, 2022,March 31, 2023, we have borrowings under the Restated Credit Agreement of $1,076,279$1,102,509 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 September 30, 2022.March 31, 2023.
As of September 30, 2022,March 31, 2023, the weighted-average interest rate on outstanding borrowings under the Restated Credit Agreement was 5.80%6.94%, 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 September 30, 2022.March 31, 2023.
Senior Unsecured Notes
We have issued $600,000 in aggregate principal of 7.0% Senior Notes due 2026 (the "2026 Notes"), which are unsecured. We 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 September 30, 2022,March 31, 2023, we have not redeemed any of the 2026 Notes.
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Other Debt
Other debt consists primarily of term loans acquired through our various acquisitions or used to fund certain capital investments. As of September 30, 2022March 31, 2023 and June 30, 2022, we had $6,698$7,678 and $8,063, respectively, outstanding for those obligations that are payable through March 2027.
9. Income Taxes
Our income tax expense was $9,365$8,475 and $9,381$143,969 for the three and nine months ended March 31, 2023, respectively, as compared to $29,529 and $56,208 for the three and nine months ended March 31, 2022, respectively. Tax expense decreased for the three months ended September 30, 2022 and 2021, respectively. The decreased tax expense isMarch 31, 2023 versus the prior comparable period due to decreased profits, offset by a higher forecasted effectivethe partial valuation allowance on Swiss deferred tax rate.assets of $29,600 recorded during the three months ended March 31, 2022. Tax expense increased for the nine months ended March 31, 2023 versus the prior comparable period due to the full valuation allowance on Swiss deferred tax assets of $116,694 recorded during the second quarter of fiscal 2023 primarily related to Swiss tax reform benefits recognized in fiscal year 2020 and tax loss carryforwards. Management concluded that based on the current period results, that objective and verifiable negative evidence of recent losses in Switzerland outweighed more subjective positive evidence of anticipated future income. Excluding the effect of discrete tax adjustments, our estimated annual effective tax rate is higherlower for fiscal year 2023 as compared to fiscal year 2022 primarily due to decreaseda forecasted profits.pre-tax loss. Our effective tax rate continues to be negatively impacted by losses in certain jurisdictions where we are unable to recognize a tax benefit in the current period.

As of September 30, 2022March 31, 2023 we had unrecognized tax benefits of $14,468,$16,759, including accrued interest and penalties of $1,500.$1,803. We recognize interest and, if applicable, penalties related to unrecognized tax benefits in the provision for income taxes. If recognized, $7,620$7,777 of unrecognized tax benefits would reduce our tax expense. It is reasonably possible that a reduction in unrecognized tax benefits may occur within the next twelve months in the range of $360$370 to $410$420 related to 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 20162014 through 2022 remain open for examination by the U.S. Internal Revenue Service and the years 2015 through 2022 remain open for examination in the various states and non-U.S. tax jurisdictions in which we file tax returns. 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 there is a possibility that final resolution of these matters could have a material impact on our results of operations or cash flows.

We have not recorded a valuation allowance against deferred tax assets of $15,060 and $99,924 related to Swiss tax losses and the Swiss amortizable goodwill, respectively, as we expect to realize these assets in the future. 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 these benefits in Switzerland will be utilized against future taxable profits within the available carryforward periods. Our assessments are reliant on the attainment of our forecasted operating profits. Failure to achieve these forecasted operating profits 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 relevant to these Swiss deferred tax assets on a quarterly basis.

10. Noncontrolling Interests
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 ownsown a minority portion of the equity, which includes those described below.equity. The put options for several of our noncontrolling interests are exercisable in fiscal year 2023. Exercising a put option is at the discretion of each noncontrolling interest holder, which creates uncertainty around the timing of our cash outflow should an option bewere exercised. As of September 30, 2022, the total estimated redemption value is$88,991for those noncontrolling interests with put option windows that are exercisable in fiscal year 2023, of which $4,726 has already been exercised in during the second quarter of fiscal 2023. The remaining equityyear 2023 as summarized below. In addition to the noncontrolling interests are exercisable through November 30, 2022.described below, we also have several less significant minority interests that span multiple businesses and reportable segments.
PrintBrothers
Members of the PrintBrothers management team hold minority equity interests ranging from 11% to 12% in each of the threeseveral businesses within the reportable segment. The put options associated with the redeemable noncontrolling interests have annual exercise windows for 90% of their minority equity interest to Cimpress in each quarter ending in December. For the exercise window occurring inDuring the second quarter of fiscal year 2023, put options were exercised by the estimated redemption
19


valueminority interest holders for a portion of their equity interests that required us to purchase 10% to 11% in three of the portionrespective businesses for a total of $90,841. The exercise of the put options that could be exercised is $84,266 and is based on actual results through June 30, 2022.Iftriggered a mandatory redemption feature for the put options are exercised, then Cimpress may redeem the remaining 10% of these holders' minority equity interests, concurrently withwhich requires the put option exercise orpurchase of the remaining 1% equity interests on the first, second, or third anniversary of the put option exercise. Cimpress hasexercise, absent the earlier exercise of a call options foroption on the full amountfirst and second anniversaries by Cimpress. The remaining noncontrolling interests are mandatorily redeemable, which required the reclassification of the minorityremaining equity interests with the first exercise window occurring during the second quarter of fiscal year 2027.to a liability, which has been presented in other liabilities within our consolidated balance sheet.
21


During the three months ended September 30, 2022, the redemption value of a PrintBrothers business increased above its carrying value due to continued strong performance. The increased redemption value resulted in an adjustment to redeemable noncontrolling interest of $2,075. The offsetting amount was recognized within retained earnings as the redemption values for this noncontrolling interest was below the estimated fair value.
The following table presents the reconciliation of changes in our redeemable noncontrolling interests:
Redeemable Noncontrolling Interest
Balance as of June 30, 2022$131,483 
Accretion to redemption value (1)2,725 
Net income attributable to noncontrolling interests700 
Distributions to noncontrolling interests (2)(3,652)
Foreign currency translation(1,347)
Balance as of September 30, 2022$129,909 
Redeemable Noncontrolling InterestNoncontrolling Interest
Balance as of June 30, 2022$131,483 $— 
Acquisition of noncontrolling interest (1)— 365 
Net income attributable to noncontrolling interests1,513 163 
Distribution to noncontrolling interests (2)(3,652)— 
Purchase of noncontrolling interest (3)(95,567)— 
Accretion to redemption value (4)(7,455)— 
Reclassification to mandatorily redeemable noncontrolling interest (5)(9,582)— 
Foreign currency translation(4,766)14 
Balance as of March 31, 2023$11,974 $542 
_________________
(1) AccretionDuring the second quarter of redeemable noncontrolling interests to redemption value recognizedfiscal year 2023, we acquired a majority equity interest in retained earnings or additional paid in capital is the result of the estimated redemption amount being greater than carrying value but less than fair value. Refer above for additional details.an immaterial business within our PrintBrothers reportable segment.
(2) Distributions to noncontrolling interests include contractually required profit sharing payments made annually to the minority interest holders in one of the PrintBrothers businesses.
(3) 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.
(4) Accretion of redeemable noncontrolling interests to redemption value recognized in retained earnings is the result of changes in the estimated redemption amount to the extent increases do not exceed the estimated fair value.
(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 7 for additional details about the reclassified liability balance.
11. 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 September 30, 2022,March 31, 2023, we have numerous operating segments under our management reporting structure which are reported in the following five reportable segments:
Vista - Vista is the parent brand of multiple offerings including VistaPrint, VistaCreate, 99designs by Vista, and Vista Corporate Solutions, and Depositphotos, which together represent a full-service design, digital and print solution, elevating small businesses’ presence in physical and digital spaces and empowering them to achieve success. This segment also includes our recently acquired Depositphotos business, whose subsidiary, Crello, was rebranded to VistaCreate soon after the acquisition.solution.
PrintBrothers - Includes the results of our druck.at, Printdeal, and WIRmachenDRUCK businesses.
The Print Group - Includes the results of our Easyflyer, Exaprint, Pixartprinting, and Tradeprint businesses.
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 two businesses grouped together based on materiality. In addition to materiality, as well as our YSD business through its divestiture that was completed during the third quarter of fiscal 2023.
BuildASign, which is a larger and profitable business, the All Other Businesses reportable segment consists of another, smaller business that we continue to manage at a relatively modest operating loss and a recently acquired company that provides production expertise and sells into a growing product category.
BuildASign is an internet-based provider of canvas-print wall décor, business signage and other large-format printed products, based in Austin, Texas.products.
Printi, a smaller business that we continue to manage at a relatively modest operating loss, is an online printing leader in Brazil, which offers a superior customer experience with transparent and attractive pricing, reliable service and quality.
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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 Board of Directors, CEO, and the team members necessary for managing corporate activities, such as treasury, tax, capital allocation, financial
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consolidation, internal audit and legal. 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.
During the fourth quarter of fiscal 2022, we revised our internal reporting to reallocate certain third-party technology costs that were previously held within our Central and corporate costs to our Vista business and reportable segment. These include certain third-party costs that are variable in nature and the cost variability is primarily driven by decisions or volumes in the Vista business. We revised our presentation of the prior period presentedresults to reflect our updated segment reporting, which decreased both Vista segment EBITDA and Central and corporate costs by $1,119$1,852 and $4,894 for the three and nine months ended September 30, 2021.March 31, 2022.
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.
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.
Three Months Ended September 30, Three Months Ended March 31,Nine Months Ended March 31,
20222021 2023202220232022
Revenue:Revenue:Revenue:
VistaVista$369,369 $349,480 Vista$396,642 $349,216 $1,203,747 $1,146,810 
PrintBrothersPrintBrothers132,699 125,357 PrintBrothers139,569 119,960 420,866 383,011 
The Print GroupThe Print Group76,823 72,820 The Print Group85,504 75,361 251,663 238,311 
National PenNational Pen81,666 69,264 National Pen81,113 72,243 283,400 266,224 
All Other BusinessesAll Other Businesses51,827 47,871 All Other Businesses49,037 48,486 160,862 154,076 
Total segment revenueTotal segment revenue712,384 664,792 Total segment revenue751,865 665,266 2,320,538 2,188,432 
Inter-segment eliminations (1)Inter-segment eliminations (1)(8,969)(7,193)Inter-segment eliminations (1)(9,701)(7,854)(29,757)(23,705)
Total consolidated revenueTotal consolidated revenue$703,415 $657,599 Total consolidated revenue$742,164 $657,412 $2,290,781 $2,164,727 
_____________________
(1) Refer to the "Revenue by Geographic Region" tables below for detail of the inter-segment revenue within each respective segment.
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Three Months Ended September 30, 2022
VistaPrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:
North America$266,486 $— $— $49,447 $43,292 $359,225 
Europe70,496 132,382 74,991 24,945 — 302,814 
Other31,877 — — 2,552 6,947 41,376 
Inter-segment510 317 1,832 4,722 1,588 8,969 
   Total segment revenue369,369 132,699 76,823 81,666 51,827 712,384 
Less: inter-segment elimination(510)(317)(1,832)(4,722)(1,588)(8,969)
Total external revenue$368,859 $132,382 $74,991 $76,944 $50,239 $703,415 
Three Months Ended September 30, 2021Three Months Ended March 31, 2023
VistaPrintBrothersThe Print GroupNational PenAll OtherTotalVistaPrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:Revenue by Geographic Region:Revenue by Geographic Region:
North AmericaNorth America$244,449 $— $— $41,038 $41,308 $326,795 North America$276,983 $— $— $50,938 $41,524 $369,445 
EuropeEurope71,533 125,128 71,155 20,851 — 288,667 Europe88,152 139,187 83,096 23,811 — 334,246 
OtherOther32,796 — — 3,533 5,808 42,137 Other31,237 — — 1,180 6,056 38,473 
Inter-segmentInter-segment702 229 1,665 3,842 755 7,193 Inter-segment270 382 2,408 5,184 1,457 9,701 
Total segment revenue Total segment revenue349,480 125,357 72,820 69,264 47,871 664,792  Total segment revenue396,642 139,569 85,504 81,113 49,037 751,865 
Less: inter-segment eliminationLess: inter-segment elimination(702)(229)(1,665)(3,842)(755)(7,193)Less: inter-segment elimination(270)(382)(2,408)(5,184)(1,457)(9,701)
Total external revenueTotal external revenue$348,778 $125,128 $71,155 $65,422 $47,116 $657,599 Total external revenue$396,372 $139,187 $83,096 $75,929 $47,580 $742,164 

Nine Months Ended March 31, 2023
VistaPrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:
North America$835,354 $— $— $162,593 $137,016 $1,134,963 
Europe268,791 419,658 244,378 99,555 — 1,032,382 
Other98,320 — — 5,862 19,254 123,436 
Inter-segment1,282 1,208 7,285 15,390 4,592 29,757 
   Total segment revenue1,203,747 420,866 251,663 283,400 160,862 2,320,538 
Less: inter-segment elimination(1,282)(1,208)(7,285)(15,390)(4,592)(29,757)
Total external revenue$1,202,465 $419,658 $244,378 $268,010 $156,270 $2,290,781 

Three Months Ended March 31, 2022
VistaPrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:
North America$236,751 $— $— $43,483 $42,047 $322,281 
Europe78,136 119,353 73,885 21,876 — 293,250 
Other32,779 — — 3,741 5,361 41,881 
Inter-segment1,550 607 1,476 3,143 1,078 7,854 
   Total segment revenue349,216 119,960 75,361 72,243 48,486 665,266 
Less: inter-segment elimination(1,550)(607)(1,476)(3,143)(1,078)(7,854)
Total external revenue$347,666 $119,353 $73,885 $69,100 $47,408 $657,412 
Nine Months Ended March 31, 2022
VistaPrintBrothersThe Print GroupNational PenAll OtherTotal
Revenue by Geographic Region:
North America$770,815 $— $— $142,497 $134,390 $1,047,702 
Europe267,296 381,654 232,636 96,524 — 978,110 
Other105,342 — — 16,503 17,070 138,915 
Inter-segment3,357 1,357 5,675 10,700 2,616 23,705 
   Total segment revenue1,146,810 383,011 238,311 266,224 154,076 2,188,432 
Less: inter-segment elimination(3,357)(1,357)(5,675)(10,700)(2,616)(23,705)
Total external revenue$1,143,453 $381,654 $232,636 $255,524 $151,460 $2,164,727 

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The following table includes segment EBITDA by reportable segment, total (loss) income from operations and total (loss) income (loss) before income taxes:
Three Months Ended September 30, Three Months Ended March 31,Nine Months Ended March 31,
20222021 2023202220232022
Segment EBITDA:Segment EBITDA:Segment EBITDA:
VistaVista$30,737 $66,920 Vista$60,392 $25,534 $146,286 $183,220 
PrintBrothersPrintBrothers14,991 16,283 PrintBrothers15,886 12,392 50,386 47,280 
The Print GroupThe Print Group12,220 14,389 The Print Group13,589 11,923 39,490 42,670 
National PenNational Pen(1,297)(8,048)National Pen(3,336)(898)20,150 22,653 
All Other BusinessesAll Other Businesses6,178 4,891 All Other Businesses5,036 6,044 16,620 17,199 
Total segment EBITDATotal segment EBITDA62,829 94,435 Total segment EBITDA91,567 54,995 272,932 313,022 
Central and corporate costsCentral and corporate costs(34,578)(34,153)Central and corporate costs(34,447)(36,084)(102,827)(104,940)
Depreciation and amortizationDepreciation and amortization(40,942)(44,432)Depreciation and amortization(39,751)(43,651)(121,567)(133,397)
Certain impairments and other adjustmentsCertain impairments and other adjustments(3,456)780 Certain impairments and other adjustments549 (277)(1,982)3,216 
Restructuring-related chargesRestructuring-related charges(1,820)309 Restructuring-related charges(30,115)(3,420)(43,142)(3,418)
Total (loss) income from operationsTotal (loss) income from operations(17,967)16,939 Total (loss) income from operations(12,197)(28,437)3,414 74,483 
Other income, net27,397 13,170 
Other (expense) income, netOther (expense) income, net1,377 12,321 11,382 38,330 
Interest expense, netInterest expense, net(24,806)(25,688)Interest expense, net(30,515)(24,247)(83,918)(75,304)
(Loss) income before income taxes(Loss) income before income taxes$(15,376)$4,421 (Loss) income before income taxes$(41,335)$(40,363)$(69,122)$37,509 

 Three Months Ended March 31,Nine Months Ended March 31,
 2023202220232022
Depreciation and amortization:
Vista$14,480 $15,791 $43,343 $49,757 
PrintBrothers4,175 5,466 14,097 15,806 
The Print Group5,269 6,459 16,930 19,655 
National Pen4,820 5,933 16,506 18,061 
All Other Businesses4,375 4,519 13,217 13,942 
Central and corporate costs6,632 5,483 17,474 16,176 
Total depreciation and amortization$39,751 $43,651 $121,567 $133,397 
Three Months Ended March 31,Nine Months Ended March 31,
2023202220232022
Purchases of property, plant and equipment:
Vista$3,006 $4,132 $12,575 $14,491 
PrintBrothers2,010 665 3,771 3,381 
The Print Group3,995 7,560 14,084 14,237 
National Pen889 644 3,336 2,855 
All Other Businesses815 2,130 2,650 5,802 
Central and corporate costs281 472 1,070 1,376 
Total purchases of property, plant and equipment$10,996 $15,603 $37,486 $42,142 
22
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 Three Months Ended September 30,
 20222021
Depreciation and amortization:
Vista$14,670 $16,403 
PrintBrothers4,773 5,234 
The Print Group5,862 6,584 
National Pen5,891 5,908 
All Other Businesses4,516 5,042 
Central and corporate costs5,230 5,261 
Total depreciation and amortization$40,942 $44,432 
Three Months Ended September 30,
20222021
Purchases of property, plant and equipment:
Vista$3,124 $2,478 
PrintBrothers708 1,512 
The Print Group4,819 1,428 
National Pen1,601 1,188 
All Other Businesses1,068 1,515 
Central and corporate costs438 503 
Total purchases of property, plant and equipment$11,758 $8,624 
Three Months Ended September 30,Three Months Ended March 31,Nine Months Ended March 31,
202220212023202220232022
Capitalization of software and website development costs:Capitalization of software and website development costs:Capitalization of software and website development costs:
VistaVista$6,635 $7,572 Vista$5,894 $8,235 $17,668 $24,425 
PrintBrothersPrintBrothers389 232 PrintBrothers104 361 1,562 829 
The Print GroupThe Print Group490 426 The Print Group866 790 2,127 1,735 
National PenNational Pen588 678 National Pen778 877 1,878 2,608 
All Other BusinessesAll Other Businesses924 1,184 All Other Businesses1,008 981 2,831 3,248 
Central and corporate costsCentral and corporate costs6,304 5,547 Central and corporate costs6,285 6,497 18,115 17,030 
Total capitalization of software and website development costsTotal capitalization of software and website development costs$15,330 $15,639 Total capitalization of software and website development costs$14,935 $17,741 $44,181 $49,875 
The following table sets forth long-lived assets by geographic area:
September 30, 2022June 30, 2022 March 31, 2023June 30, 2022
Long-lived assets (1):Long-lived assets (1):  Long-lived assets (1):  
United States(2)United States(2)$90,481 $95,589 United States(2)$81,110 $95,589 
SwitzerlandSwitzerland71,901 72,394 Switzerland76,287 72,394 
NetherlandsNetherlands69,353 67,240 Netherlands65,618 67,240 
CanadaCanada57,730 58,498 Canada57,050 58,498 
ItalyItaly45,239 48,262 Italy42,150 48,262 
FranceFrance23,431 25,383 France26,639 25,383 
AustraliaAustralia19,066 17,751 
JamaicaJamaica18,341 18,744 Jamaica18,258 18,744 
Australia17,838 17,751 
Japan(3)Japan(3)10,489 11,392 Japan(3)— 11,392 
OtherOther88,406 90,677 Other112,162 90,677 
TotalTotal$493,209 $505,930 Total$498,340 $505,930 
___________________
(1) Excludes goodwill of $748,055$787,291 and $766,600, intangible assets, net of $139,864$119,931 and $154,730, deferred tax assets of $114,020$10,093 and $113,088, and marketable securities, non-current of$22,449 $6,466 and zero as of September 30, 2022March 31, 2023 and June 30, 2022, respectively.
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(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 reclassification of the carrying value to prepaid expenses and other current assets because it meets held-for-sale criteria during the current quarter. Refer to Note 13 for additional details.


12. Commitments and Contingencies
Purchase Obligations
At September 30, 2022,March 31, 2023, we had unrecorded commitments under contract of $251,011,$205,973, including third-party cloud services of $79,437; inventory, third-party fulfillment and digital service purchase commitments of $86,678; third-party cloud services of $80,997;$79,159; software of $42,238;$16,870; advertising of $15,181;$10,116; production and computer equipment purchases of $5,952;$2,494; professional and consulting fees of $5,019,$3,462, and other unrecorded purchase commitments of $14,946.$14,435.
Other Obligations
We deferred payments for several of our acquisitions, resulting in the recognition ofIn February 2023, we made a liability of $8,463 as of September 30, 2022, which primarily relates to a$6,785 deferred payment for our Depositphotos acquisition, resulting in no outstanding acquisition-related deferred liabilities as of Depositphotos that is payable in October 2022, subject to any outstanding indemnification claims.March 31, 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 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
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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.
13. 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. All restructuring costs are excluded from segment and adjusted EBITDA.

During the three and nine months ended September 30, 2022,March 31, 2023, we recognized restructuring charges of $1,820. We recognized restructuring expense$30,115 and $43,142, respectively. The majority of these costs related to prior quarter actions of $1,456taken in our Vista business $209and central teams during March 2023 that were intended to reduce costs and support expanded profitability, reduced leverage, and increased speed, focus and accountability. For the three and nine months ended March 31, 2023, the previously described action combined with prior actions taken to prioritize our investments and exit the Japanese market resulted in restructuring charges in our Vista business of $20,406 and $29,128, and in our central and corporate costs of $9,075 and $9,330, respectively.

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 included the impairment of assets from our exit of the Japanese market of $6,257. We expect additional restructuring charges in the fourth quarter of fiscal 2023 for termination benefits that included ongoing service requirements, but we do not expect those charges to be material.

We also recognized restructuring charges in our National Pen business for the three and $155nine months ended March 31, 2023 in the amounts of $639 and $1,127, respectively, 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 nine months ended March 31, 2023 in our CentralAll Other Businesses reportable segment for our previously announced exit from the Chinese market, which included employee termination benefits and corporate costs.the write-off of certain assets. We do not expect any additional charges for these restructuring actions.

The following table summarizes the restructuring activity during the threenine months ended September 30, 2022.March 31, 2023.
Severance and Related BenefitsOther Restructuring CostsAccrued restructuring liabilitySeverance and Related BenefitsOther Restructuring CostsAccrued restructuring liability
Balance as of June 30, 2022Balance as of June 30, 2022$13,449 $— $13,449 Balance as of June 30, 2022$13,449 $— $13,449 
Restructuring chargesRestructuring charges1,032 788 1,820 Restructuring charges32,187 10,955 43,142 
Cash paymentsCash payments(7,931)— (7,931)Cash payments(14,859)— (14,859)
Non-cash charges (1)Non-cash charges (1)(156)(788)(944)Non-cash charges (1)(2,141)(10,955)(13,096)
Foreign currency translationForeign currency translation(419)— (419)Foreign currency translation92 — 92 
Balance as of September 30, 2022$5,975 $— $5,975 
Balance as of March 31, 2023Balance as of March 31, 2023$28,728 $— $28,728 
________________
(1) During the threenine months ended September 30, 2022,March 31, 2023, non-cash restructuring charges primarily includeincludes the Vista segment's write-off of inventoryloss recorded on assets for theour Japan market which has no alternative use, the write-off of equipment from National Pen's ongoing move of its European production operations from Ireland to the Czech Republic,and China exits as described above, and share-based compensation expense upon modification to accelerate the vesting of share-based compensation awards for the actions taken in the fourth quarter of fiscal year 2022.described above.

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Item 2. 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 financial results, the persistence of higher costsincluding profitability, cash flows, liquidity, and supply chain disruptions andcapital allocation; the expected impacts of those costs and disruptions on our business; the planned divestitureeffects of our business in China;cost reductions and recent restructuring, including future cost savings and restructuring charges; the expected impacts of our mass customization platform; our competitive advantages; the expected effects of ourmid- and upper-funnel advertising spend;in Vista; sufficiency of our liquidity position; legal proceedings; and sufficiency of our tax reserves.reserves and expectation pf a reduction in unrecognized tax benefits. 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 supply chain constraints, inflation, and the ongoinglingering effects of the COVID-19 pandemic; the failure of our inabilitycost reductions to mitigate increases inaffect our costs by increasing our prices and taking other measures;financial results as expected; our inability to make the investments 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; the anticipated exercise of the PrintBrothers put options; 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, including the possibility of an economic downturn in some or all of our markets; and other factors described in this Report and the documents that we periodically file with the SEC.
Executive Overview
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. Our products include a broad range of marketing materials, business cards, signage, promotional products, logo apparel, packaging, books and magazines, wall decor, photo merchandise, invitations and announcements, 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.
As of September 30, 2022,March 31, 2023, we have numerous operating segments under our management reporting structure that are reported in the following five reportable segments: Vista, PrintBrothers, The Print Group, National Pen, and All Other Businesses. Refer to Note 11 in our accompanying consolidated financial statements for additional information relating to our reportable segments and our segment financial measures.
Our businesses continueWe announced plans on March 23, 2023 to experience supply chain challenges including rising inputreduce costs within our Vista business and some areasour 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 disruption. Each$30.1 million during the current quarter, with additional immaterial charges expected to be recognized during the fourth quarter of our reportable segments has seen materialfiscal 2023. This restructuring action provided a small cost increases of product substrates like paper, production materials like aluminum plates, freight and shipping charges, energy costs and higher compensation costssavings benefit during the current quarter due to inflationary pressures and a more competitive labor market. We believe our scale-based shared strategic capabilities and supplier relationships provide competitive advantages for our businessesthe timing of the action, but we expect this action to weather these challenges. Through data capabilities, our businesses are regularly testing new pricing approaches, and in all businesses there have been pricing increases that are partially offsetting the increased costs.deliver approximately $100 million of annualized pre-tax cost savings.
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; however, in evaluating the financial condition and operating performance of our business, management considers a number of metrics including 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
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"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 three and nine months ended September 30, 2022March 31, 2023 as compared to the three and nine months ended September 30, 2021March 31, 2022 follows:
Third Quarter Fiscal Year 2023
Revenue increased by 7%13% to $703.4$742.2 million.
Constant-currency revenue increased 16% when excluding the revenue of acquired companies for the first twelve months after acquisition (a non-GAAP financial measure).
Operating income increased by $16.2 million to a loss of $12.2 million.
Adjusted EBITDA (a non-GAAP financial measure) increased by $35.5 million to $69.1 million.
Diluted net loss per share attributable to Cimpress plc increased to a loss of $1.88 from a loss of $2.75 in the comparative period.
Year to Date Fiscal Year 2023
Revenue increased by 6% to $2,290.8 million.
Constant-currency revenue increased by 15%12% and by 14%11% when excluding the revenue of acquired companies for the first twelve months after acquisition (both non-GAAP financial measures).
Operating income decreased by $34.9$71.1 million to an operating loss of $18.0$3.4 million.
Adjusted EBITDA (a non-GAAP financial measure) decreased by $22.0$17.4 million to $45.6$225.9 million.
Diluted net loss per share attributable to Cimpress plc increaseddecreased to $(0.97)a loss of $8.19 from $(0.26)a loss of $0.91 in the comparative period.
Cash provided by operating activities decreased by $61.8$63.2 million to an outflow of $(25.3)$68.5 million.
Adjusted free cash flow (a non-GAAP financial measure) decreased by $64.6$52.9 million to a usean outflow of cash of $(52.3)$13.2 million.
For the first quarter of fiscal yearthree months ended March 31, 2023, theincrease in reported revenue was primarily due to growth across all businesses and markets through increased pricing and customer demand. Reported revenue slightly benefited from our recent acquisitions, with the majority of the additional revenue attributable to Depositphotos, which was acquired on October 1, 2021 and is includedaccelerated, mainly in our Vista business. Pricing changes made duringbusiness as product mix shifted back toward faster-growing small business products and we are comparing to a weaker period in the past year improvedprior-year quarter that included the migration of Vista's U.S. website onto the new technology platform. Our Vista business experienced growth in new customer count and new customer bookings across all major markets. Promotional products, apparel, and gifts (PPAG) was our revenue on afastest-growing product category, with business cards, marketing materials, packaging and labels, and signage all showing strong year-over-year basis,growth as these actions werewell. Revenue growth in most Cimpress businesses continued to benefit from year-over-year increases in pricing, which has been one tool we used to mitigate inflationary cost pressures that have arisen from ongoing supply chain challenges.pressures. Currency exchange fluctuations had a significant negative effect on revenue during the current quarter.
For the three months ended September 30, 2022,March 31, 2023, the decreaseincrease in operating income was primarily due to increased investments in our Vista business. These investments include the incremental profit from the revenue growth described above. Gross profit growth benefited from higher volumes and the reduced net impact of hiringcost inflation. We also realized cost efficiencies in Vista throughout fiscal year 2022, as well as increased advertising spend, driven by mid- and upper-funnel advertising. Inflationary pressures on input costslower compensation and wagesconsulting-related operating expenses. These items were significantlypartially offset by actions taken to pass these increases to customers in the form of increased pricing. We also recognized an increase in restructuring charges of $2.1 million, which were partially offset by savings from theprimarily related to actions taken during the current quarter to reduce costs in the Vista business and in our Vista business in the fourth quarter of fiscal year 2022.central teams.
Adjusted EBITDA decreasedincreased year over year for the three months ended March 31, 2023, primarily for the same reasons operating income decreased.increased. Adjusted EBITDA excludes restructuring charges, 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 a benefit of approximately $7.9 million.$1.6 million for the three months ended March 31, 2023.
Diluted net loss per share attributable to Cimpress plc increased for the three months ended September 30, 2022March 31, 2023 primarily fordue to the same reasonsimproved operating loss described above, as well as significantly lower income decreased,tax expense year over year. These improvements were partially offset by increased interest expense and year-over-
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year impact from the net effect of unrealized currency gainslosses caused by exchange rate volatility.volatility that more than offset realized gains recognized in the current quarter.
CashDuring the nine months ended March 31, 2023, cash from operations decreased $61.8$63.2 million year over year due primarily to the decrease in operating income described above, as well as decreasedless favorable working capital cash flowsinflows of $42.5$22.0 million, largely driven by less favorable benefits from accounts payable due in part to timing, as well as negative working capital impacts from higher inventory levels as our businesses increased raw materials on handthat were intended to minimize availability risk during our seasonally significant second quartermitigate supply chain issues. Cash from operations was also negatively impacted year over year by higher cash interest costs and thereafter.restructuring payments due to actions taken to reduce costs over the past year.
Adjusted free cash flow decreased year over year by $64.6$52.9 million for the nine months ended March 31, 2023, due to the operating cash flow decrease described above, as well as a $3.1 million increase in capitalpartially offset by lower capitalized software and capitalized expenditures.
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Consolidated Results of Operations
Consolidated Revenue
Our businesses generate revenue primarily from the sale and shipment of customized products. We also generate revenue, to a much lesser extent (and primarily in our Vista business), from digital services, graphic design services, website design and hosting, and email marketing services, as well as 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 three and nine months ended September 30,March 31, 2023 and 2022 and 2021 are shown in the following table:
In thousandsIn thousandsThree Months Ended September 30,Currency
Impact:
Constant-
Currency
Impact of Acquisitions/Divestitures:Constant- Currency Revenue GrowthIn thousandsThree Months Ended March 31,Currency
Impact:
Constant-
Currency
Impact of Acquisitions/Divestitures:Constant- Currency Revenue Growth
20222021%
 Change
(Favorable)/UnfavorableRevenue Growth (1)(Favorable)/UnfavorableExcluding Acquisitions/Divestitures (2)20232022%
 Change
(Favorable)/UnfavorableRevenue Growth (1)(Favorable)/UnfavorableExcluding Acquisitions/Divestitures (2)
VistaVista$369,369 $349,480 6%4%10%(2)%8%Vista$396,642 $349,216 14%2%16%—%16%
PrintBrothersPrintBrothers132,699 125,357 6%17%23%(1)%22%PrintBrothers139,569 119,960 16%5%21%1%22%
The Print GroupThe Print Group76,823 72,820 6%18%24%—%24%The Print Group85,504 75,361 13%6%19%—%19%
National PenNational Pen81,666 69,264 18%6%24%—%24%National Pen81,113 72,243 12%3%15%—%15%
All Other BusinessesAll Other Businesses51,827 47,871 8%—%8%—%8%All Other Businesses49,037 48,486 1%—%1%—%1%
Inter-segment eliminationsInter-segment eliminations(8,969)(7,193)Inter-segment eliminations(9,701)(7,854)
Total revenueTotal revenue$703,415 $657,599 7%8%15%(1)%14%Total revenue$742,164 $657,412 13%3%16%—%16%
In thousandsNine Months Ended March 31,Currency
Impact:
Constant-
Currency
Impact of Acquisitions/Divestitures:Constant- Currency Revenue Growth
20232022%
 Change
(Favorable)/UnfavorableRevenue Growth (1)(Favorable)/UnfavorableExcluding Acquisitions/Divestitures (2)
Vista$1,203,747 $1,146,810 5%4%9%(1)%8%
PrintBrothers420,866 383,011 10%12%22%(1)%21%
The Print Group251,663 238,311 6%11%17%—%17%
National Pen283,400 266,224 6%6%12%—%12%
All Other Businesses160,862 154,076 4%—%4%—%4%
Inter-segment eliminations(29,757)(23,705)
Total revenue$2,290,781 $2,164,727 6%6%12%(1)%11%
_________________
(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.
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(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.
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.
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
Three Months Ended September 30,
In thousands
Three Months Ended March 31,Nine Months Ended March 31,
20222021 2023202220232022
Cost of revenueCost of revenue$377,735 $338,989 Cost of revenue$394,908 $347,452 $1,228,036 $1,110,378 
% of revenue% of revenue53.7 %51.5 %% of revenue53.2 %52.9 %53.6 %51.3 %
For the three and nine months ended September 30, 2022,March 31, 2023, cost of revenue increased by $38.7$47.5 million and $117.7 million, respectively, as compared to the prior period,year periods, primarily due to demand-dependent costthe continued effects of goods sold, including third-party fulfillment, material and shipping costs. We've continued to experience impacts from global supply chain challenges that resulted in increased costs for product substrates like paper, production materials like aluminum plates, freight and shipping charges, and energy costs.costs, as well as additional variable cost increases driven by the constant-currency revenue growth described above. Although input costs were higher year over year during the third quarter of fiscal 2023, we started to see some easing across many product substrates, and we began to pass the anniversary of input cost increases, so the year-over-year impact lessened. Compensation costs arewere also higher due to the combination of a more competitive labor market and the inflationary environment in many jurisdictions where we operate.
The overall impact of increased costs, net of pricing increases and manufacturing efficiencies, had varying impacts on our businesses duringwas minimal in the threecurrent quarter, though still a negative year-over-year impact for the nine months ended September 30, 2022. We expect higher input costs and supply constraints to persist, although we are unable to predict for how long. We believe we are advantaged in this environment versus smaller competitors because our scale provides us with a stronger supplier negotiation position for both costs and availability of supply.
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March 31, 2023.
Consolidated Operating Expenses
The following table summarizes our comparative operating expenses for the following periods:
In thousands
In thousands
Three Months Ended September 30,
In thousands
Three Months Ended March 31,Nine Months Ended March 31,
20222021 202320222023 vs. 2022202320222023 vs. 2022
Technology and development expense(1)Technology and development expense(1)$74,475 $67,277 Technology and development expense(1)$78,287 $75,291 4%$230,485 $212,835 8%
% of revenue% of revenue10.6 %10.2 %% of revenue10.5 %11.5 %10.1 %9.8 %
Marketing and selling expense(1)Marketing and selling expense(1)$200,930 $174,697 Marketing and selling expense(1)$187,234 $194,618 (4)%$593,312 $577,931 3%
% of revenue% of revenue28.6 %26.6 %% of revenue25.2 %29.6 %25.9 %26.7 %
General and administrative expense(1)General and administrative expense(1)$54,072 $46,548 General and administrative expense(1)$52,578 $50,888 3%$156,441 $144,162 9%
% of revenue% of revenue7.7 %7.1 %% of revenue7.1 %7.7 %6.8 %6.7 %
Amortization of acquired intangible assetsAmortization of acquired intangible assets$12,350 $13,458 Amortization of acquired intangible assets$11,239 $14,180 (21)%$35,951 $41,520 (13)%
% of revenue% of revenue1.8 %2.0 %% of revenue1.5 %2.2 %1.6 %1.9 %
Restructuring expense (1)(2)Restructuring expense (1)(2)$1,820 $(309)Restructuring expense (1)(2)$30,115 $3,420 781%$43,142 $3,418 (1,162)%
% of revenue% of revenue0.3 %0.0 %% of revenue4.1 %0.5 %1.9 %0.2 %
_____________________
(1) As a result of the March 2023 cost reduction action described above, we expect to realize cost savings in future periods. The cost savings benefit during the current period was not material.
(2) Refer to Note 13 in our accompanying consolidated financial statements for additional details relating to restructuring expense.
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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.
Technology and development expenses increased by $7.2$3.0 million and $17.7 million for the three and nine months ended September 30, 2022,March 31, 2023, respectively, as compared to the prior year.prior-year periods. This increase is primarily driven by increased volume-related third-party technology costs due in part to higher customer demand. In addition, compensation costs increased year-over-year by $0.5 million and $4.4 million of higher compensation costs primarilyfor the three and nine months ended March 31, 2023, respectively, due to increases from our inflation-adjusted annual merit cycle and market adjustments. Other operating costs increased due to higher customer demand, as well as increased travel and training costs. These increases were partially offset by cost savings resulting from recent restructuring actions that reduced headcount in the fourth quarter of fiscal year 2022.headcount.
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 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 three and nine months ended September 30, 2022,March 31, 2023, marketing and selling expenses decreased by $7.4 million and increased $26.2by $15.4 million, respectively, as compared to the prior year.prior-year periods. The largest increase in marketing and selling expenses was in our Vista business, which had increased advertising costs of $20.0 million and increased internal marketing and customer service costs of $4.9 million. The increases to Vista spend were primarily driven by higher mid- and upper-funnel advertising and year-over-year growth in headcount for areas such as user experience, design, brand and data and analytics. Marketing and selling expense also increased across each of our other reportable segmentsdecrease for the three months ended September 30, 2022,March 31, 2023 was primarily driven by lower costs in our Vista business of $11.7 million, due in part to lower advertising spend. These decreases were partially offset by increased advertising spend collectively across all our other businesses of $4.9 million.
The increased spend for the nine months ended March 31, 2023 was due to higher customer demand.advertising spend of $26.6 million across Cimpress (including increases in mid- and upper-funnel spend, partially offset by lower performance advertising in Vista during the first half of the current fiscal year), partially offset by lower compensation costs in Vista year over year.
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 three and nine months ended September 30, 2022,March 31, 2023, general and administrative expenses increased by $7.5$1.7 million and $12.3 million, respectively, as compared to the priorprior-year periods. Compensation costs increased year partly due to $2.4over year from higher headcount and the impacts of our inflation-adjusted annual merit cycle. Other cost increases included higher travel and training costs and consulting spend.
For the nine months ended March 31, 2023, we recognized an additional $2.2 million of expense related to the termination of one of our
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leased office locations as we continue to optimize our office footprint with many of our team members operating under a remote-first model. ThereThese increases were also increasespartially offset by lower share-based compensation expense due to forfeitures from our recent restructuring actions, as well as favorability due to different timing of $1.7expense from our granting of RSUs and options for most employees during the current year, as compared to PSUs in prior years.
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Restructuring expense
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. All restructuring costs are excluded from segment and adjusted EBITDA.
For the three and nine months ended March 31, 2023, restructuring expenses increased by $26.7 million and $39.7 million, respectively, as compared to compensationthe prior-year periods. This increase is largely driven by $29.5 million of costs fromrecognized in the impacts ofcurrent quarter related to the previously described action taken in our inflation-adjusted annual merit cycleVista business and higher headcountcentral 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 earlier in the year over year. Other cost increases included higher travelto prioritize our investments and training costs.exit the Japanese and Chinese markets. Refer to Note 13 in the accompanying consolidated financial statements for additional details.
Other Consolidated Results
Other income, net
Other income, net generally consists of gains and losses from currency exchange rate fluctuations on 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, net:
In thousands 
Three Months Ended September 30,
20222021
Gains on derivatives not designated as hedging instruments$28,645 $13,327 
Currency-related (losses) gains, net(197)323 
Other losses(1,051)(480)
Total other income, net$27,397 $13,170 
In thousands 
Three Months Ended March 31,Nine Months Ended March 31,
2023202220232022
(Losses) gains on derivatives not designated as hedging instruments$(2,428)$11,210 $2,021 $31,017 
Currency-related gains (losses), net4,187 (672)10,217 5,202 
Other (losses) gains(382)1,783 (856)2,111 
Total other income, net$1,377 $12,321 $11,382 $38,330 
The increasedecrease in other 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 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 net 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 (losses) 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 and realized gains (losses) on effective interest rate swap contracts and certain cross-currency swap contracts. In addition, accretion adjustments related to our mandatorily redeemable noncontrolling interests are recognized in interest expense, net. Refer to Note 7 in the accompanying consolidated financial statements for additional details.
Interest expense, net decreasedincreased by $0.9$6.3 million and $8.6 million during the three and nine months ended September 30, 2022,March 31, 2023, respectively, as compared to the prior year period,prior-year periods, primarily due to a higher weighted-average interest rate (net of interest rate swaps) driving the majority of the interest expense increases, partially offset by an increase in interest income earned on our cash and marketable securities that more than offsetof $2.2 million and $5.8 million, respectively. In addition, we recognized accretion adjustments of $1.2 million and $3.3 millionduring the increase to interest expense that was driven by higher interest rates.three and
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nine months ended March 31, 2023, respectively, for our mandatorily redeemable noncontrolling interests, which did not occur in the prior periods.
Income tax expense
In thousands
In thousands
Three Months Ended September 30,
In thousands
Three Months Ended March 31,Nine Months Ended March 31,
20222021 2023202220232022
Income tax expenseIncome tax expense$9,365 $9,381 Income tax expense$8,475 $29,529 $143,969 $56,208 
Effective tax rateEffective tax rate(60.9)%212.2 %Effective tax rate(20.5)%(73.2)%(208.3)%149.9 %

Income taxTax expense decreased for the three months ended September 30, 2022 decreasedMarch 31, 2023 versus the prior comparativecomparable period due to decreased profits.the partial valuation allowance on Swiss deferred tax assets of $29.6 million recorded during the three months ended March 31, 2022. Tax expense increased for the nine months ended March 31, 2023 versus the prior comparable period due to the full valuation allowance on Swiss deferred tax assets of $116.7 million recorded during the nine months ended March 31, 2023.

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
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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. Refer to Note 9 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.
Vista
During the fourth quarter of fiscal year 2022, we revised our internal reporting to reallocate certain third-party technology costs that were previously held within our Central and corporate costs to our Vista business and reportable segment. These include certain third-party costs that are variable in nature and the cost variability is primarily driven by decisions or volumes in the Vista business. We revised our presentation of all prior periods presented to reflect our updated segment reporting, which decreased both Vista segment EBITDA and Central and corporate costs by $1.1$1.9 million and $4.9 million, respectively, for the three and nine months ended September 30, 2021.March 31, 2023.
In thousands
In thousands
Three Months Ended September 30,
In thousands
Three Months Ended March 31,Nine Months Ended March 31,
202220212022 vs. 2021 202320222023 vs. 2022202320222023 vs. 2022
Reported RevenueReported Revenue$369,369 $349,480 6%Reported Revenue$396,642 $349,216 14%$1,203,747 $1,146,810 5%
Segment EBITDASegment EBITDA30,737 66,920 (54)%Segment EBITDA60,392 25,534 137%146,286 183,220 (20)%
% of revenue% of revenue%19 %% of revenue15 %%12 %16 %

Segment Revenue
Vista's reported revenue growth for the three and nine months ended September 30, 2022March 31, 2023 was negatively affected by a currency impact of 2% and 4%., respectively. Vista's organic constant-currency revenue growth was 16% and 8% when excluding, respectively, for the benefit from the recent acquisition of Depositphotos.three and nine months ended March 31, 2023. Constant-currency growth remained strong throughout the quarter in Europe, and in North America, revenue growth was soft in July but accelerated to double-digit growth in August and September, largely driven by the compounding benefits of our new platformcustomer count and year-over-year pricing increases.new customer bookings growth across all major markets, as well as increased repeat customer bookings. From a product perspective, the strongest growth was in the categories of promotional products, apparel and gifts (PPAG), category, as well as business cards, marketing materials, signagepackaging and business cards. Revenuesignage. For the three and nine months ended March 31, 2023, holiday cards and invitations and announcements declined, particularly in the U.S. market, which had a more pronounced impact during our seasonally significant second quarter. For the three and nine months ended March 31, 2023, revenue growth was negatively impacted year over year by a decline in face mask sales of $5.0$1.7 million and $10.2 million, respectively, as well as lower revenue year over year.year of $2.1 million and $5.4 million, respectively, due to our planned exit from the Japanese market.
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Segment Profitability
For the three months ended September 30, 2022,March 31, 2023, segment EBITDA declinedincreased by $36.2 million. The decrease$34.9 million, through a combination of factors including revenue growth described above. Gross margins were flat year over year as inflationary cost pressures began to segment EBITDA continues to be driven by the impact of higher investment levels. Gross profit declined slightly year-over-year as higher revenue, including fromlessen and further price increases was more than offset by cost inflationwere implemented. In addition, advertising spend decreased $4.1 million year over year, as a result of increased efficiency and negative currency impacts; however, gross profit increased when excluding the year-over-year currency impact. Vista's advertising expense increased by $20.0 million, driven bya reduction in spend in non-core categories. We also continue to test a higher mix of mid- and upper-funnel advertising spend compared to lower-funnel spend, which we are testing in certain markets as we believe it mayshould help us improve awareness and consideration with customers and prospects as well as reduce ourwith less reliance on paid search advertising. We delivered some operating expense efficiencies this quarter, although the cost reduction implemented and announced in March did not materially benefit the quarter.
There were also increased operating expensesFor the nine months ended March 31, 2023, segment EBITDA decreased by $36.9 million, due in part to cost inflation that had a larger net impact on our results during the first half of $13.2 million, driven mainly by $7.3 million of higher organic compensation costs related primarily to growth investments includingfiscal 2023. Product mix weighed on Vista's gross margins during the hiring of talent, especially in user experience, design, product management, and data and analytics, as well as the impacts of inflation-adjusted merit increases effective July 1, 2022, that were larger than recent years. These organic investments are in support of Vista's multi-year transformation journey to become the expert design and marketing partner to the world's small businesses. This year-over-year increase in compensation costs was smaller than for the fourth quarterfirst half of fiscal year 2022 as2023, when we significantly curtailed additional hiringexperienced the fastest growth in product categories like PPAG that have lower gross margins although higher average order values. Changes in currency exchange rates had a negative impact during the nine months ended March 31, 2023. Vista's advertising expense increased by $19.4 million year over year, driven by higher mid- and upper funnel advertising spend, mainly during the first half of fiscal 2023. Operating expenses also increased $3.0 million due to increased growth investments made last year, which we've fully lapped during the current quarter. The increased expense from investment in headcount was partiallyquarter and were starting to be offset by the benefit of recent restructuring actions.
Increased investmentcost reductions implemented in our acquired VistaCreate (Depositphotos) business also negatively impacted Vista's segment EBITDA results by approximately $2.1 million.
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March 2023.
PrintBrothers
In thousands
In thousands
Three Months Ended September 30,
In thousands
Three Months Ended March 31,Nine Months Ended March 31,
202220212022 vs. 2021 202320222023 vs. 2022202320222023 vs. 2022
Reported RevenueReported Revenue$132,699 $125,357 6%Reported Revenue$139,569 $119,960 16%$420,866 $383,011 10%
Segment EBITDASegment EBITDA14,991 16,283 (8)%Segment EBITDA15,886 12,392 28%50,386 47,280 7%
% of revenue% of revenue11 %13 %% of revenue11 %10 %12 %12 %
Segment Revenue
PrintBrothers' reported revenue growth for the three and nine months ended September 30, 2022March 31, 2023 was negatively affected by currency impacts of 5% and 12%, respectively. When excluding the benefit from a currency impact of 17%, resulting in asmall recent acquisition, organic constant-currency revenue growth of 23%.was 22% and 21%, respectively. This strong growthperformance was driven by the recent introduction of new products, growth in order volumes and price increases implemented to address inflationary cost increases.
Segment Profitability
PrintBrothers' segment EBITDA during the three months ended September 30, 2022, as compared to the prior period, decreased due to year-over-year currency fluctuations that had a negative impact of $2.1 million. Despite a challenging supply chain and inflationary environment, PrintBrothers' segment EBITDA for the three and nine months ended March 31, 2023 grew year-over-year when excluding the impact of currency,year over year, driven by the constant-currency revenue growth 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 $0.5 million and $4.4 million, for the three and nine months ended March 31, 2023, respectively. We continue to invest infocus 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
Three Months Ended September 30,
In thousands
Three Months Ended March 31,Nine Months Ended March 31,
202220212022 vs. 2021 202320222023 vs. 2022202320222023 vs. 2022
Reported RevenueReported Revenue$76,823 $72,820 6%Reported Revenue$85,504 $75,361 13%$251,663 $238,311 6%
Segment EBITDASegment EBITDA12,220 14,389 (15)%Segment EBITDA13,589 11,923 14%39,490 42,670 (7)%
% of revenue% of revenue16 %20 %% of revenue16 %16 %16 %18 %
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Segment Revenue
The Print Group's reported revenue for the three and nine months ended September 30, 2022March 31, 2023 was negatively affected by a currency impact of 18%6% and 11%, respectively, resulting in an increase to revenue on a constant-currency basis of 24%.19% and17%, respectively. Constant-currency revenue growth was largely driven by price increases that have been implemented over the past year to address inflationary cost increases, as well as volume growth and increased order fulfillment for other Cimpress businesses.
Segment Profitability
The increase in The Print Group's segment EBITDA during the three months ended March 31, 2023, as compared to the prior year, was driven by the revenue growth described above, as well as gross margin improvements due to lower shipping costs and benefits from a higher mix of insourced order production. The decrease in The Print Group's segment EBITDA during the nine months ended March 31, 2023 as compared to the prior year was largely due to higher input costs that are impacted by supply chain disruptions and higher shipping and energy costs, which had a larger impact during the first half of fiscal 2023. For the three and nine months ended March 31, 2023, currency exchange fluctuations negatively impacted segment EBITDA year over year by $0.6 million and $4.4 million, respectively.
National Pen
In thousandsThree Months Ended March 31,Nine Months Ended March 31,
 202320222023 vs. 2022202320222023 vs. 2022
Reported Revenue$81,113 $72,243 12%$283,400 $266,224 6%
Segment EBITDA(3,336)(898)(271)%20,150 22,653 (11)%
% of revenue(4)%(1)%%%
SegmentRevenue
For the three and nine months ended March 31, 2023, National Pen's revenue growth was negatively affected by currency impacts of 3% and 6%, respectively, resulting in constant-currency revenue growth of 15% and 12%, respectively. Constant-currency revenue growth was driven by price increases that have been implemented over the past year to address inflationary cost increases, as well as volume growth from several corein new product categories that include bags and more recently introduced products.drinkware. Year-over-year revenue growth was negatively impacted by our planned exit from the Japanese market by approximately $2.6 million and $9.9 million for the three and nine months ended March 31, 2023, respectively, as well as the decline in face mask sales by approximately $1.2 million and $8.5 million, respectively.
Segment Profitability
The decrease in The Print Group's segment EBITDA during the three months ended September 30, 2022, as compared to the prior year, was driven by negative impacts from year-over-year currency fluctuations of $2.1 million. Excluding the impact of currency, segment EBITDA was flat year-over-year as the benefits from the revenue growth described above were largely offset by cost increases that included higher input costs driven by ongoing supply chain disruptions and higher energy costs.
National Pen
In thousandsThree Months Ended September 30,
 202220212022 vs. 2021
Reported Revenue$81,666 $69,264 18%
Segment EBITDA(1,297)(8,048)(84)%
% of revenue(2)%(12)%
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SegmentRevenue
For the three months ended September 30, 2022, National Pen's revenue growth was negatively affected by currency impacts of 6%, resulting in constant-currency revenue growth of 24%. Direct marketing, e-commerce, and direct sales channels continued to collectively drive the revenue growth. Growth across these channels was driven by price increases that have been implemented over the past year to address inflationary cost increases, as well as volume growth in core writing instruments. The year-over-year decline in face mask sales impacted National Pen's revenue by approximately $4.0 million, which was partially offset by a change in customer terms that positively impacted the timing of revenue recognition by $2.2 million.
Segment Profitability
The increase in National Pen's segment EBITDA for the three and nine months ended September 30, 2022March 31, 2023 was driven by negative currency impacts of $1.1 million and $6.5 million, respectively. During the combinationthird quarter of strong revenue growth, grossfiscal 2023, segment EBITDA was negatively impacted by contribution margin expansion, a timing-related decrease incompression due to increased ad spend across direct mail and web channels, as well as unfavorable product mix shifts to newer product introductions. In addition, operating expenses increased due to higher tech spend and customer service costs driven by higher sales volumes. For the nine months ended March 31, 2023, segment EBITDA benefited from lower advertising spend during the first half of the year, as a percent of revenue, limited operating expense growth, and savingswell as less pronounced impacts from the recent decision to shut down its operations in Japan.

product mix shifts during that same period.
All Other Businesses
In thousands
In thousands
Three Months Ended September 30,
In thousands
Three Months Ended March 31,Nine Months Ended March 31,
202220212022 vs. 2021 202320222023 vs. 2022202320222023 vs. 2022
Reported RevenueReported Revenue$51,827 $47,871 8%Reported Revenue$49,037 $48,486 1%$160,862 $154,076 4%
Segment EBITDASegment EBITDA6,178 4,891 26%Segment EBITDA5,036 6,044 (17)%16,620 17,199 (3)%
% of revenue% of revenue12 %10 %% of revenue10 %12 %10 %11 %
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This segment consists of BuildASign, which is a larger and profitable business, and Printi, an early-stage business that we have managed at a relatively modest operating loss as previously described and planned. This segment also included results from our recently divested YSD business that was completed during the third quarter of fiscal 2023.
Segment Revenue
All Other Businesses' constant-currency revenue growth was 8%1% and 4% during the three and nine months ended March 31, 2023, respectively. BuildASign generates the majority of revenue in this segment, and for the three months ended September 30, 2022. BuildASign's signage productsMarch 31, 2023 revenue was flat year over year and grew at double-digit rates,for the nine months ended March 31, 2023, with a modest decline in home decor products.mixed performance by product line. Printi delivered strongsolid revenue growth in the first quarter of fiscal year 2023 across product lines and channels.channels due to price increases implemented over the past year.
Segment Profitability
The increasedecrease in segment EBITDA for the three and nine months ended September 30, 2022March 31, 2023 as compared to the prior comparative periods, was primarily due to higher revenue and increased marketing efficiencies at both businesses. As Printi grows, it continues to increaselower gross margins driven by higher input costs that had a larger impact on BuildASign's home decor products, including increased labor and contribution margins, driving closer to delivering a positive contribution to segment EBITDA.marketing costs.
During the fourth quarter of fiscal year 2022, we decided to divest our small, loss-making business in China (YSD), which is reported as part of this segment. We expect this divestiture to be completed during the second quarter of the current fiscal year. Our loss was lower this quarter due to the decreased operating expenses as we prepared to divest the business.business, which was completed in early January 2023.
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 Board of Directors, CEO, and the team members necessary forteams managing corporate activities, such as treasury, tax, capital allocation, financial consolidation, internal audit and legal. These costs also include certain unallocated share-based compensation costs.
During the fourth quarter of fiscal year 2022, we revised our internal reporting to reallocate certain third-party technology costs that were previously held within our Central and corporate costs to our Vista business. We
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have revised our presentation of all prior periods presented to reflect our revised segment reporting. Refer to Note 11 in our accompanying consolidated financial statements for additional details.
Central and corporate costs increaseddecreased by $0.4$1.6 million and $2.1 million during the three and nine months ended September 30, 2022,March 31, 2023, respectively, as compared to the prior period,periods, driven by favorability from unallocated share-based compensation due to changes in the mix of equity instruments and forfeitures from recent cost reduction actions. These decreases were partially offset by compensation increases as a result of our inflation-adjusted annual merit cycle hiring in our mass customization platform, and volume-related increases to central operatingtechnology costs. Partially offsetting the compensation increases were savings from actions taken in the fourth quarter of fiscal 2022 to reduce headcount. In addition, unallocated share-based compensation was lower versus the prior year, due in part because we granted RSUs and share options instead of PSUs in the current quarter.
Liquidity and Capital Resources
Consolidated Statements of Cash Flows Data
In thousands
In thousands
Three Months Ended September 30,
In thousands
Nine Months Ended March 31,
20222021 20232022
Net cash (used in) provided by operating activities$(25,251)$36,567 
Net cash provided by operating activitiesNet cash provided by operating activities$68,474 $131,716 
Net cash used in investing activitiesNet cash used in investing activities(101,043)(13,181)Net cash used in investing activities(108,351)(48,627)
Net cash used in financing activitiesNet cash used in financing activities(11,780)(10,351)Net cash used in financing activities(125,766)(98,746)
The cash flows during the threenine months ended September 30, 2022March 31, 2023 related primarily to the following items:
Cash inflows:
Adjustments for non-cash items of $37.9$309.7 million primarily related to adjustments for depreciation and amortization of $40.9$121.6 million, anddeferred taxes of $116.0 million, share-based compensation costs of $10.6$31.4 million, which were partially offset by negative adjustments forand unrealized currency-related gainslosses of $14.8 million, and deferred taxes of $1.0 million$25.5 million.
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Cash proceeds from derivative contracts of $14.6 million, which includes $7.8 million from the early termination of certain contracts
Proceeds from the maturity of held-to-maturity securities of $10.0 million
Cash outflows:
Net loss of $24.7$213.1 million
PurchaseExercise of held-to-maturity securitiesPrintBrothers' and BuildASign minority equity interest holders' put options for $84.0 million$95.6 million; refer to Note 10 in the accompanying consolidated financial statements for additional details
Total net working capital impacts of $38.4$28.1 million were a use of cash. The majority of this change in net working capital is impacted by increases to inventory that is held to mitigate the risk of supply availabilitycash, primarily due to ongoing supply chain disruptionstiming impacts from unfavorable changes to accounts payable, partially offset by an inflow from accrued expenses driven by an increase in restructuring-related accruals of $15.3 million. Refer to Note 13 in the accompanying consolidated financial statements for additional details.
Internal and external costs of $15.3$44.2 million for software and website development that we have capitalized
Capital expenditures of $11.8$37.5 million of which the majority related to the purchase of manufacturing and automation equipment for our production facilities
$3.7Purchase of held-to-maturity securities for $23.9 million, net of distributions to noncontrolling interest holdersmaturities
Repayments of debt, net of proceeds from debt, for $3.3$9.7 million
Payments for finance lease arrangements of $2.4$6.0 million
Payment of withholding taxes in connection with share awards of $2.2$3.8 million
$3.7 million of distributions to noncontrolling interest holders
Additional Liquidity and Capital Resources Information. At September 30, 2022,March 31, 2023, we had $132.1$115.0 million of cash and cash equivalents, $124.2$74.8 million of marketable securities and $1,683.0$1,710.2 million of debt, excluding debt issuance costs and debt premiums and discounts. During the threenine months ended September 30, 2022,March 31, 2023, we
33


financed our operations and strategic investments through internally generated cash flows from operations and cash on hand. We expect to finance our future operations through our cash, investments, operating cash flow and borrowings under our debt arrangements.
Noncontrolling Interests. The put options for severalIn light of our noncontrolling interests are exercisable duringrecently implemented cost savings measures and our expectation of continued profitability expansion and cash flow generation, we expect our liquidity to increase in the first halffourth quarter of fiscal year 2023 and 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. We remain committed to reducing our net leverage through a combination of increased profits and lower net debt in line with the detailed plan we outlined in our investor update on March 24, 2023. Exercising a put option is at the discretionTherefore, through fiscal year 2024 we expect capital allocation beyond current levels of each noncontrolling interest holder,organic investment to favor net debt reduction, which creates uncertainty around the timingcould include repurchases of our cash outflow should an option be exercised. The total estimated redemption value for these noncontrolling interests' put options as of September 30, 2022 is $89.0 million, of which $4.7 million has already been exercised in the second quarter of fiscal 2023. Refer to Note 10 in our accompanying consolidated financial statements for additional details.7.0% Senior Notes due 2026.
Indefinitely Reinvested Earnings. As of September 30, 2022,March 31, 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 $49.7$53.7 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.
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Contractual Obligations
Contractual obligations at September 30, 2022March 31, 2023 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)$67,132 $23,189 $27,070 $8,142 $8,731 Operating leases, net of subleases (1)$80,970 $23,915 $29,538 $7,936 $19,581 
Purchase commitmentsPurchase commitments251,010 137,201 99,476 14,333 — Purchase commitments205,974 130,133 74,924 917 — 
Senior unsecured notes and interest paymentsSenior unsecured notes and interest payments768,000 42,000 84,000 642,000 — Senior unsecured notes and interest payments747,000 42,000 84,000 621,000 — 
Senior secured credit facility and interest payments (2)Senior secured credit facility and interest payments (2)1,410,602 71,425 144,679 137,085 1,057,413 Senior secured credit facility and interest payments (2)1,497,863 89,310 181,419 170,739 1,056,395 
Other debtOther debt6,698 2,499 3,867 332 — Other debt7,678 2,977 4,127 574 — 
Finance leases, net of subleases (1)Finance leases, net of subleases (1)15,070 5,490 7,321 2,168 91 Finance leases, net of subleases (1)32,256 6,117 9,085 3,168 13,886 
Other8,463 8,463 — — — 
Total (3)Total (3)$2,526,975 $290,267 $366,413 $804,060 $1,066,235 Total (3)$2,571,741 $294,452 $383,093 $804,334 $1,089,862 
___________________
(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 $9.1$9.6 million as of September 30, 2022March 31, 2023 have been excluded from the contractual obligations table above. See Note 9 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 2037. The terms of certain lease agreements require security deposits in the form of bank guarantees and letters of credit, with $1.7$1.5 million in the aggregate outstanding as of September 30, 2022.March 31, 2023.
Purchase Commitments. At September 30, 2022,March 31, 2023, we had unrecorded commitments under contract of $251.0$206.0 million. Purchase commitments consisted of third-party cloud services of $79.4 million; inventory, third-party fulfillment and digital service purchase commitments of $86.7$79.2 million; third-party cloud servicessoftware of $81.0$16.9 million; advertising of $15.2$10.1 million; softwareproduction and computer equipment purchases of $42.2$2.5 million; commitments for professional and consulting fees of $5.0 million; production and computer equipment purchases of $6.0$3.5 million; and other unrecorded purchase commitments of $14.9$14.4 million.
Senior Secured Credit Facility and Interest Payments. As of September 30, 2022,March 31, 2023, we have borrowings under our Restated Credit Agreement of $1,076.3$1,102.5 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 revolverRevolving Credit Facility under our Restated Credit
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Agreement has $243.8$244.0 million unused as of September 30, 2022.March 31, 2023. There are no drawn amounts on the revolver,Revolving Credit Facility, 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 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 revolverRevolving 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, 2022March 31, 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.
Senior Unsecured Notes and Interest Payments. Our $600.0 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.
Debt Covenants. The Restated Credit Agreement and the indenture that governs our 7.0% Senior Notes due 2026 contain covenants that restrict or limit certain activities and transactions by Cimpress and our subsidiaries. As of September 30, 2022,March 31, 2023, we were in compliance with all covenants under our Restated Credit Agreement and the indenture governing our 2026 Notes. Refer to Note 8 in our accompanying consolidated financial statements for additional information.
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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. As of September 30, 2022,March 31, 2023, we had $6.7$7.7 million outstanding for those obligations that have repayments due on various dates through March 2027.
Finance Leases. We lease certain machinery and plant equipment under finance lease agreements that expire at various dates through 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 September 30, 2022March 31, 2023 is $19.3$28.8 million, net of accumulated depreciation of $38.2$36.9 million. The present value of lease installments not yet due included in other current liabilities and other liabilities in our consolidated balance sheet at September 30, 2022March 31, 2023 amounts to $21.1$37.1 million.
Other Obligations. Other obligations consist of deferred payments relating to previous acquisitions, including theIn February 2023, we made a $6.8 million deferred payment relating tofor our Depositphotos acquisition, that is payableresulting in October 2022, subject to anyno outstanding indemnification claims.acquisition-related deferred liabilities as of March 31, 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 plus earn-out related charges plus certain impairments plus restructuring related charges plus realized gains or losses on currency derivatives less gain on purchase or sale of subsidiaries.
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 years 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, 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
35


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 three and nine months ended September 30, 2022March 31, 2023 and 2021:2022:
In thousandsIn thousandsThree Months Ended September 30,In thousandsThree Months Ended March 31,Nine Months Ended March 31,
202220212023202220232022
GAAP operating (loss) incomeGAAP operating (loss) income$(17,967)$16,939 GAAP operating (loss) income$(12,197)$(28,437)$3,414 $74,483 
Exclude expense (benefit) impact of:Exclude expense (benefit) impact of:Exclude expense (benefit) impact of:
Depreciation and amortizationDepreciation and amortization40,942 44,432 Depreciation and amortization39,751 43,651 121,567 133,397 
Share-based compensation expenseShare-based compensation expense10,475 11,006 Share-based compensation expense7,242 12,704 29,264 36,215 
Certain impairments and other adjustmentsCertain impairments and other adjustments3,456 (780)Certain impairments and other adjustments(549)277 1,982 (3,216)
Restructuring-related chargesRestructuring-related charges1,820 (309)Restructuring-related charges30,115 3,420 43,142 3,418 
Realized gains (losses) on currency derivatives not included in operating (loss) income (1)Realized gains (losses) on currency derivatives not included in operating (loss) income (1)6,869 (3,672)Realized gains (losses) on currency derivatives not included in operating (loss) income (1)4,783 2,011 26,553 (987)
Adjusted EBITDAAdjusted EBITDA$45,595 $67,616 Adjusted EBITDA$69,145 $33,626 $225,922 $243,310 
_________________
(1) These realized gains (losses) include only the impacts of certain currency derivative contracts that are intended to hedge our exposure to foreign currencies for which we do not apply hedge accounting. See Note 4 in our accompanying consolidated financial statements for further information.

The table below sets forth net cash provided by operating activities and adjusted free cash flow for the threenine months ended September 30, 2022March 31, 2023 and 2021:2022:
In thousandsThree Months Ended September 30,
20222021
Net cash (used in) provided by operating activities (1)$(25,251)$36,567 
Purchases of property, plant and equipment(11,758)(8,624)
Purchases of intangible assets not related to acquisitions— — 
Capitalization of software and website development costs(15,330)(15,639)
Adjusted free cash flow$(52,339)$12,304 
_________________
In thousandsNine Months Ended March 31,
20232022
Net cash provided by operating activities$68,474 $131,716 
Purchases of property, plant and equipment(37,486)(42,142)
Capitalization of software and website development costs(44,181)(49,875)
Adjusted free cash flow$(13,193)$39,699 
(1) The decrease of net cash provided by operating activities was driven by the decrease in operating income as described earlier in this section, as well as unfavorable changes in working capital due largely to increased inventory levels intended to mitigate supply chain risks during our seasonally significant second quarter.
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Item 3. 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 September 30, 2022,March 31, 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 September 30, 2022,March 31, 2023, we had $1,0761,103 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 rate debt, we execute interest rate swap contracts to fix the interest rate on a portion of our outstanding or forecasted long-term debt with varying maturities. As of September 30, 2022,March 31, 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 September 30, 2022,March 31, 2023, would result in a $7.0$7.7 million impact to interest expense over the next 12 months.
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 loss when, upon consolidation, those transactions are translated to U.S. dollars. When the value or timing of revenue and expenses in a given
41


currency are materially different, we may be exposed to significant impacts on our net loss 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 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, net, on the mark-to-market of outstanding contracts and (ii) realized gains and losses recognized in other 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, 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, 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 group because they
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are either 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 income before 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 a change of $6.6$12.0 million and $24.8 million on our loss(loss) income before income taxes for the three and nine months ended September 30, 2022.March 31, 2023.
Item 4. 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 September 30, 2022.March 31, 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 September 30, 2022,March 31, 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.
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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 September 30, 2022March 31, 2023 that materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.
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PART II. OTHER INFORMATION
Item 1A. Risk Factors
There have been no material changes with respect to the risk factors we disclosed in our Form 10-K for the fiscal year ended June 30, 2022.
Item 6. Exhibits and Financial Statement Schedules
Exhibit No. Description
Second Amended and Restated Executive Retention Agreement between Cimpress plc and Robert Keane dated February 20, 2023 is incorporated by reference to our Current Report on Form 8-K filed with the SEC on February 23, 2023
Form of Non-Qualified Share OptionAmended and Restated Executive Retention Agreement underbetween Cimpress plc and each of Sean Quinn and Maarten Wensveen is incorporated by reference to our 2020 Equity Incentive PlanCurrent Report on Form 8-K filed with the SEC on February 23, 2023
Executive Retention Agreement between Cimpress plc and Florian Baumgartner dated February 1, 2023 is incorporated by reference to our Current Report on Form 8-K filed with the SEC on February 23, 2023
Employment Agreement between Cimpress Deutschland GmbH and Florian Baumgartner dated July 10, 2019
Amendment to Employment Agreement between Cimpress Deutschland GmbH and Florian Baumgartner dated January 1, 2021
Certification pursuant to Section 302 of the Sarbanes-Oxley Act of 2002, Rule 13a-14(a)/15d-14(a), by Chief Executive Officer
Certification pursuant to Section 302 of the Sarbanes-Oxley Act of 2002, Rule 13a-14(a)/15d-14(a), by Chief Financial Officer
Certification pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, by Chief Executive Officer and Chief Financial Officer

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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.
OctoberApril 27, 20222023                         Cimpress plc                                                    
 By: /s/ Sean E. Quinn
Sean E. Quinn
Chief Financial Officer
(Principal Financial and Accounting Officer)

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