UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

_____________________

FORM 10-Q

_____________________

(Mark One)


x			QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the quarterly period ended ~~September 30,~~December 31, 2022


o			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: 001-39149

_____________________

BILL.COM HOLDINGS, INC.

(Exact name of registrant as specified in its charter)

_____________________


Delaware						83-2661725

(State or other jurisdiction of incorporation or organization)						(I.R.S. Employer Identification Number)

6220 America Center Drive, Suite 100, San Jose, CA						95002

(Address of principal executive offices)						(Zip Code)

(650) 621-7700


			(Registrant’s telephone number, including area code)

			(Former name, former address and former fiscal year, if changed since last report )

Securities registered pursuant to Section 12(b) of the Act:

Title of each class

Trading Symbol(s)

Name of each exchange on which registered

Common Stock, $0.00001 par value

BILL

The New York Stock Exchange

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 x 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 x No o

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company, or an emerging growth company. See the 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	x	Accelerated filer	o

Non-accelerated filer	o	Smaller reporting company	o

Emerging growth company	o

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 Rule 12b-2 of the Exchange Act). Yes o No x

As of ~~October 28, 2022,~~January 27, 2023, the registrant had ~~105,671,639~~106,385,536 shares of common stock, $0.00001 par value per share, outstanding.

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BILL.COM HOLDINGS, INC.

TABLE OF CONTENTS


		Page
Special Note Regarding Forward-Looking Statements		1

Part 1. FINANCIAL INFORMATION		3
Item 1.	Financial Statements (Unaudited)	3
	Condensed Consolidated Balance Sheets	3
	Condensed Consolidated Statements of Operations	4
	Condensed Consolidated Statements of Comprehensive Loss	5
	Condensed Consolidated Statements of Stockholders' Equity	6
	Condensed Consolidated Statements of Cash Flows	78
	Notes to Condensed Consolidated Financial Statements	89
	Note 1 – The Company and Its Significant Accounting Policies	89
	Note 2 – Revenue	1011

	Note 3 ~~– Business Combination~~	11
	~~Note 4~~ – Fair Value Measurement	1112
	Note 5 4 – Short-Term Investments	14
	~~Note 6 – Funds Held for Customers~~	15
	Note 7 5 – Funds Held for Customers	16
	Note 6 – Acquired Card Receivables	1718
	Note 8 7 – Debt and Borrowings	2021
	Note 9 8 – Stockholders’ Equity	2425
	Note 10 9 – Other Income (Expenses), Net	26
	Note 11 10 – Income Taxes	26
	Note 121 1 – Leases	26
	~~Note 13 – Commitments and Contingencies~~	27
	Note 141 2 – Commitments and Contingencies	28
	Note 1 3 – Net Loss Per Share Attributable to Common Stockholders	2829

Item 2.	Management's Discussion and Analysis of Financial Condition and Results of Operations	2930
Item 3.	Quantitative and Qualitative Disclosures About Market Risk	4345
Item 4.	Controls and Procedures	4547

Part II. OTHER INFORMATION		4748
Item 1.	Legal Proceedings	4748
Item 1A.	Risk Factors	4849
Item 2.	Unregistered Sales of Equity Securities and Use of Proceeds	8688
Item 3.	Defaults Upon Senior Securities	8688
Item 4.	Mine Safety Disclosures	8688
Item 5.	Other Information	8688
Item 6.	Exhibits	8789

~~Signatures~~SIGNATURES		8890

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SPECIAL NOTE REGARDING FORWARD-LOOKING STATEMENTS

This Quarterly Report on Form 10-Q contains forward-looking statements. All statements contained in this Quarterly Report on Form 10-Q other than statements of historical fact, including statements regarding our future operating results and financial position, our business strategy and plans, market growth, and our objectives for future operations, are forward-looking statements. The words “believe,” “may,” “will,” “potentially,” “estimate,” “continue,” “anticipate,” “intend,” “could,” “would,” “project,” “target,” “plan,” “expect,” and similar expressions are intended to identify forward-looking statements.

Forward-looking statements contained in this Quarterly Report on Form 10-Q include, but are not limited to, statements about:

•our future financial performance, including our expectations regarding our revenue, cost of revenue, gross profit, operating expenses, including changes in research and development, sales and marketing, and general and administrative expenses (including any components of the foregoing), and our ability to achieve, and maintain, future profitability;

•our business plan and our ability to effectively manage our growth;

•our market opportunity, including our total addressable market;

•our international expansion plans and ability to expand internationally;

•anticipated trends, growth rates, and challenges in our business and in the markets in which we operate;

•beliefs and objectives for future operations;

•our ability to further attract, retain, and expand our customer base;

•our ability to develop new products and services and bring them to market in a timely manner;

•the effects of seasonal trends on our results of operations;

•our expectations concerning relationships with third parties, including partners;

•our ability to maintain, protect, and enhance our intellectual property;

•the effects of increased competition in our markets and our ability to compete effectively;

•the COVID-19 pandemic, economic downturns or recessions, inflation, foreign currency rate and interest rate fluctuations and supply chain shortages, and their impact on our customers, partners, vendors, employees, results of operations, liquidity, and financial condition;

•future acquisitions or investments in complementary companies, products, services, or technologies;

•our ability to stay in compliance with laws and regulations that currently apply or become applicable to our business;

•economic and industry trends, projected growth, or trend analysis;

•our ability to attract and retain qualified talent;

•the increased expenses associated with being a public company; and

•the future market prices of our common stock.

We caution you that the foregoing list may not contain all of the forward-looking statements made in this Quarterly Report on Form 10-Q.

These forward-looking statements are subject to a number of risks, uncertainties, and assumptions, including those described in the section titled “Risk Factors” in Part I, Item 1A of this Quarterly Report on Form 10-Q. Moreover, we operate in a very competitive and rapidly changing environment, and new risks emerge from time to time. It is not possible for our management to predict all risks, nor can we assess the impact of all factors on our business or the extent to which any factor, or combination of factors, may cause actual results to differ materially from those contained in any forward-looking statements we may make. In light of these risks, uncertainties, and assumptions, the future events and trends discussed in this Quarterly Report on Form 10-Q

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may not occur and actual results could differ materially and adversely from those anticipated or implied in the forward-looking statements.

You should not rely upon forward-looking statements as predictions of future events. The events and circumstances reflected in the forward-looking statements may not be achieved or occur. Although we believe that the expectations reflected in the forward-looking statements are reasonable, we cannot guarantee future results, performance, or achievements. We undertake no obligation to update any of these forward-looking statements for any reason after the date of this Quarterly Report on Form 10-Q or to conform these statements to actual results or to changes in our expectations, except as required by law.

In addition, statements that “we believe” and similar statements reflect our beliefs and opinions on the relevant subject. These statements are based upon information available to us as of the date of this Quarterly Report on Form 10-Q, and while we believe such information forms a reasonable basis for such statements, such information may be limited or incomplete, and our statements should not be read to indicate that we have conducted an exhaustive inquiry into, or review of, all potentially available relevant information.

You should read this Quarterly Report on Form 10-Q and the documents that we reference herein, that we have filed with the SEC as exhibits, with the understanding that our actual future results, performance, and events and circumstances may be materially different from what we expect.

In this Quarterly Report on Form 10-Q, the words "we," "us," and "our" refer to Bill.com Holdings, Inc. (BILL) and its ~~wholly owned~~wholly-owned subsidiaries, including Bill.com, LLC ~~(BILL)~~(BILL standalone), DivvyPay, LLC (Divvy), Invoice2go, LLC (Invoice2go), and Cimrid Pty, Ltd (Cimrid), unless the context requires otherwise.

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PART I. FINANCIAL INFORMATION

ITEM 1. FINANCIAL STATEMENTS

BILL.COM HOLDINGS, INC.

CONDENSED CONSOLIDATED BALANCE SHEETS

(Unaudited, in thousands, except per share amounts)


		September 30, 2022		June 30, 2022			December 31, 2022		June 30, 2022
ASSETS	ASSETS					ASSETS
Current assets:	Current assets:					Current assets:
Cash and cash equivalents	Cash and cash equivalents	$	1,608,966	$	1,596,542	Cash and cash equivalents	$	1,616,758	$	1,596,542
Short-term investments	Short-term investments	1,034,537		1,108,493		Short-term investments	1,066,538		1,108,493
Accounts receivable, net	Accounts receivable, net	29,060		24,045		Accounts receivable, net	31,261		24,045
Acquired card receivables, net	Acquired card receivables, net	357,741		256,392		Acquired card receivables, net	380,895		256,392
Prepaid expenses and other current assets	Prepaid expenses and other current assets	140,019		151,258		Prepaid expenses and other current assets	178,688		151,258
Funds held for customers	Funds held for customers	3,121,654		3,142,660		Funds held for customers	3,474,048		3,142,660
Total current assets	Total current assets	6,291,977		6,279,390		Total current assets	6,748,188		6,279,390
Non-current assets:	Non-current assets:					Non-current assets:
Operating lease right-of-use assets, net	Operating lease right-of-use assets, net	75,106		76,445		Operating lease right-of-use assets, net	72,725		76,445
Property and equipment, net	Property and equipment, net	62,025		56,985		Property and equipment, net	69,383		56,985
Intangible assets, net	Intangible assets, net	412,814		432,583		Intangible assets, net	401,869		432,583
Goodwill	Goodwill	2,362,330		2,362,893		Goodwill	2,396,509		2,362,893
Other assets	Other assets	48,847		47,730		Other assets	49,600		47,730
Total assets	Total assets	$	9,253,099	$	9,256,026	Total assets	$	9,738,274	$	9,256,026

LIABILITIES AND STOCKHOLDERS' EQUITY	LIABILITIES AND STOCKHOLDERS' EQUITY					LIABILITIES AND STOCKHOLDERS' EQUITY
Current liabilities:	Current liabilities:					Current liabilities:
Accounts payable	Accounts payable	$	11,508	$	9,948	Accounts payable	$	14,262	$	9,948
Accrued compensation and benefits	Accrued compensation and benefits	20,649		29,004		Accrued compensation and benefits	31,021		29,004
Deferred revenue	Deferred revenue	30,401		31,868		Deferred revenue	30,358		31,868
Other accruals and current liabilities	Other accruals and current liabilities	141,806		120,080		Other accruals and current liabilities	181,551		120,080
Borrowings from revolving credit facility, net	Borrowings from revolving credit facility, net	—		75,097		Borrowings from revolving credit facility, net	—		75,097
Customer fund deposits	Customer fund deposits	3,121,654		3,142,660		Customer fund deposits	3,474,048		3,142,660
Total current liabilities	Total current liabilities	3,326,018		3,408,657		Total current liabilities	3,731,240		3,408,657
Non-current liabilities:	Non-current liabilities:					Non-current liabilities:
Deferred revenue	Deferred revenue	2,323		2,159		Deferred revenue	2,013		2,159
Operating lease liabilities	Operating lease liabilities	80,440		82,728		Operating lease liabilities	78,207		82,728
Borrowings from revolving credit facility, net	Borrowings from revolving credit facility, net	75,083		—		Borrowings from revolving credit facility, net	112,570		—
Convertible senior notes, net	Convertible senior notes, net	1,699,690		1,697,985		Convertible senior notes, net	1,701,397		1,697,985
Other long-term liabilities	Other long-term liabilities	22,014		20,803		Other long-term liabilities	28,970		20,803
Total liabilities	Total liabilities	5,205,568		5,212,332		Total liabilities	5,654,397		5,212,332
Commitments and contingencies (Note 13)
Commitments and contingencies (Note 12)						Commitments and contingencies (Note 12)
Stockholders' equity:	Stockholders' equity:					Stockholders' equity:
Common stock	Common stock	2		2		Common stock	2		2
Additional paid-in capital	Additional paid-in capital	4,684,484		4,598,737		Additional paid-in capital	4,811,780		4,598,737
Accumulated other comprehensive loss	Accumulated other comprehensive loss	(10,487)		(10,217)		Accumulated other comprehensive loss	(6,361)		(10,217)
Accumulated deficit	Accumulated deficit	(626,468)		(544,828)		Accumulated deficit	(721,544)		(544,828)
Total stockholders' equity	Total stockholders' equity	4,047,531		4,043,694		Total stockholders' equity	4,083,877		4,043,694
Total liabilities and stockholders' equity	Total liabilities and stockholders' equity	$	9,253,099	$	9,256,026	Total liabilities and stockholders' equity	$	9,738,274	$	9,256,026

See accompanying notes to condensed consolidated financial statements.

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BILL.COM HOLDINGS, INC.

CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS

(Unaudited, in thousands, except per share amounts)


		Three Months Ended September 30,					Three Months Ended December 31,				Six Months Ended December 31,
		2022		2021			2022		2021		2022		2021
Revenue	Revenue	$	229,924	$	118,349	Revenue	$	260,006	$	156,478	$	489,930	$	274,827
Cost of revenue	Cost of revenue					Cost of revenue
Service costs	Service costs	34,820		20,713		Service costs	36,965		24,338		71,786		45,051
Depreciation and amortization of intangible assets (1)	Depreciation and amortization of intangible assets (1)	10,287		9,122		Depreciation and amortization of intangible assets (1)	10,502		10,048		20,789		19,170
Total cost of revenue	Total cost of revenue	45,107		29,835		Total cost of revenue	47,467		34,386		92,575		64,221
Gross profit	Gross profit	184,817		88,514		Gross profit	212,539		122,092		397,355		210,606
Operating expenses	Operating expenses					Operating expenses
Research and development	Research and development	75,121		41,884		Research and development	78,910		51,377		154,030		93,261
Sales and marketing	Sales and marketing	118,633		53,629		Sales and marketing	164,683		69,896		283,308		123,525
General and administrative	General and administrative	66,738		57,515		General and administrative	69,381		64,965		136,119		122,480
Depreciation and amortization of intangible assets (1)	Depreciation and amortization of intangible assets (1)	12,019		9,691		Depreciation and amortization of intangible assets (1)	12,028		11,929		24,055		21,620
Total operating expenses	Total operating expenses	272,511		162,719		Total operating expenses	325,002		198,167		597,512		360,886
Loss from operations	Loss from operations	(87,694)		(74,205)		Loss from operations	(112,463)		(76,075)		(200,157)		(150,280)
Other income (expenses), net	Other income (expenses), net	5,947		(3,475)		Other income (expenses), net	17,022		(5,000)		22,970		(8,475)
Loss before benefit from income taxes	Loss before benefit from income taxes	(81,747)		(77,680)		Loss before benefit from income taxes	(95,441)		(81,075)		(177,187)		(158,755)
Benefit from income taxes	Benefit from income taxes	(107)		(3,421)		Benefit from income taxes	(365)		(635)		(471)		(4,056)
Net loss	Net loss	$	(81,640)	$	(74,259)	Net loss	$	(95,076)	$	(80,440)	$	(176,716)	$	(154,699)

Net loss per share attributable to common stockholders:	Net loss per share attributable to common stockholders:					Net loss per share attributable to common stockholders:
Basic and diluted	Basic and diluted	$	(0.78)	$	(0.78)	Basic and diluted	$	(0.90)	$	(0.78)	$	(1.68)	$	(1.56)
Weighted-average number of common shares used to compute net loss per share attributable to common stockholders:	Weighted-average number of common shares used to compute net loss per share attributable to common stockholders:					Weighted-average number of common shares used to compute net loss per share attributable to common stockholders:
Basic and diluted	Basic and diluted	105,086		95,892		Basic and diluted	105,906		102,910		105,494		99,401

(1) Depreciation expense does not include amortization of capitalized internal-use software costs.

See accompanying notes to condensed consolidated financial statements.

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BILL.COM HOLDINGS, INC.

CONDENSED CONSOLIDATED STATEMENTS OF COMPREHENSIVE LOSS

(Unaudited, in thousands)


		Three Months Ended September 30,					Three Months Ended December 31,				Six Months Ended December 31,
		2022		2021			2022		2021		2022		2021
Net loss	Net loss	$	(81,640)	$	(74,259)	Net loss	$	(95,076)	$	(80,440)	$	(176,716)	$	(154,699)
Other comprehensive loss:
Net unrealized loss on investments in available-for-sale securities		(270)		(39)
Other comprehensive income (loss):						Other comprehensive income (loss):
Net unrealized gain (loss) on investments in available-for-sale securities						Net unrealized gain (loss) on investments in available-for-sale securities	4,126		(1,711)		3,856		(1,750)
Comprehensive loss	Comprehensive loss	$	(81,910)	$	(74,298)	Comprehensive loss	$	(90,950)	$	(82,151)	$	(172,860)	$	(156,449)

See accompanying notes to condensed consolidated financial statements.

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BILL.COM HOLDINGS, INC.

CONDENSED CONSOLIDATED STATEMENTS OF STOCKHOLDERS’ EQUITY

(Unaudited, in thousands)

Three months ended September 30, 2022
Common stock
Additional
paid-in
capital
Accumulated
other
comprehensive
loss
Accumulated
deficit
Total
stockholders'
equity
Shares Amount
Balance at June 30, 2022 104,731 $ 2 $ 4,598,737 $ (10,217) $ (544,828) $ 4,043,694
Issuance of common stock upon exercise of stock options and release of restricted stock units 835 — 8,494 — — 8,494
Issuance of common stock under the employee stock purchase plan 67 — 3,901 — — 3,901
Stock-based compensation — — 73,352 — — 73,352
Other comprehensive loss — — — (270) — (270)
Net loss — — — — (81,640) (81,640)
Balance at September 30, 2022 105,633 $ 2 $ 4,684,484 $ (10,487) $ (626,468) $ 4,047,531

Three Months Ended September 30, 2021
Common stock
Additional
paid-in
capital
Accumulated
other
comprehensive
income
Accumulated
deficit
Total
stockholders'
deficit
Shares Amount
Balance at June 30, 2021 94,504 $ 2 $ 2,777,155 $ (100) $ (247,467) $ 2,529,590
Cumulative effect of the accounting change upon the adoption of ASU 2020-06 — — (245,066) — 29,000 (216,066)
Issuance of common stock upon public offering, net of underwriting discounts and other offering costs 5,074 — 1,341,122 — — 1,341,122
Issuance of common stock as consideration for an acquisition, net of issuance costs 1,788 — 488,263 — — 488,263
Fair value of replacement awards — — 26,710 — — 26,710
Issuance of common stock upon exercise of stock options and release of restricted stock units 1,033 — 8,644 — — 8,644
Issuance of common stock under the employee stock purchase plan 40 — 5,726 — — 5,726
Purchase of capped calls — — (37,893) — — (37,893)
Stock-based compensation — — 38,839 — — 38,839
Other comprehensive loss — — — (39) — (39)
Net loss — — — — (74,259) (74,259)
Balance at September 30, 2021 102,439 $ 2 $ 4,403,500 $ (139) $ (292,726) $ 4,110,637

~~See accompanying notes to condensed consolidated financial statements.~~


	Six Months Ended December 31, 2022
	Common stock			Additional paid-in capital		Accumulated other comprehensive loss		Accumulated deficit		Total stockholders' equity
	Shares	Amount
Balance at June 30, 2022	104,731	$	2	$	4,598,737	$	(10,217)	$	(544,828)	$	4,043,694
Issuance of common stock upon exercise of stock options and release of restricted stock units	835	—		3,901		—		—		3,901
Issuance of common stock under the employee stock purchase plan	67	—		8,494		—		—		8,494
Stock-based compensation	—	—		73,352		—		—		73,352
Other comprehensive loss	—	—		—		(270)		—		(270)
Net loss	—	—		—		—		(81,640)		(81,640)
Balance at September 30, 2022	105,633	$	2	$	4,684,484	$	(10,487)	$	(626,468)	$	4,047,531
Issuance of common stock upon exercise of stock options and release of restricted stock units	663	—		4,316		—		—		4,316
Issuance of common stock as consideration for an acquisition	40	—		3,376		—		—		3,376
Stock-based compensation	—	—		119,604		—		—		119,604
Other comprehensive income	—	—		—		4,126		—		4,126
Net loss	—	—		—		—		(95,076)		(95,076)
Balance at December 31, 2022	106,336	$	2	$	4,811,780	$	(6,361)	$	(721,544)	$	4,083,877

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~~BILL.COM HOLDINGS, INC.~~

~~CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS~~

~~(Unaudited, in thousands)~~

Three months ended September 30,
2022 2021
Cash flows from operating activities:
Net loss $ (81,640) $ (74,259)
Adjustments to reconcile net loss to net cash used in operating activities:
Stock-based compensation 72,620 37,887
Amortization of intangible assets 19,769 16,672
Depreciation of property and equipment 2,546 2,129
Amortization of capitalized internal-use software costs 924 259
Amortization of debt discount (accretion of debt premium) and issuance costs 1,712 556
Amortization of premium (accretion of discount) on investments in marketable debt securities (2,215) 2,857
Provision for losses on acquired card receivables 6,611 4,049
Non-cash operating lease expense 2,342 1,960
Deferred income taxes (299) (3,423)
Other 930 —
Changes in assets and liabilities:
Accounts receivable (4,774) 1,198
Prepaid expenses and other current assets (1,339) 6,321
Other assets (1,138) (1,385)
Accounts payable 1,511 (732)
Other accruals and current liabilities 4,247 (17,930)
Operating lease liabilities (2,386) (792)
Other long-term liabilities 34 (121)
Deferred revenue (1,303) 3,620
Net cash provided by (used in) operating activities 18,152 (21,134)
Cash flows from investing activities:
Cash paid for acquisition, net of acquired cash and cash equivalents — (144,452)
Purchases of corporate and customer fund short-term investments (859,911) (608,552)
Proceeds from maturities of corporate and customer fund short-term investments 838,099 318,907
Proceeds from sale of corporate and customer fund short-term investments — 17,234
Increase in acquired card receivables and other (107,443) (32,663)
Purchases of property and equipment (1,376) (1,404)
Capitalization of internal-use software costs (4,764) (2,942)
Proceeds from beneficial interest 2,080 —
Net cash used in investing activities (133,315) (453,872)
Cash flows from financing activities:
Proceeds from issuance of common stock upon public offering, net of underwriting discounts and other offering costs — 1,341,597
Proceeds from issuance of convertible senior notes, net of discounts and issuance costs — 562,704
Purchase of capped calls — (37,893)
Increase (decrease) in customer fund deposits liability and other (14,549) 223,641
Proceeds from exercise of stock options 3,901 8,336
Proceeds from issuance of common stock under the employee stock purchase plan 8,494 5,726
Net cash provided by (used in) financing activities (2,154) 2,104,111
Effect of exchange rate changes on cash, cash equivalents, restricted cash and restricted cash equivalents (277) (172)
Net increase (decrease) in cash, cash equivalents, restricted cash, and restricted cash equivalents (117,594) 1,628,933
Cash, cash equivalents, restricted cash, and restricted cash equivalents, beginning of period 3,542,715 1,809,692
Cash, cash equivalents, restricted cash, and restricted cash equivalents, end of period $ 3,425,121 $ 3,438,625
Reconciliation of cash, cash equivalents, restricted cash, and restricted cash equivalents within the condensed consolidated balance sheets to the amounts shown in the condensed consolidated statements of cash flows above:
Cash and cash equivalents $ 1,608,966 $ 2,013,433
Restricted cash included in other current assets 71,629 16,619
Restricted cash included in other assets 6,724 6,724
Restricted cash and restricted cash equivalents included in funds held for customers 1,737,802 1,401,849
Total cash, cash equivalents, restricted cash, and restricted cash equivalents, end of period $ 3,425,121 $ 3,438,625


	Six Months Ended December 31, 2021
	Common stock			Additional paid-in capital		Accumulated other comprehensive income		Accumulated deficit		Total stockholders' deficit
	Shares	Amount
Balance at June 30, 2021	94,504	$	2	$	2,777,155	$	(100)	$	(247,467)	$	2,529,590
Cumulative effect of the accounting change upon the adoption of ASU 2020-06	—	—		(245,066)		—		29,000		(216,066)
Issuance of common stock upon public offering, net of underwriting discounts and other offering costs	5,074	—		1,341,122		—		—		1,341,122
Issuance of common stock as consideration for an acquisition, net of issuance costs	1,788	—		488,263		—		—		488,263
Fair value of replacement awards	—	—		26,710		—		—		26,710
Issuance of common stock upon exercise of stock options and release of restricted stock units	1,033	—		8,644		—		—		8,644
Issuance of common stock under the employee stock purchase plan	40	—		5,726		—		—		5,726
Purchase of capped calls	—	—		(37,893)		—		—		(37,893)
Stock-based compensation	—	—		38,839		—		—		38,839
Other comprehensive loss	—	—		—		(39)		—		(39)
Net loss	—	—		—		—		(74,259)		(74,259)
Balance at September 30, 2021	102,439	$	2	$	4,403,500	$	(139)	$	(292,726)	$	4,110,637
Issuance of common stock upon exercise of stock options and release of restricted stock units	1,022	—		14,140		—		—		14,140
Stock-based compensation	—	—		50,701		—		—		50,701
Other comprehensive loss	—	—		—		(1,711)		—		(1,711)
Net loss	—	—		—		—		(80,440)		(80,440)
Balance at December 31, 2021	103,461	$	2	$	4,468,341	$	(1,850)	$	(373,166)	$	4,093,327

See accompanying notes to condensed consolidated financial statements.

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BILL.COM HOLDINGS, INC.

CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS

(Unaudited, in thousands)


	Six Months Ended December 31,
	2022		2021
Cash flows from operating activities:
Net loss	$	(176,716)	$	(154,699)
Adjustments to reconcile net loss to net cash used in operating activities:
Stock-based compensation	191,925		87,571
Amortization of intangible assets	39,763		36,440
Depreciation of property and equipment	5,081		4,350
Amortization of capitalized internal-use software costs	1,901		673
Amortization of debt premium and issuance costs	3,483		1,955
Amortization of premium (accretion of discount) on investments in marketable debt securities	(10,401)		6,638
Provision for losses on acquired card receivables	15,042		9,535
Non-cash operating lease expense	4,718		4,083
Deferred income taxes	(826)		(3,822)
Other	516		—
Changes in assets and liabilities:
Accounts receivable	(7,052)		(3,420)
Prepaid expenses and other current assets	(4,623)		(8,547)
Other assets	(1,880)		(1,099)
Accounts payable	3,511		(2,023)
Other accruals and current liabilities	15,408		(11,430)
Operating lease liabilities	(4,794)		(2,952)
Other long-term liabilities	35		(1,698)
Deferred revenue	(1,709)		4,381
Net cash provided by (used in) operating activities	73,382		(34,064)
Cash flows from investing activities:
Cash paid for acquisition, net of acquired cash and cash equivalents	(28,902)		(144,541)
Purchases of corporate and customer fund short-term investments	(1,641,193)		(1,452,419)
Proceeds from maturities of corporate and customer fund short-term investments	1,683,413		667,854
Proceeds from sale of corporate and customer fund short-term investments	5,088		44,744
Increase in acquired card receivables, net and other	(101,353)		(77,459)
Purchases of property and equipment	(3,161)		(2,467)
Capitalization of internal-use software costs	(10,510)		(5,023)
Proceeds from beneficial interest	2,080		—
Net cash used in investing activities	(94,538)		(969,311)
Cash flows from financing activities:
Proceeds from issuance of common stock upon public offering, net of underwriting discounts and other offering costs	—		1,341,152
Proceeds from issuance of convertible senior notes, net of discounts and issuance costs	—		560,075
Purchase of capped calls	—		(37,893)
Increase (decrease) in customer fund deposits liability and other	332,661		1,171,446
Proceeds from line of credit borrowings	37,500		—
Proceeds from exercise of stock options	8,217		22,784
Proceeds from issuance of common stock under the employee stock purchase plan	8,494		5,726
Net cash provided by financing activities	386,872		3,063,290
Effect of exchange rate changes on cash, cash equivalents, restricted cash and restricted cash equivalents	182		(75)
Net increase in cash, cash equivalents, restricted cash, and restricted cash equivalents	365,898		2,059,840
Cash, cash equivalents, restricted cash, and restricted cash equivalents, beginning of period	3,542,715		1,809,692
Cash, cash equivalents, restricted cash, and restricted cash equivalents, end of period	$	3,908,613	$	3,869,532
Reconciliation of cash, cash equivalents, restricted cash, and restricted cash equivalents within the condensed consolidated balance sheets to the amounts shown in the condensed consolidated statements of cash flows above:
Cash and cash equivalents	$	1,616,758	$	1,672,166
Restricted cash included in other current assets	103,809		16,364
Restricted cash included in other assets	6,724		6,724
Restricted cash and restricted cash equivalents included in funds held for customers	2,181,322		2,174,278
Total cash, cash equivalents, restricted cash, and restricted cash equivalents, end of period	$	3,908,613	$	3,869,532

See accompanying notes to condensed consolidated financial statements.

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BILL.COM HOLDINGS, INC.

NOTES TO CONDENSED CONSOLIDATED FINANCIAL STATEMENTS

(Unaudited)

NOTE 1 – THE COMPANY AND ITS SIGNIFICANT ACCOUNTING POLICIES

Bill.com, Inc. was incorporated in the State of Delaware in April 2006. In November 2018, Bill.com, Inc. consummated a reorganization with Bill.com Holdings, Inc., which resulted in the latter becoming the parent entity of Bill.com, Inc. Bill.com, Inc. was subsequently converted into a limited liability company and renamed Bill.com, LLC. Bill.com Holdings, Inc., which was incorporated in the State of Delaware in August 2018, and its subsidiaries are collectively referred to as the ~~“Company.”~~“Company”.

The Company is a provider of software-as-a-service, cloud-based payments, spend, and expense management products, which allow users to automate accounts payable and accounts receivable transactions, enable businesses to easily connect with their suppliers and/or customers to do business, eliminate expense reports, manage cash flows, and improve back office efficiency.

Basis of Presentation and Principles of Consolidation

The accompanying unaudited condensed consolidated financial statements include the accounts of the Company and were prepared in conformity with U.S. generally accepted accounting principles (U.S. GAAP) and applicable rules and regulations of the SEC regarding interim financial reporting. The unaudited condensed consolidated financial statements have been prepared on the same basis as the annual consolidated financial statements and reflect all normal and recurring adjustments that are, in the opinion of management, necessary to present fairly the Company’s financial position, results of operations, comprehensive loss, changes in stockholders’ equity, and cash flows for the periods presented. The results of operations for the three and six months ended ~~September 30,~~December 31, 2022 are not necessarily indicative of the results to be expected for the fiscal year ending June 30, 2023 or for any other future annual or interim period. The unaudited condensed consolidated balance sheet as of June 30, 2022 included herein was derived from the audited financial statements as of that date, but does not include all disclosures including certain notes required by U.S. GAAP on an annual reporting basis. All intercompany accounts and transactions have been eliminated.

These condensed consolidated financial statements should be read in conjunction with the audited consolidated financial statements and notes included in the Company’s Annual Report on Form 10-K for the fiscal year ended June 30, 2022.

Segment Reporting

The Company operates as one operating segment because its chief operating decision maker, who is the Chief Executive Officer, reviews its financial information on a consolidated basis for purposes of making decisions regarding allocating resources and assessing performance. The Company's long-lived assets are mainly located in the United States (U.S.) and revenue is mainly generated in the U.S. Long-lived assets and revenue generated outside the U.S. are not material.

Reclassification

Certain accounts in the prior period condensed consolidated statements of operation were reclassified to conform with the current year presentation.

Use of Estimates

The preparation of consolidated financial statements in conformity with U.S. GAAP requires management to make various estimates and assumptions that affect the amounts reported and disclosed in the condensed consolidated financial statements and the accompanying notes. Management regularly assesses these estimates, including, but not limited to useful lives of long-lived assets; capitalization of internal-use software costs; incremental borrowing rates for right-of-use operating lease assets and operating lease liabilities; the estimate of credit losses on accounts receivable, acquired card receivables, and other financial assets; accrual for rewards; variable consideration used in revenue recognition for certain contracts; benefit periods used to amortize deferred commissions; reserve for losses on funds held for customers; inputs used to

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value certain stock-based compensation awards; ~~inputs used to estimate beneficial interest derivative on card receivables sold;~~ and valuation of income taxes. The Company evaluates these estimates and assumptions and adjusts them accordingly. Actual results could differ from those estimates, and such differences may be material to the consolidated financial statements.

Cash, ~~cash equivalents, restricted cash~~Cash Equivalents, Restricted Cash and ~~restricted cash equivalents~~Restricted Cash Equivalents

Cash and cash equivalents consist of cash in banks, highly liquid investments with maturities of three months or less at the time of purchase, and securities purchased under overnight reverse repurchase agreements.

Restricted cash consists of (i) amounts restricted under deposit account control agreements, (ii) minimum cash balances that are required to be maintained by certain banks, (iii) cash collateral required by the Company’s lessors to satisfy letter of credit requirements under its lease agreements, (iv) cash collateral required by a bank in connection with the Company’s money transmission activities, and (v) cash in bank and cash deposits held by payment processing companies included in funds held for customers.

Restricted cash equivalents consist of highly liquid investments with maturities of three months or less at the time of purchase that are included in funds held for customers.

Except for the restricted cash included in funds held for customers, the current and non-current portion of the restricted cash is included in prepaid expenses and other current assets and in other assets, respectively, in the accompanying condensed consolidated balance sheets.

Concentrations of Credit Risk

Financial instruments that potentially subject the Company to concentrations of credit risk consist principally of cash, cash equivalents, restricted cash, restricted cash equivalents, short-term investments, accounts receivable, and acquired card receivables (collectively referred to as Financial Assets). The Company maintains its cash, cash equivalents, restricted cash, restricted cash equivalents, and short-term investments with major financial institutions that may at times exceed federally insured limits. Management believes that these financial institutions are financially sound with minimal credit risk.

The Company performs credit evaluations to verify the credit quality of its financial assets and determine any at-risk receivables. An allowance for potential credit losses on Financial Assets is recognized, if material. As of ~~September 30,~~December 31, 2022 and June 30, 2022, the allowance for potential credit losses related to accounts receivable and acquired card receivables totaled approximately ~~$8.0~~$12.3 million and $5.8 million, respectively. These amounts do not include the immaterial allowance for potential credit losses on purchase of card receivables that have been authorized but not cleared at the end of the periods (see Note ~~13)~~12).

There were no customers that exceeded 10% of the Company’s total revenue during the three and six months ended ~~September 30,~~December 31, 2022 and 2021.

Foreign Currency

The Company has two foreign subsidiaries whose functional currency is the U.S. dollar, which is the Company's reporting currency. Gains and losses from the remeasurement of transactions denominated in foreign currencies other than the functional currency of the foreign subsidiary are included in other income (expense), net in the accompanying condensed consolidated statements of operations.

Significant Accounting Policies

There have been no changes to the Company’s significant accounting policies described in the Annual Report on Form 10-K for the fiscal year ended June 30, 2022, other than those new accounting policies that were implemented as a result of the adoption of new accounting standards as described below.

Recently Adopted Accounting Pronouncements

In March 2022, the Financial Accounting Standards Board (FASB) issued Accounting Standards Update (ASU) 2022-02, Financial Instruments—Credit Losses (Topic 326): Troubled Debt Restructurings and Vintage

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Disclosures. This ASU eliminates the accounting guidance for Troubled Debt Restructurings (TDRs) by creditors

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in Subtopic 310-40, Receivables—Troubled Debt Restructurings by Creditors, while enhancing disclosure requirements for certain loan refinancings and restructurings by creditors when a borrower is experiencing financial difficulty. Additionally, this ASU requires a company to disclose current-period gross write-offs by year of origination for financing receivables and net investments in leases within the scope of Subtopic 326-20, Financial Instruments—Credit Losses—Measured at Amortized Cost. The Company early adopted this ASU on a prospective basis beginning July 1, 2022. See Note 76 for additional disclosures resulting from the adoption of this ASU.

NOTE 2 – REVENUE

The Company generates revenue primarily from subscription and transaction fees. The Company serves small and midsize businesses (SMB), accounting firms, and financial institutions. The table below shows the Company’s revenue from subscription and transaction fees, which are disaggregated by sales channel, and revenue from interest on funds held for customers (in thousands).


		Three Months Ended September 30,					Three Months Ended December 31,				Six Months Ended December 31,
		2022		2021			2022		2021		2022		2021
Small-to-midsize businesses, accounting firms and other	Small-to-midsize businesses, accounting firms and other	$	204,821	$	113,602	Small-to-midsize businesses, accounting firms and other	$	220,406	$	147,530	$	425,227	$	261,132
Financial institutions	Financial institutions	9,790		3,956		Financial institutions	10,689		7,989		20,479		11,945
Total subscription and transaction fees	Total subscription and transaction fees	214,611		117,558		Total subscription and transaction fees	231,095		155,519		445,706		273,077
Interest on funds held for customers	Interest on funds held for customers	15,313		791		Interest on funds held for customers	28,911		959		44,224		1,750
Total revenue	Total revenue	$	229,924	$	118,349	Total revenue	$	260,006	$	156,478	$	489,930	$	274,827

Deferred revenue

Fees from customers with which the Company has annual or multi-year contracts are generally billed in advance. These fees are initially recorded as deferred revenue and subsequently recognized as revenue as the performance obligation is satisfied.

During the three and six months ended ~~September 30,~~December 31, 2022, the Company recognized ~~$14.3~~$11.4 million and $25.7 million of revenue, respectively, that was included in the deferred revenue balance as of June 30, 2022.

Remaining performance obligations

The Company has performance obligations associated with commitments in customer contracts for future services that have not yet been recognized as revenue. As of ~~September 30,~~December 31, 2022, the aggregate amount of transaction price allocated to performance obligations that are unsatisfied (or partially unsatisfied), including deferred revenue, was approximately ~~$143.1~~$133.5 million. Of the total remaining performance obligations, the Company expects to recognize approximately ~~70%~~75% within two years and ~~30%~~25% over the next three to five years thereafter. The Company determines remaining performance obligations at a point of time. Actual amounts and timing of revenue recognized may differ due to subsequent contract modifications, renewals and/or terminations.

Unbilled revenue

Unbilled revenue ~~which is included in prepaid expenses and other current assets in the accompanying condensed consolidated balance sheets,~~ consists of revenue recognized that has not been billed to the customers yet. The unbilled revenue amounted to ~~$11.9~~$12.4 million and $11.4 million as of ~~September 30,~~December 31, 2022 and June 30, 2022, respectively.

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~~NOTE 3 – BUSINESS COMBINATION~~

~~Acquisition of Invoice2go~~

On September 1, 2021, the Company acquired 100% of the outstanding equity interests of Invoice2go for a total consideration (equity and cash) of $674.3 million. Following the acquisition of Invoice2go, the Company had a period of not more than 12 months to finalize the fair values of assets acquired and liabilities assumed. As a result of ASU 2021-08 adoption on October 1, 2021, retrospectively to September 1, 2021, the Company recorded adjustments of $8.0 million to increase goodwill and deferred revenue, and an immaterial amount to deferred income tax liability. There were no other material adjustments made during the 12-month measurement period related to the acquisition of Invoice2go, and the fair values of assets acquired assets and liabilities assumed were finalized in the current fiscal quarter.

~~Unaudited Pro Forma Financial Information~~

The unaudited pro forma information does not necessarily reflect the actual results of operations of the combined entities that would have been achieved, nor are they necessarily indicative of future results of operations. The unaudited pro forma information reflects certain adjustments that were directly attributable to the acquisition of Invoice2go, including additional depreciation and amortization adjustments for the fair value of the assets acquired and liabilities assumed. The pro forma net loss for the three months ended September 30, 2021 was adjusted to exclude nonrecurring acquisition-related costs of $19.0 million. The amounts below include pro forma results of the Company and Invoice2go.


	Three Months Ended September 30, 2021
~~Total revenue~~	$	~~124,867~~
~~Net loss~~	$	~~(75,034)~~

~~Acquisition of Divvy~~

~~On June 1, 2021, the Company acquired 100% of the outstanding equity interests of Divvy for total consideration (equity and cash) of $2.3 billion.~~

NOTE 43 – FAIR VALUE MEASUREMENT

The Company measures and reports its cash equivalents, short-term investments, funds held for customers that are invested in money market funds and marketable debt securities, and ~~beneficial interest derivative on card receivables sold~~contingent consideration at fair value. Fair value is defined as the exchange price that would be received for an asset or an exit price paid to transfer a liability in the principal or most advantageous market for the asset or liability in an orderly transaction between market participants on the measurement date. Valuation techniques used to measure fair value must maximize the use of observable inputs and minimize the use of unobservable inputs.

The fair value hierarchy defines a three-level valuation hierarchy for disclosure of fair value measurements as follows:

Level 1 — Inputs are unadjusted quoted prices in active markets for identical assets or liabilities.

Level 2 — Inputs other than quoted prices included within Level 1 that are observable, unadjusted quoted prices in markets that are not active, or other inputs that are observable or can be corroborated by observable market data for substantially the full term of the related assets or liabilities.

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Level 3 — Unobservable inputs that are supported by little or no market activity for the related assets or liabilities and typically reflect management’s estimate of assumptions that market participants would use in pricing the assets or liabilities.

In determining fair value, the Company utilizes quoted market prices, or valuation techniques that maximize the use of observable inputs and minimize the use of unobservable inputs to the extent possible, and also considers counterparty credit risk in its assessment of fair value.

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The following tables set forth the fair value of assets and liabilities that were measured at fair value on a recurring basis based on the three-tier fair value hierarchy as of the dates presented (in thousands):


		September 30, 2022									December 31, 2022
		Level 1		Level 2		Level 3		Total			Level 1		Level 2		Level 3		Total
Assets	Assets									Assets
Cash equivalents:	Cash equivalents:									Cash equivalents:
Money market funds	Money market funds	$	1,413,916	$	—	$	—	$	1,413,916	Money market funds	$	1,227,764	$	—	$	—	$	1,227,764
Corporate bonds	Corporate bonds	—		33,243		—		33,243		Corporate bonds	—		19,121		—		19,121
U.S. treasury securities	U.S. treasury securities	19,976		—		—		19,976		U.S. treasury securities	19,950		—		—		19,950
		1,433,892		33,243		—		1,467,135			1,247,714		19,121		—		1,266,835
Short-term investments:	Short-term investments:									Short-term investments:
Corporate bonds	Corporate bonds	—		595,286		—		595,286		Corporate bonds	—		641,267		—		641,267
U.S. treasury securities	U.S. treasury securities	372,350		—		—		372,350		U.S. treasury securities	313,704		—		—		313,704
U.S. agency securities										U.S. agency securities	—		26,119		—		26,119
Asset-backed securities	Asset-backed securities	—		21,055		—		21,055		Asset-backed securities	—		31,270		—		31,270
Certificates of deposit	Certificates of deposit	—		45,846		—		45,846		Certificates of deposit	—		54,178		—		54,178
		372,350		662,187		—		1,034,537			313,704		752,834		—		1,066,538
Funds held for customers:	Funds held for customers:									Funds held for customers:
Restricted cash equivalents:	Restricted cash equivalents:									Restricted cash equivalents:
Money market funds	Money market funds	26,988		—		—		26,988		Money market funds	29,061		—		—		29,061
Corporate bonds	Corporate bonds	—		147,303		—		147,303		Corporate bonds	—		237,682		—		237,682
		26,988		147,303		—		174,291			29,061		237,682		—		266,743
Short-term investments:	Short-term investments:									Short-term investments:
Corporate bonds	Corporate bonds	—		850,613		—		850,613		Corporate bonds	—		734,878		—		734,878
Certificates of deposit	Certificates of deposit	—		413,178		—		413,178		Certificates of deposit	—		426,189		—		426,189
Municipal bonds	Municipal bonds	—		5,020		—		5,020		Municipal bonds	—		635		—		635
Asset-backed securities	Asset-backed securities	—		77,594		—		77,594		Asset-backed securities	—		81,680		—		81,680
U.S. treasury securities	U.S. treasury securities	37,258		—		—		37,258		U.S. treasury securities	53,221		—		—		53,221
		37,258		1,346,405		—		1,383,663			53,221		1,243,382		—		1,296,603
Beneficial interest derivative on card receivables sold		—		—		470		470
Total assets measured at fair value	Total assets measured at fair value	$	1,870,488	$	2,189,138	$	470	$	4,060,096	Total assets measured at fair value	$	1,643,700	$	2,253,019	$	—	$	3,896,719

Liabilities										Liabilities
Contingent consideration(1)										Contingent consideration(1)	$	—	$	—	$	10,794	$	10,794
Total liabilities measured at fair value										Total liabilities measured at fair value	$	—	$	—	$	10,794	$	10,794

(1) The Company used the probability-weighted discounted cash flow method to estimate the contingent consideration. The significant inputs used in the fair value measurement of the contingent consideration are the probability of payout and discount rate. As these inputs are not based on observable market data, the liability represents a Level 3 measurement within the fair value hierarchy.

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		June 30, 2022									June 30, 2022
		Level 1		Level 2		Level 3		Total			Level 1		Level 2		Level 3		Total
Assets	Assets									Assets
Cash equivalents:	Cash equivalents:									Cash equivalents:
Money market funds	Money market funds	$	1,424,259	$	—	$	—	$	1,424,259	Money market funds	$	1,435,111	$	—	$	—	$	1,435,111
Corporate bonds	Corporate bonds	—		11,430		—		11,430		Corporate bonds	—		11,430		—		11,430
		1,424,259		11,430		—		1,435,689			1,435,111		11,430		—		1,446,541
Short-term investments:	Short-term investments:									Short-term investments:
Corporate bonds	Corporate bonds	—		597,204		—		597,204		Corporate bonds	—		597,204		—		597,204
U.S. treasury securities	U.S. treasury securities	421,728		—		—		421,728		U.S. treasury securities	421,728		—		—		421,728
Asset-backed securities	Asset-backed securities	—		51,406		—		51,406		Asset-backed securities	—		51,406		—		51,406
Certificates of deposit	Certificates of deposit	—		38,155		—		38,155		Certificates of deposit	—		38,155		—		38,155
		421,728		686,765		—		1,108,493			421,728		686,765		—		1,108,493
Funds held for customers:	Funds held for customers:									Funds held for customers:
Restricted cash equivalents:	Restricted cash equivalents:									Restricted cash equivalents:
Money market funds	Money market funds	34,703		—		—		34,703		Money market funds	34,703		—		—		34,703
Corporate bonds	Corporate bonds	—		133,557		—		133,557		Corporate bonds	—		133,557		—		133,557
		34,703		133,557		—		168,260			34,703		133,557		—		168,260
Short-term investments:	Short-term investments:									Short-term investments:
Corporate bonds	Corporate bonds	—		807,685		—		807,685		Corporate bonds	—		807,685		—		807,685
Certificates of deposit	Certificates of deposit	—		397,533		—		397,533		Certificates of deposit	—		397,533		—		397,533
Municipal bonds	Municipal bonds	—		6,516		—		6,516		Municipal bonds	—		6,516		—		6,516
Asset-backed securities	Asset-backed securities	—		69,912		—		69,912		Asset-backed securities	—		69,912		—		69,912
U.S. treasury securities	U.S. treasury securities	3,072		—		—		3,072		U.S. treasury securities	3,072		—		—		3,072
		3,072		1,281,646		—		1,284,718			3,072		1,281,646		—		1,284,718
Beneficial interest derivative on card receivables sold	Beneficial interest derivative on card receivables sold	—		—		398		398		Beneficial interest derivative on card receivables sold	—		—		398		398
Total assets measured at fair value	Total assets measured at fair value	$	1,883,762	$	2,113,398	$	398	$	3,997,558	Total assets measured at fair value	$	1,894,614	$	2,113,398	$	398	$	4,008,410

There were no transfers of financial instruments between Level 1, Level 2, and Level 3 during the periods presented.

The fair values of the Company’s Level 1 instruments were derived from quoted market prices and active markets for these specific instruments.

The valuation techniques used to measure the fair values of Level 2 instruments were derived from non-binding market consensus prices that were corroborated with observable market data, quoted market prices for similar instruments, or pricing models.

The initial and recurring fair value of the beneficial interest derivative on card receivables sold is estimated using a discounted cash flow model, which uses Level 3 inputs including a discount rate and a default rate. The default rate estimate is based upon the expected transferred card receivables that will ultimately default. The default rate is calculated using historical trends and ages of the outstanding card receivable balances.

~~The~~ Company has $575.0 million and $1.15 billion in aggregate principal amount of its 0% convertible senior notes due in 2027 (2027 Notes) and in 2025 (2025 Notes, together with the 2027 Notes, the Notes), respectively, outstanding as of ~~September 30,~~December 31, 2022. The Company carries the Notes at par value, less the unamortized debt discount and issuance costs in the accompanying condensed consolidated balance sheets. As of ~~September 30,~~December 31, 2022, the estimated fair value of the 2027 Notes and 2025 Notes, which is presented for disclosure purposes only, was approximately ~~$457.3~~$451.1 million and ~~$1.26~~$1.18 billion, respectively. The fair value was

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based on a market approach, which represents a Level 2 valuation estimate. The market approach was determined based on the actual bids and offers of the Notes in an over-the-counter market as of the last day of trading prior to the end of the period.

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NOTE 54 – SHORT-TERM INVESTMENTS

Short-term investments consisted of the following as of the dates presented (in thousands):


		September 30, 2022									December 31, 2022
		Amortized cost		Gross unrealized gains		Gross unrealized losses		Fair value			Amortized cost		Gross unrealized gains		Gross unrealized losses		Fair value
Corporate bonds	Corporate bonds	$	600,560	$	9	$	(5,283)	$	595,286	Corporate bonds	$	644,658	$	70	$	(3,461)	$	641,267
U.S. treasury securities	U.S. treasury securities	375,171		2		(2,823)		372,350		U.S. treasury securities	315,325		21		(1,641)		313,705
Asset-backed securities	Asset-backed securities	21,193		—		(138)		21,055		Asset-backed securities	31,368		10		(108)		31,270
Certificates of deposit	Certificates of deposit	45,846		—		—		45,846		Certificates of deposit	54,178		—		—		54,178
U.S. agency securities										U.S. agency securities	26,079		51		(11)		26,119
Total	Total	$	1,042,770	$	11	$	(8,244)	$	1,034,537	Total	$	1,071,607	$	152	$	(5,221)	$	1,066,538


	June 30, 2022
	Amortized cost		Gross unrealized gains		Gross unrealized losses		Fair value
Corporate bonds	$	601,987	$	3	$	(4,786)	$	597,204
U.S. treasury securities	424,644		1		(2,917)		421,728
Asset-backed securities	51,622		—		(216)		51,406
Certificates of deposit	38,155		—		—		38,155
Total	$	1,116,408	$	4	$	(7,919)	$	1,108,493

The amortized cost and fair value amounts include accrued interest receivable of $3.4 million and $3.0 million as of ~~September 30,~~December 31, 2022 and June 30, 2022, respectively.

As of ~~September 30,~~December 31, 2022, the fair value of the Company’s short-term investments that mature within one year and thereafter was ~~$879.2~~$915.9 million and ~~$155.4~~$150.7 million, respectively, or ~~85%~~86% and ~~15%~~14%, respectively, of the Company’s total short-term investments. As of June 30, 2022, the fair value of the Company’s short-term investments that mature within one year and thereafter was $961.8 million and $146.7 million, respectively, or 87% and 13%, respectively, of the Company’s total short-term investments.

As of ~~September 30,~~December 31, 2022, approximately ~~250~~210 out of approximately ~~340~~350 investment positions were in an unrealized loss position. The following table presents gross unrealized losses and fair values for those investments that were in an unrealized loss position as of the dates presented (in thousands):


		September 30, 2022					December 31, 2022
		Fair value		Unrealized losses			Fair value		Unrealized losses
Corporate bonds	Corporate bonds	$	388,689	$	(5,283)	Corporate bonds	$	354,715	$	(3,461)
U.S. treasury securities	U.S. treasury securities	369,402		(2,823)		U.S. treasury securities	223,429		(1,641)
Asset backed securities	Asset backed securities	20,678		(138)		Asset backed securities	27,508		(108)
U.S. agency securities						U.S. agency securities	8,769		(11)
Total	Total	$	778,769	$	(8,244)	Total	$	614,421	$	(5,221)

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	June 30, 2022
	Fair value		Unrealized losses
Corporate bonds	$	392,699	$	(4,786)
U.S. treasury securities	411,787		(2,917)
Asset backed securities	51,406		(216)
Total	$	855,892	$	(7,919)

Most of the Company investments with unrealized losses had been in a continuous unrealized loss position for less than 12 months. Investments with unrealized losses that had been in a continuous unrealized loss position for more than 12 months have not been material. The Company does not intend to sell the investments and it is not likely that the Company will be required to sell the investments before recovery of their amortized cost bases, which will be at maturity. Therefore, the Company does not consider those unrealized investment losses as other-than-temporary impairment of the investments. There have been no significant realized gains or losses on the short-term investments during the three and six months ended ~~September 30,~~December 31, 2022 and 2021.

The Company has not recorded an allowance for credit losses on investments that were in an unrealized loss position as of ~~September 30,~~December 31, 2022 and June 30, 2022 because they were not material.

NOTE 65 – FUNDS HELD FOR CUSTOMERS

Funds held for customers consisted of the following as of the dates presented (in thousands):


		September 30, 2022		June 30, 2022			December 31, 2022		June 30, 2022
Restricted cash	Restricted cash	$	1,563,512	$	1,685,937	Restricted cash	$	1,914,579	$	1,685,937
Restricted cash equivalents	Restricted cash equivalents	174,291		168,260		Restricted cash equivalents	266,743		168,260
Funds receivable	Funds receivable	8,221		6,747		Funds receivable	9,470		6,747
Corporate bonds	Corporate bonds	850,613		807,685		Corporate bonds	734,878		807,685
Certificates of deposit	Certificates of deposit	413,178		397,533		Certificates of deposit	426,189		397,533
Municipal bonds	Municipal bonds	5,020		6,516		Municipal bonds	635		6,516
Asset backed securities	Asset backed securities	77,594		69,912		Asset backed securities	81,680		69,912
U.S. treasury securities	U.S. treasury securities	37,258		3,072		U.S. treasury securities	53,221		3,072
Total funds held for customers	Total funds held for customers	3,129,687		3,145,662		Total funds held for customers	3,487,395		3,145,662
Less - income earned by the Company included in other current assets	Less - income earned by the Company included in other current assets	(8,033)		(3,002)		Less - income earned by the Company included in other current assets	(13,347)		(3,002)
Total funds held for customers, net of income earned by the Company	Total funds held for customers, net of income earned by the Company	$	3,121,654	$	3,142,660	Total funds held for customers, net of income earned by the Company	$	3,474,048	$	3,142,660

Income earned by the Company that is included in other current assets represents interest income, accretion of discount (offset by amortization of premium), and net unrealized gains on customer funds that were invested in money market funds and short-term marketable debt securities. Earnings from these investments are contractually earned by the Company and are expected to be transferred into the Company’s corporate deposit account upon sale or settlement of the associated investment.

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Below is a summary of the fair value of funds held for customers that were invested in short-term marketable debt securities as of the dates presented (in thousands):


		September 30, 2022									December 31, 2022
		Amortized cost		Gross unrealized gains		Gross unrealized losses		Fair value			Amortized cost		Gross unrealized gains		Gross unrealized losses		Fair value
Corporate bonds	Corporate bonds	$	851,872	$	11	$	(1,270)	$	850,613	Corporate bonds	$	735,248	$	35	$	(405)	$	734,878
Certificates of deposit	Certificates of deposit	413,178		—		—		413,178		Certificates of deposit	426,230		—		(41)		426,189
Municipal bonds	Municipal bonds	5,026		—		(6)		5,020		Municipal bonds	638		—		(3)		635
Asset backed securities	Asset backed securities	78,291		—		(697)		77,594		Asset backed securities	82,258		32		(610)		81,680
U.S. treasury securities	U.S. treasury securities	37,366		1		(109)		37,258		U.S. treasury securities	53,351		2		(132)		53,221
Total	Total	$	1,385,733	$	12	$	(2,082)	$	1,383,663	Total	$	1,297,725	$	69	$	(1,191)	$	1,296,603


	June 30, 2022
	Amortized cost		Gross unrealized gains		Gross unrealized losses		Fair value
Corporate bonds	$	809,113	$	1	$	(1,429)	$	807,685
Certificates of deposit	397,533		—		—		397,533
Municipal bonds	6,542		—		(26)		6,516
Asset backed securities	70,574		—		(662)		69,912
U.S. treasury securities	3,082		—		(10)		3,072
Total	$	1,286,844	$	1	$	(2,127)	$	1,284,718

The amortized cost and fair value amounts include accrued interest receivable of ~~$3.8~~$5.6 million and $3.0 million and as of ~~September 30,~~December 31, 2022 and June 30, 2022, respectively.

As of ~~September 30,~~December 31, 2022, approximately 94%, or ~~$1.3~~$1.2 billion, of the total funds held for customers invested in marketable debt securities mature within one year and approximately 6% or ~~$77.6~~$81.7 million mature thereafter. As of June 30, 2022, approximately 95%, or $1.2 billion, of the total funds held for customers invested in marketable debt securities mature within one year and approximately 5% or $69.9 million mature thereafter.

As of ~~September 30,~~December 31, 2022, approximately ~~160~~120 out of approximately ~~415~~390 investment positions were in an unrealized loss position. The following tables present gross unrealized losses and fair values for those investments that were in an unrealized loss position as of the dates presented (in thousands):


		September 30, 2022					December 31, 2022
		Fair value		Unrealized losses			Fair value		Unrealized losses
Corporate bonds	Corporate bonds	$	242,360	$	(1,270)	Corporate bonds	$	171,981	$	(405)
Certificates of deposit						Certificates of deposit	7,848		(41)
Municipal bonds	Municipal bonds	630		(6)		Municipal bonds	635		(3)
Asset backed securities	Asset backed securities	77,594		(697)		Asset backed securities	62,569		(610)
U.S. treasury securities	U.S. treasury securities	33,817		(109)		U.S. treasury securities	43,601		(132)
Total	Total	$	354,400	$	(2,082)	Total	$	286,634	$	(1,191)

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	June 30, 2022
	Fair value		Unrealized losses
Corporate bonds	$	301,625	$	(1,429)
Municipal bonds	6,516		(26)
Asset backed securities	64,361		(662)
U.S. treasury securities	3,072		(10)
Total	$	375,574	$	(2,127)

Investments with unrealized losses have been in a continuous unrealized loss position for less than 12 months. The Company does not intend to sell the investments and it is not likely that the Company will be required to sell the investments before recovery of their amortized cost bases, which will be at maturity. Therefore, the Company does not consider those unrealized investment losses as other-than-temporary impairment of the investments. There have been no significant realized gains or losses on funds held for customers that were invested in short-term marketable debt securities during the three and six months ended ~~September 30,~~December 31, 2022 and 2021.

NOTE 76 – ACQUIRED CARD RECEIVABLES

Acquired Card Receivables

Acquired card receivables consisted of the following as of the dates presented (in thousands):


		September 30, 2022		June 30, 2022			December 31, 2022		June 30, 2022
Gross amount of acquired card receivables	Gross amount of acquired card receivables	$	365,282	$	261,806	Gross amount of acquired card receivables	$	392,843	$	261,806
Less: allowance for credit losses	Less: allowance for credit losses	(7,541)		(5,414)		Less: allowance for credit losses	(11,948)		(5,414)
Total	Total	$	357,741	$	256,392	Total	$	380,895	$	256,392

Certain lines of credit and acquired card receivable balances are collateralized by cash deposits held by the Issuing Banks. Before an account is charged off, the Company obtains any available cash collateral from the Issuing Banks. As of ~~September 30,~~December 31, 2022, approximately ~~$131.8~~$129.8 million of the acquired card receivable balance served as collateral for the Company’s borrowings from the Revolving Credit Facility (see Note 8)7).

The Company also incurred losses related to card transactions disputed by spending businesses. The ~~amount was~~amounts were not material during the three and six months ended ~~September 30,~~December 31, 2022 and 2021.

The acquired card receivable balances above do not include purchases of card receivables from the Issuing Banks that have not cleared at the end of the reporting period. Purchases of card receivables that have not cleared as of ~~September 30,~~December 31, 2022 totaled ~~$55.9~~$21.2 million. The Company recognized an immaterial amount of expected credit losses on the purchased card receivables that have not cleared yet as of ~~September 30,~~December 31, 2022 and 2021 (see Note ~~13)~~12).

Credit Quality Information

The Company regularly reviews collection experience, delinquencies, and net charge-offs in determining allowance for credit losses related to acquired card receivables. Historical collections rates have shown that days past due is the primary indicator of the likelihood of loss. The Company ~~elected to use~~uses the delinquency trends or past due status of the acquired card receivables as the credit quality indicator. Acquired card receivables are considered past due if full payment is not received on the bill date or within a grace period,

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which is generally limited to five days. Below is a summary of the acquired card receivables by class (i.e., past due status) as of the dates presented (in thousands):


		September 30, 2022		June 30, 2022			December 31, 2022		June 30, 2022
Current and less than 30 days past due	Current and less than 30 days past due	$	360,638	$	257,618	Current and less than 30 days past due	$	384,944	$	257,618
30 ~ 59 days past due	30 ~ 59 days past due	2,661		1,677		30 ~ 59 days past due	2,882		1,677
60 ~ 89 days past due	60 ~ 89 days past due	1,125		1,199		60 ~ 89 days past due	2,449		1,199
90 ~ 119 days past due	90 ~ 119 days past due	813		1,186		90 ~ 119 days past due	2,463		1,186
Over 119 days past due	Over 119 days past due	45		126		Over 119 days past due	105		126
Total	Total	$	365,282	$	261,806	Total	$	392,843	$	261,806

As part of its collection efforts, the Company may modify card receivables terms with spending businesses that ~~are experiencing financial difficulty;~~defaulted on payments; such modifications may include principal forgiveness, late fee forgiveness, and/or an extension of payment terms. ~~Modifications~~The following table provides additional information with respect to card receivables that were modified during the three and six months ended December 31, 2022 (in thousands):


	Three Months Ended December 31, 2022		Six Months Ended December 31, 2022
Principal subject to forgiveness(1)	$	81	$	81
Principal subject to late fee forgiveness(1)	—		696
Other-than-insignificant payment delay(2)	199		2,439
Payment term extension(3)	544		577
Total card receivables	$	824	$	3,793

(1) Forgiveness of principal and late fee payments waived were not material during three and six months ended December 31, 2022.

(2) Other-than-insignificant payment delay represents accounts that are allowed to utilize available credit despite being delinquent outside of standard policy.

(3) Weighted-averagepayment term extensions were approximately 3 months during the three and six months ended ~~September 30, 2022~~December 31, 2022.

Outstanding and ~~2021. The amount of outstanding balance of acquired~~modified card receivables as of December 31, 2022 subject to modification were not material. Defaulted payments on card receivables during three and six months ended December 31, 2022 that ~~is (i) 90 days or more past due~~were previously modified within the last 12 months were not material. Upon the Company's determination that ~~continue to accrue fees~~a modified card receivable (or a portion of the card receivable) has subsequently been deemed uncollectible, the card receivable balance and ~~have an~~ allowance for ~~outstanding balance and fees, and (ii) classified as nonperforming was not material as~~credit losses are adjusted for the uncollectible portion.

Table of ~~September 30, 2022 and June 30, 2022.~~Contents

Allowance for Credit Losses

Below is a summary of the changes in allowance for credit losses presented (in thousands):


		Three Months Ended September 30,					Three Months Ended December 31,				Six Months Ended December 31,
		2022		2021			2022		2021		2022		2021
Balance, beginning	Balance, beginning	$	5,414	$	1,740	Balance, beginning	$	7,541	$	3,717	$	5,414	$	1,740
Initial allowance for credit losses on purchased card receivables with credit deterioration	Initial allowance for credit losses on purchased card receivables with credit deterioration	10		14		Initial allowance for credit losses on purchased card receivables with credit deterioration	—		296		10		310
Provision for expected credit losses	Provision for expected credit losses	6,583		4,035		Provision for expected credit losses	8,520		5,190		15,103		9,225
Charge-off amounts	Charge-off amounts	(5,033)		(2,276)		Charge-off amounts	(4,379)		(5,020)		(9,412)		(7,296)
Recoveries collected	Recoveries collected	567		204		Recoveries collected	266		424		833		628
Balance, end of period	Balance, end of period	$	7,541	$	3,717	Balance, end of period	$	11,948	$	4,607	$	11,948	$	4,607

Card receivables acquired from the Issuing Banks and held for investment were $3.3 billion and $6.0 billion during the three and six months ended ~~September 30,~~December 31, 2022, respectively and ~~2021 were 2.7~~$2.7 billion and ~~1.2~~$1.5 billion during the three and six months ended December 31, 2021, respectively. The allowance for credit losses related to acquired card receivables increased during the three and six months ended ~~September 30,~~December 31, 2022 due to portfolio growth.

Gross charge-off amounts for the ~~three~~six months ended ~~September 30,~~December 31, 2022 consisted of ~~$4.6~~$3.1 million that originated in the year ended June 30, 2022 and ~~$0.4~~$6.3 million originated in the ~~three~~six months ended ~~September 30,~~December 31, 2022.

Card Receivables Held for Sale

The Company previously sold a portion of acquired card receivables to a Purchasing Bank at a discount. Effective August 2022, the Company ceased selling acquired card receivables.

Card receivables held for sale, which are carried at the lower of cost or estimated market value at the individual user account level and included in prepaid expenses and other current assets in the accompanying condensed consolidated balance sheets, were zero and $8.7 million as of ~~September 30,~~December 31, 2022 and June 30, 2022, respectively.

~~Table of~~ ~~Contents~~

Card Receivables Sold and Related Servicing and Beneficial Interest Derivative Retained

The Company accounts for the transfer of card receivables as a sale if all of the following conditions are met:

•the financial asset is isolated from the transferor and its consolidated affiliates as well as its creditors, even in bankruptcy or other receivership;

•the transferee or beneficial interest holders have the right to pledge or exchange the transferred financial asset; and

•the transferor, its consolidated affiliates and its agents do not maintain effective control over the transferred financial asset.

The card receivables that the Company transferred to the Purchasing Bank during the ~~three~~six months ended ~~September 30,~~December 31, 2022 and the six months ended December 31, 2021 met all of the requirements described above; therefore, the Company accounted for the transfer as a sale of financial assets. Accordingly, the Company measures gain or loss on the sales of financial assets as the net proceeds less the carrying amount of the card receivables sold. The net proceeds represent the fair value of any assets obtained or liabilities incurred as part of the transfer, including, but not limited to, servicing assets, servicing liabilities, or beneficial interest derivatives.

Table of Contents

Under the agreement with the Purchasing Bank, the Company ~~has~~had a continuing involvement as ~~servicer,~~servicer. Effective August 2022, the Company ceased selling acquired card receivables. The outstanding transferred card receivable balance as of December 31, 2022 and by retaining a beneficial interest derivative in the form of a deferred purchase price. The beneficial interest derivative represents the Company’s right to receive a portion of collections based on the performance of each cohort of card receivables sold to the Purchasing Bank.June 30, 2022 was $0.4 million and $57.3 million, respectively. The fair value of the beneficial interest derivative, which is included in prepaid expenses and other current assets in the accompanying condensed consolidated balance sheets, was zero and immaterial as of ~~September 30,~~December 31, 2022 and June 30, ~~2022.~~2022, respectively. The servicing fee income was not material during the three and six months ended ~~September 30,~~December 31, 2022 and 2021.

Below is a summary of the fair value of consideration received from the transfer of card receivables accounted for as a sale during the periods presented (in thousands):

Three Months Ended
September 30,
2022 2021
Initial fair value of consideration received:
Cash $ 316,477 $ 258,501
Beneficial interest derivative 1,682 1,194
Total $ 318,159 $ 259,695

~~Card receivable repurchases during the three months ended September 30, 2022 and 2021 were not material.~~

Below is a summary of outstanding transferred card receivables by class (i.e., past due status) that have not been charged-off and have not been recorded on the Company's condensed consolidated balance

~~Table of~~ ~~Contents~~


	Three Months Ended December 31,				Six Months Ended December 31,
	2022 (1)		2021		2022 (1)		2021
Initial fair value of consideration received:
Cash	$	—	$	366,706	$	316,477	$	625,207
Beneficial interest derivative	—		1,093		1,682		2,287
Total	$	—	$	367,799	$	318,159	$	627,494

~~sheets, but with which~~(1) Effective August 2022, the Company ~~has a continuing involvement through its servicing agreements, as of the periods presented (in thousands):~~ceased selling acquired card receivables.

September 30,
2022 June 30,
2022
Current and less than 30 days past due $ 340 $ 56,162
30 ~ 59 days past due 537 292
60 ~ 89 days past due 634 375
90 ~ 119 days past due 547 422
Over 119 days past due 1 30
Total $ 2,059 $ 57,281

The difference between the outstanding balance of transferred card receivables as of September 30, 2022 and June 30, 2022 and the amount derecognized for which the Company has a continuing involvement as service as of September 30, 2022 and June 30, 2022 was not material.

NOTE 87 – DEBT AND BORROWINGS

Debt and borrowings consisted of the following (in thousands):

September 30,
2022 June 30,
2022
Convertible senior notes:
2027 Notes, principal $ 575,000 $ 575,000
2025 Notes, principal 1,150,000 1,150,000
Total principal amount of convertible senior notes 1,725,000 1,725,000
Revolving credit facility 75,000 75,000
Total principal amount of debt and borrowings 1,800,000 1,800,000
Less: unamortized debt discount and issuance costs (25,227) (26,918)
Net carrying value of debt and borrowings $ 1,774,773 $ 1,773,082
Net carrying value of debt and borrowings consisted of:
Current liabilities:
Borrowings from revolving credit facility (including unamortized debt premium) — 75,097
Non-current liabilities:
2027 Notes, net 562,797 562,127
2025 Notes, net $ 1,136,893 1,135,858
Borrowings from revolving credit facility (including unamortized debt premium) 75,083 —
Total $ 1,774,773 $ 1,773,082


	December 31, 2022		June 30, 2022










Current liabilities:
Borrowings from revolving credit facility (including unamortized debt premium of $0.1 million)(1)	$	—	$	75,097
Non-current liabilities:
Convertible senior notes:
2027 Notes, principal	575,000		575,000
2025 Notes, principal	1,150,000		1,150,000
Less: unamortized debt issuance costs	(23,603)		(27,015)
Convertible senior notes, net	1,701,397		1,697,985
Borrowings from revolving credit facility (including unamortized debt premium of $0.1 million)(1)	112,570		—
Net carrying value of debt and borrowings	$	1,813,967	$	1,773,082

(1) Unamortized debt issuance costs on the Revolving Credit Facility were $0.3 million and zero as of December 31, 2022 and June 30, 2022, respectively, and are included in "Other assets" on the condensed consolidated balance sheet.

2027 Notes

On September 24, 2021, the Company issued $575.0 million in aggregate principal amount of its 0% convertible senior notes due on April 1, 2027, in a private placement to qualified institutional buyers pursuant to Rule 144A under the Securities Act of 1933, as amended. The 2027 Notes are subject to the terms and conditions of the Indenture governing the 2027 Notes between the Company and Wells Fargo Bank, N.A., as trustee (Trustee). The net proceeds from the issuance of the 2027 Notes were $560.1 million, after deducting debt discount and debt issuance costs totaling $14.9 million.

2021

Table of Contents

The 2027 Notes are senior, unsecured obligations of the Company, and will not accrue interest unless the Company determines to pay special interest as a remedy for failure to timely file any reports required to be filed with the SEC, certain trading restrictions, or failure to deliver reports to the Trustee. The 2027 Notes rank senior in right of payment to any of the Company’s indebtedness that is expressly subordinated to the 2027 Notes and rank equal in right of payment to any of the Company’s unsecured indebtedness that is not so subordinated, including the 2025 Notes. In addition, the 2027 Notes are subordinated to any of the Company’s secured indebtedness and to all indebtedness and other liabilities of the Company’s subsidiaries.

The 2027 Notes have an initial conversion rate of 2.4108 shares of common stock per $1,000 principal amount, which is equivalent to an initial conversion price of approximately $414.80 per share of the Company’s common stock and approximately 1.4 million shares issuable upon conversion. The conversion rate is subject to customary adjustments for certain events as described below. Upon conversion, the Company will pay or deliver, as the case may be, cash, shares of its common stock, or a combination of cash and shares of its common stock, at its election. The Company’s current intent is to settle conversions of the 2027 Notes through a combination settlement, which involves a repayment of the principal portion in cash with any excess of the conversion value over the principal amount settled in shares of common stock.

The Company may redeem for cash, all or any portion of the 2027 Notes, at the Company’s option, on or after October 5, 2024 if the last reported sale price of the Company’s common stock has been at least 130% of the conversion price then in effect for at least 20 trading days (whether or not consecutive) during any 30 consecutive trading day period (including the last trading day of such period) ending on and including the trading day (Conversion Condition) preceding the date on which the Company provides notice of redemption at a redemption price equal to 100% of the principal amount of the notes to be redeemed, plus any accrued and unpaid special interest to, but excluding, the redemption date. No sinking fund is provided for the 2027 Notes.

The holders of the 2027 Notes may convert their notes at their option at any time prior to the close of business on the business day immediately preceding January 1, 2027 in multiples of $1,000 principal amount, under the following circumstances:

•during any calendar quarter commencing after the calendar quarter ending on December 31, 2021, and only during such calendar quarter, if the last reported sale price of the Company's common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on and including the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price on each applicable trading day;

•during the five business day periods after any five consecutive trading day period in which the trading price per $1,000 principal amount of the 2027 Notes for each trading day of that period was less than 98% of the product of the last reported sale price of the Company’s common stock and the conversion rate on each such trading day;

•if the Company calls such notes for redemption, at any time prior to the close of business on the second scheduled trading day immediately preceding the redemption date; or

•upon the occurrence of specified corporate events.

The conversion rate is subject to adjustment upon the occurrence of certain events or if the Company’s Board of Directors determines it is in the best interest of the Company. Additionally, holders of the 2027 Notes that convert their notes in connection with a make-whole fundamental change or during the redemption period, may be eligible to receive a make-whole premium through an increase of the conversion rate based on the estimated fair value of the 2027 Notes for the given date and stock price. The make-whole premium is designed to compensate the holder for lost “time-value” of the conversion option. The maximum number of additional shares that may be issued under the make-whole premium is 1.2656 per $1,000 principal (the lowest price of $272.00 in the make whole).

The Indenture governing the 2027 Notes contains customary events of default with respect to the 2027 Notes and provides that upon certain events of default occurring and continuing, the holders of the 2027 Notes will have the right, at their option, to require the Company to repurchase for cash all or a portion of their

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outstanding notes, at a price equal to 100% of the principal amount of the 2027 Notes to be repurchased, plus any accrued and unpaid interest.

2025 Notes

On November 30, 2020, the Company issued $1.15 billion in aggregate principal amount of its 0% convertible senior notes due on December 1, 2025, in a private placement to qualified institutional buyers pursuant to Rule 144A under the Securities Act of 1933, as amended. The 2025 Notes are subject to the terms and conditions of the Indenture governing the 2025 Notes between the Company and the Trustee. The net proceeds from the issuance of the 2025 Notes were $1.13 billion, after deducting debt discount and debt issuance costs totaling $20.6 million.

The 2025 Notes are senior, unsecured obligations of the Company, and will not accrue interest unless the Company determines to pay special interest as a remedy for failure to timely file any reports required to be filed with the SEC, certain trading restrictions, or failure to deliver reports to the Trustee. The 2025 Notes rank senior in right of payment to any of the Company’s indebtedness that is expressly subordinated to the 2025 Notes and rank equal in right of payment to any of the Company’s unsecured indebtedness that is not so subordinated, including the 2027 Notes. In addition, the 2025 Notes are subordinated to any of the Company’s secured indebtedness and to all indebtedness and other liabilities of the Company’s subsidiaries.

The 2025 Notes have an initial conversion rate of 6.2159 shares of common stock per $1,000 principal amount, which is equivalent to an initial conversion price of approximately $160.88 per share of the Company’s common stock and approximately 7.1 million shares issuable upon conversion. The conversion rate is subject to customary adjustments for certain events as described below. Upon conversion, the Company will pay or deliver, as the case may be, cash, shares of its common stock, or a combination of cash and shares of its common stock, at its election. The Company’s current intent is to settle conversions of the 2025 Notes through a combination settlement, which involves a repayment of the principal portion in cash with any excess of the conversion value over the principal amount settled in shares of common stock.

The Company may redeem for cash, all or any portion of the 2025 Notes, at the Company’s option, on or after December 5, 2023 if the last reported sale price of the Company’s common stock has been at least 130% of the conversion price then in effect for at least 20 trading days (whether or not consecutive) during any 30 consecutive trading day period (including the last trading day of such period) ending on and including the trading day (Conversion Condition) preceding the date on which the Company provides notice of redemption at a redemption price equal to 100% of the principal amount of the notes to be redeemed, plus any accrued and unpaid special interest to, but excluding, the redemption date. No sinking fund is provided for the 2025 Notes.

The holders of the 2025 Notes may convert their notes at their option at any time prior to the close of business on the business day immediately preceding September 1, 2025 in multiples of $1,000 principal amount, under the following circumstances:

•during any calendar quarter commencing after the calendar quarter ending on March 31, 2021, and only during such calendar quarter, if the last reported sale price of the Company's common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on and including the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price on each applicable trading day;

•during the five business day periods after any five consecutive trading day period in which the trading price per $1,000 principal amount of the 2025 Notes for each trading day of that period was less than 98% of the product of the last reported sale price of the Company’s common stock and the conversion rate on each such trading day;

•if the Company calls such notes for redemption, at any time prior to the close of business on the second scheduled trading day immediately preceding the redemption date; or

•upon the occurrence of specified corporate events.

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The conversion rate is subject to adjustment upon the occurrence of certain events or if the Company’s Board of Directors determines it is in the best interest of the Company. Additionally, holders of the 2025 Notes that convert their notes in connection with a make-whole fundamental change or during the redemption period, may be eligible to receive a make-whole premium through an increase of the conversion rate based on the estimated fair value of the 2025 Notes for the given date and stock price. The make-whole premium is designed to compensate the holder for lost “time-value” of the conversion option. The maximum number of additional shares that may be issued under the make-whole premium is 2.9525 per $1,000 principal (the lowest price of $109.07 in the make whole).

The Indenture governing the 2025 Notes contains customary events of default with respect to the 2025 Notes and provides that upon certain events of default occurring and continuing, the holders of the 2025 Notes will have the right, at their option, to require the Company to repurchase for cash all or a portion of their outstanding notes, at a price equal to 100% of the principal amount of the 2025 Notes to be repurchased, plus any accrued and unpaid interest.

Additional Information About the Notes

Effective July 1, 2021, the Company early-adopted ASU 2020-06 using the modified retrospective method which resulted in the accounting for the 2027 Notes and 2025 Notes as a single liability and no longer required to be accounted for separately between liability and equity components.

As of ~~September 30,~~December 31, 2022 and June 30, 2022, the Notes consisted of the following:


		September 30, 2022				June 30, 2022					December 31, 2022				June 30, 2022
		2027 Notes		2025 Notes		2027 Notes		2025 Notes			2027 Notes		2025 Notes		2027 Notes		2025 Notes
Liability component:	Liability component:									Liability component:
Principal	Principal	$	575,000	$	1,150,000	$	575,000	$	1,150,000	Principal	$	575,000	$	1,150,000	$	575,000	$	1,150,000
Less: unamortized debt discount and issuance costs	Less: unamortized debt discount and issuance costs	(12,203)		(13,107)		(12,873)		(14,142)		Less: unamortized debt discount and issuance costs	(11,532)		(12,071)		(12,873)		(14,142)
Net carrying amount	Net carrying amount	$	562,797	$	1,136,893	$	562,127	$	1,135,858	Net carrying amount	$	563,468	$	1,137,929	$	562,127	$	1,135,858

The debt discount and issuance costs of the Notes are being amortized using the effective interest method. During the three and six months ended ~~September 30,~~December 31, 2022, the Company recognized $1.7 million and $3.4 million, respectively, of the debt discount and issuance amortization costs related to the Notes. During the three and six months ended December 31, 2021, the Company recognized $1.7 million and ~~$1.1~~$2.8 million, respectively, of the debt discount and issuance amortization costs related to the Notes. The effective interest rate of the 2027 Notes was 0.48%. The effective interest rate of the 2025 Notes was 0.36% after the adoption of ASU 2020-06 beginning July 1, 2021. As of ~~September 30,~~December 31, 2022, the weighted-average remaining life of the Notes was ~~3.6~~3.4 years.

The "if-converted" value of the Notes did not exceed the principal amount of $1.7 billion as of ~~September 30,~~December 31, 2022 and June 30, 2022.

Capped Call Transactions

In conjunction with the issuance of each of the 2025 Notes and the 2027 Notes, the Company entered into Capped Call transactions (collectively, the Capped Calls) with certain of the initial purchasers of the Notes and/or their respective affiliates or other financial institutions at a total cost of $125.8 million. The Capped Calls are separate transactions and are not part of the terms of the Notes. The total amount paid for the Capped Calls was recorded as a reduction of additional paid-in capital. The Company used the proceeds from the Notes to pay for the cost of the Capped Call premium. The cost of the Capped Calls is not expected to be tax-deductible as the Company did not elect to integrate the Capped Calls into the Notes for tax purposes.

The Capped Calls associated with the 2027 Notes and 2025 Notes each have an initial strike price of approximately $414.80 per share and $160.88 per share, respectively, subject to certain adjustments, which corresponds to the respective initial conversion price of the 2027 Notes and 2025 Notes, and have an initial cap price of $544.00 per share and $218.14 per share, respectively, subject to certain adjustments; provided that such cap price shall not be reduced to an amount less than their respective strike price. The Capped Calls

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associated with the Notes cover, subject to anti-dilution adjustments, a total of approximately 8.5 million shares

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of the Company’s common stock. The Capped Calls are expected to generally reduce the potential dilution of the Company’s common stock upon any conversion of the Notes and/or offset any cash payments that the Company is required to make in excess of the principal amount of such converted notes, as the case may be, with such reduction and/or offset subject to a cap.

Revolving Credit Facility

The Revolving Credit Agreement was executed in March 2021, and was ~~most recently~~ amended in August 2022 (Revolving Credit Facility), to finance the acquisition of card receivables. The Revolving Credit Facility matures in June 2024 or earlier pursuant to the agreement and has a total commitment of $225.0 million. The required minimum utilization was ~~$37.5 million as of September 30, 2022 which increases to~~ $112.5 million, or 50% of the total commitment, ~~in November~~as of December 31, 2022, ~~and further~~which increases to $135.0 million, or 60% of the total commitment inon February 28, 2023. As of ~~September 30,~~December 31, 2022, the Company had borrowed ~~$75.0~~$112.5 million against the Revolving Credit Facility. The Revolving Credit Facility requires the Company to pay unused ~~fee~~fees up to 0.50% per annum. Borrowings are secured by acquired card receivables. Prior to March 3, 2023, borrowings of up $75 million bear interest of 2.75% per annum and borrowings greater than $75 million ~~million~~ bear interest of 2.65% per annum, plus SOFR (subject to a floor rate of 0.25% and benchmark adjustment rate of 0.28%). The effective interest rate was ~~6.58%~~7.58% per annum as of ~~September 30,~~December 31, 2022. Beginning March 3, 2023, borrowings bear interest of 2.65% per annum, plus SOFR (subject to a floor rate of 0.25% and benchmark adjustment rate of 0.28%). The Company is required to comply with certain restricted covenants, including liquidity requirements. As of ~~September 30,~~December 31, 2022, the Company was in compliance with those covenants.

The debt issuance costs and debt premium associated with the Revolving Credit Facility is amortized using the effective interest method over the remaining term of the credit agreement, with a weighted-average remaining amortization period of approximately ~~1.7~~1.4 years. The interest income (expense), net related to the amortization of the debt issuance costs and debt premium during the three and six months ended ~~September 30,~~December 31, 2022 and 2021 was not material.

NOTE 98 – STOCKHOLDERS’ EQUITY

Performance-based RSUs

During the ~~three~~six months ended ~~September 30,~~December 31, 2022, the Company granted approximately 150,000 restricted stock units (RSUs) to certain executive employees that vest based upon the achievement of ~~certain~~designated financial metrics and continued employment over a period of 3three years. The weighted-average grant date fair value of these performance-based RSUs was $133.48 per unit. The Company recognizes expense for performance-based RSUs over the requisite service period based on management's estimate of the number of performance-based RSUs expected to vest. For any change in the estimate of the number of performance-based RSUs that are probable of vesting, the Company will cumulatively adjust compensation expense in the period that the change in estimate is made.

As of ~~September 30,~~December 31, 2022, the total unrecognized compensation expense related to the performance-based RSUs was ~~$21.5~~$9.2 million, which is expected to be recognized over a weighted-average period of ~~1.7~~1.5 years.

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Stock Based Compensation Cost

Stock-based compensation cost by award type (in thousands):

Three Months Ended
September 30,
2022 2021
Stock options $ 11,793 $ 13,236
RSUs 55,670 23,533
Performance-based awards 3,291 —
Market-based RSUs 1,254 —
Employee stock purchase plan 2,821 2,058
Total stock-based compensation cost $ 74,828 $ 38,827


	Three Months Ended December 31,				Six Months Ended December 31,
	2022		2021		2022		2021
Stock options	$	13,117	$	14,666	$	24,911	$	27,902
RSUs(1)	101,266		33,699		156,935		57,232
Performance-based awards	3,157		—		6,448		—
Market-based RSUs	1,254		230		2,507		230
Employee stock purchase plan	2,961		2,106		5,782		4,163
Total stock-based compensation cost	$	121,755	$	50,701	$	196,583	$	89,528

Stock-based compensation cost was included in the following line items in the accompanying condensed consolidated statements of operations and condensed consolidated balance sheets (in thousands):


		Three Months Ended September 30,					Three Months Ended December 31,				Six Months Ended December 31,
		2022		2021			2022		2021		2022		2021
Cost of revenue	Cost of revenue	$	2,001	$	1,127	Cost of revenue	$	2,298	$	1,285	$	4,299	$	2,412
Research and development	Research and development	20,851		10,560		Research and development	26,981		14,280		47,831		24,840
Sales and marketing(1)	Sales and marketing(1)	29,258		8,114		Sales and marketing(1)	69,522		11,039		98,779		19,153
General and administrative	General and administrative	20,510		18,086		General and administrative	20,641		23,080		41,152		41,166
Total amount charged to expense	Total amount charged to expense	72,620		37,887		Total amount charged to expense	119,442		49,684		192,061		87,571
Property and equipment (capitalized internal-use software)	Property and equipment (capitalized internal-use software)	2,209		940		Property and equipment (capitalized internal-use software)	2,313		1,017		4,522		1,957
Total stock-based compensation cost	Total stock-based compensation cost	$	74,828	$	38,827	Total stock-based compensation cost	$	121,755	$	50,701	$	196,583	$	89,528

(1) In October 2022, the Company entered into separation and advisory agreements with its former Chief Revenue Officer (the CRO Agreements). Pursuant to the CRO Agreements, the former CRO will serve the Company as an advisor through September 2024. Upon execution of the CRO Agreements, the Company recognized $52.2 million of stock-based compensation expense related to the former CRO's RSUs.

NOTE 109 – OTHER INCOME (EXPENSES), NET

Other income (expenses), net consisted of the following for the periods presented (in thousands):


		Three Months Ended September 30,					Three Months Ended December 31,				Six Months Ended December 31,
		2022		2021			2022		2021		2022		2021
Interest expense	Interest expense	$	(2,849)	$	(1,828)	Interest expense	$	(3,562)	$	(2,494)	$	(6,411)	$	(4,322)
Lower of cost or market adjustment on card receivables sold and held for sale	Lower of cost or market adjustment on card receivables sold and held for sale	(1,545)		(1,676)		Lower of cost or market adjustment on card receivables sold and held for sale	—		(2,970)		(1,545)		(4,646)
Interest income	Interest income	11,464		501		Interest income	20,910		770		32,375		1,271
Other	Other	(1,123)		(472)		Other	(326)		(306)		(1,449)		(778)
Total	Total	$	5,947	$	(3,475)	Total	$	17,022	$	(5,000)	$	22,970	$	(8,475)

NOTE 1110 – INCOME TAXES

The Company’s provision for income taxes during the interim periods is determined using an estimate of the Company’s annual effective tax rate, which is adjusted for certain discrete tax items during the interim period.

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The Company’s effective tax rate differs from the federal statutory rate primarily due to its federal, state and foreign valuation allowance positions. The income tax benefit during the three and six months ended ~~September 30,~~December 31, 2022 consisted primarily of a reduction to the net deferred tax liability as a result of the

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Company's current year losses, partially offset by an estimated cash tax liability associated with the capitalization of R&D costs for federal and certain state tax purposes for the year ending June 30, 2023.

The Company is subject to income tax audits in the U.S., Australia, and Canada. The Company records liabilities related to uncertain tax positions, which provide adequate reserves for income tax uncertainties in all open tax years. Due to the Company’s history of tax losses, all years remain open to tax audit. The Company’s management evaluates the realizability of the Company’s deferred tax assets based on all available evidence, both positive and negative. The realization of net deferred tax assets is dependent on the Company’s ability to generate sufficient future taxable income during the foreseeable future.

The Company has been selected for examination by the Internal Revenue Service for Divvy's pre-acquisition tax year ending December 31, 2020 for income and employment tax purposes. The examination is in the early stages of the audit and the Company is in the process of responding to requests for information by the Internal Revenue Service. As of December 31, 2022, there have been no adjustments proposed by the Internal Revenue Service. While the Company believes it has adequately reserved for all potential tax liabilities, the Company will continue to evaluate its positions as the examination proceeds.

NOTE 1211 – LEASES

The Company has non-cancelable operating leases for office and other facilities in various locations, and certain equipment, which expire through 2031. Also, the Company subleases part of its office facility in Draper, Utah under a non-cancellable operating lease that expires in December 2025. The Company's leases do not contain any material residual value guarantees.

As of ~~September 30,~~December 31, 2022, the weighted-average remaining term of these operating leases is ~~7.9~~7.8 years and the weighted-average discount rate used to estimate the net present value of the operating lease liabilities was 5.10%.

The total ~~amount~~amounts paid ~~for amounts~~ included in the measurement of operating lease liabilities ~~was $3.6~~were $3.7 million and ~~$3.1~~$7.2 million during the three and six months ended ~~September 30,~~December 31, 2022, respectively, and $3.4 million and $6.5 million during the three and six months ended December 31, 2021, respectively.

The total ~~amount~~amounts of right-of-use assets obtained in exchange for new operating lease liabilities ~~was $1.5 million and $1.2 million~~were not material during the three and six months ended ~~September 30,~~December 31, 2022 and ~~2021, respectively.~~2021.

The components of lease expense during the three and six months ended ~~September 30,~~December 31, 2022 and 2021 is shown on the table below (in thousands).


		Three Months Ended September 30,					Three Months Ended December 31,				Six Months Ended December 31,
		2022		2021			2022		2021		2022		2021
Operating lease expense	Operating lease expense	$	3,118	$	3,180	Operating lease expense	$	3,279	$	3,335	$	6,396	$	6,515
Short-term lease expense	Short-term lease expense	204		82		Short-term lease expense	279		5		483		87
Variable lease expense, net of credit	Variable lease expense, net of credit	513		598		Variable lease expense, net of credit	412		600		925		1,198
Sublease income	Sublease income	(144)		(182)		Sublease income	(144)		(149)		(289)		(331)
Total	Total	$	3,691	$	3,678	Total	$	3,826	$	3,791	$	7,515	$	7,469

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NOTE 1312 – COMMITMENTS AND CONTINGENCIES

Commitments

The Company has non-cancelable operating leases for office and other facilities in various locations, and certain equipment, which expire through 2031. Future minimum lease payments as of ~~September 30,~~December 31, 2022 are as follows (in thousands):


Fiscal years ending June 30:	Fiscal years ending June 30:	Amount		Fiscal years ending June 30:	Amount
Remainder of 2023	Remainder of 2023	$	11,212	Remainder of 2023	$	7,558
2024	2024	13,910		2024	13,920
2025	2025	13,424		2025	13,424
2026	2026	13,292		2026	13,292
2027	2027	13,226		2027	13,226
2028	2028	13,590		2028	13,590
Thereafter	Thereafter	35,919		Thereafter	35,919
Gross lease payments	Gross lease payments	114,573		Gross lease payments	110,929
Less - present value adjustments	Less - present value adjustments	(21,091)		Less - present value adjustments	(19,913)
Total operating lease liabilities, net	Total operating lease liabilities, net	$	93,482	Total operating lease liabilities, net	$	91,016

In addition to the minimum lease payments above, the Company has multi-year agreements with certain third parties and financial institution partners, expiring through ~~2029.~~2029, which require the Company to pay fees over the term of the respective agreements. Future payments under these agreements as of ~~September 30,~~December 31, 2022 are as follows (in thousands):


Fiscal years ending June 30:	Fiscal years ending June 30:	Amount		Fiscal years ending June 30:	Amount
Remainder of 2023	Remainder of 2023	$	19,619	Remainder of 2023	$	16,991
2024	2024	12,974		2024	15,372
2025	2025	8,281		2025	10,755
2026	2026	4,750		2026	5,329
2027	2027	4,750		2027	5,241
2028	2028	5,000		2028	5,491
Thereafter	Thereafter	29,250		Thereafter	29,250
Total	Total	$	84,624	Total	$	88,429

Purchase of Card Receivables that have not Cleared

The Company is contractually obligated to purchase all card receivables from the Issuing Banks including authorized transactions that have not cleared. The transactions that have been authorized but not cleared totaled ~~$55.9~~$21.2 million as of ~~September 30,~~December 31, 2022 and have not been recorded on the accompanying consolidated balance sheets. The Company has credit exposures with these authorized but not cleared transactions; however, the expected credit losses recorded ~~was~~were not material as of ~~September 30,~~December 31, 2022.

Litigation

From time to time, the Company is involved in lawsuits, claims, investigations, and proceedings that arise in the ordinary course of business. The Company records a provision for a liability when management believes that it is both probable that a liability has been incurred and the amount of the loss can be reasonably estimated. As of ~~September 30,~~December 31, 2022 and June 30, 2022, the Company’s reserve for litigation is immaterial. The Company reviews these provisions periodically and adjusts these provisions to reflect the impact of negotiations, settlements, rulings, advice of legal counsel, and other information and events pertaining to a particular case. Litigation is inherently unpredictable.

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NOTE 1413 – NET LOSS PER SHARE ATTRIBUTABLE TO COMMON STOCKHOLDERS

The following table presents the calculation of basic and diluted net loss per share attributable to common stockholders (in thousands, except per share amounts):


		Three Months Ended September 30,					Three Months Ended December 31,				Six Months Ended December 31,
		2022		2021			2022		2021		2022		2021
Numerator:	Numerator:					Numerator:
Net loss attributable to common stockholders	Net loss attributable to common stockholders	$	(81,640)	$	(74,259)	Net loss attributable to common stockholders	$	(95,076)	$	(80,440)	$	(176,716)	$	(154,699)
Denominator:	Denominator:					Denominator:
Weighted-average shares used to compute net loss per share attributable to common stockholders	Weighted-average shares used to compute net loss per share attributable to common stockholders					Weighted-average shares used to compute net loss per share attributable to common stockholders
Basic and diluted	Basic and diluted	105,086		95,892		Basic and diluted	105,906		102,910		105,494		99,401
Net loss per share attributable to common stockholders:	Net loss per share attributable to common stockholders:					Net loss per share attributable to common stockholders:
Basic and diluted	Basic and diluted	$	(0.78)	$	(0.78)	Basic and diluted	$	(0.90)	$	(0.78)	$	(1.68)	$	(1.56)

Potentially dilutive securities, which were excluded from the diluted net loss per share calculations because they would have been antidilutive were as follows as of the dates presented (in thousands):


		September 30,			December 31,
		2022	2021		2022	2021
Stock options	Stock options	3,498	5,762	Stock options	3,156	4,862
Restricted stock units	Restricted stock units	4,904	2,895	Restricted stock units	4,644	2,866
Total	Total	8,402	8,657	Total	7,800	7,728

In addition, approximately 8.5 million shares underlying the conversion option of the Notes are not considered in the calculation of diluted net loss per share as they would be anti-dilutive. Such number of shares issuable under the Notes is subject to adjustment up to approximately 12.7 million shares if certain corporate events occur prior to the maturity date of the Notes or if the Company issues a notice of redemption. The Company’s current intent is to settle conversions of the Notes through a combination settlement, which involves a repayment of the principal portion in cash with any excess of the conversion value over the principal amount settled in shares of common stock. The Company uses the "as-if converted" method for calculating any potential dilutive effect of the conversion option on diluted earnings per share, if applicable. As of ~~September 30,~~December 31, 2022, the Conversion Condition was not triggered for either the 2025 Notes or the 2027 Notes.

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ITEM 2. MANAGEMENT’S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF OPERATIONS

You should read the following discussion and analysis of our financial condition and results of operations together with our condensed consolidated financial statements and the related notes included elsewhere in this Quarterly Report on Form 10-Q. Some of the information contained in this Quarterly Report on Form 10-Q includes forward-looking statements that involve risks and uncertainties. You should read the sections titled “Special Note Regarding Forward-Looking Statements” and “Risk Factors” for a discussion of important factors that could cause actual results to differ materially from the results described in or implied by the forward-looking statements contained in the following discussion and analysis. Our fiscal year end is June 30, and our fiscal quarters end on September 30, December 31, and March 31.

Overview

BILL is a leader in financial automation software for small and midsize businesses (SMBs). As a champion of SMBs, we are dedicated to automating the future of finance so businesses can flourish. Hundreds of thousands of businesses trust BILL solutions to manage financial workflows, including payables, receivables, and spend and expense management. With BILL, businesses are connected to a network of millions of members, so they can pay or get paid faster. Through our automated solutions, we help SMBs simplify and control their finances, so they can confidently manage their businesses, and succeed on their terms. BILL is a trusted partner of leading U.S. financial institutions, accounting firms, and accounting software providers.

Our purpose-built, artificial-intelligence (AI)-enabled financial software platform creates seamless connections between our customers, their suppliers, and their clients. Businesses on our platform generate and process invoices, streamline approvals, make and receive payments, manage employee expenses, sync with their accounting system, and manage their cash. We have built sophisticated integrations with popular accounting software solutions, banks, card issuers and payment processors, enabling our customers to access these mission-critical services quickly and easily.

We efficiently reach SMBs through our proven direct and indirect go-to-market strategies. We acquire new businesses to use our solutions directly through digital marketing and inside sales, and indirectly through accounting firms and financial institution partnerships. As of ~~September 30,~~December 31, 2022, our partners included some of the most trusted brands in the financial services business, including more than 80 of the top 100 accounting firms and 6six of the top ten largest financial institutions in the U.S., including Bank of America, JPMorgan Chase, Wells Fargo Bank, and American Express. As we add customers and partners, we expect our network to continue to grow organically.

We have grown rapidly and scaled our business operations in recent periods. Our revenue was ~~$229.9~~$260.0 million and ~~$118.3~~$156.5 million during the three months ended ~~September 30,~~December 31, 2022 and 2021, respectively, an increase of ~~$111.6~~$103.5 million, and $489.9 million and $274.8 million during six months ended December 31, 2022 and 2021, respectively, an increase of $215.1 million. We generated net losses of ~~$81.6~~$95.1 million and ~~$74.3~~$80.4 million during the three months ended ~~September 30,~~December 31, 2022 and 2021, respectively, and $176.7 million and $154.7 million during the six months ended December 31, 2022 and 2021, respectively.

~~COVID-19~~Macroeconomic Factors and ~~Macroeconomic Factors~~COVID-19

Ongoing interest rate increases and persistent inflation in the U.S. and other markets globally have increased the risk of an economic recession and volatility and dislocation in the capital and credit markets in the U.S. and globally.The SMBs we serve may be particularly susceptible to changes in overall economic and financial conditions, and certain SMBs may cease operations in the event of a recession or inability to access financing. The macroeconomic environment has caused our BILL standalone customers and Divvy spending businesses to moderate their expenditures, which has resulted in lower payment volume growth through our solutions than historical trends, which in turn has led to lower transaction fee growth than historical trends. Moreover, net customer adds on our BILL standalone solution were slightly lower than recent trends, likely caused in part by businesses taking longer to make decisions about whether or not to implement new software solutions in light of the current macro environment. In addition, to date, increased interest rates have led to an increase in interest on funds held for customers. We have not observed any other material impacts on our business or the demand for our products as a result of these factors, but we anticipate volatile conditions and

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there can be no assurance that, in the event of a recession, demand for our products would not be adversely affected.We intend to continue to monitor macroeconomic conditions closely and may determine to take certain financial or operational actions in response to such conditions to the extent our business begins to be adversely impacted.

In addition, the full impact of the COVID-19 pandemic is inherently uncertain at the time of this report. The COVID-19 pandemic has resulted in various travel restrictions and mandates and greater uncertainty in global financial markets. Our customers, spending businesses and subscribers, and our business and operations, have been and may continue to be affected by the COVID-19 pandemic, variants and responsive government restrictions. For so long as the COVID-19 pandemic persists, restrictions and policies implemented by governments and companies may continue to have negative implications on business and consumer spending, the supply chain, production of goods, demand for goods, transportation, the labor market, the global capital markets and the global economy, and could result in inflation, recession and prolonged economic downturn. A negative impact on our customers, spending businesses, and subscribers may cause them to go out of business, request discounts, extend payment terms, or discontinue using our services.

In addition, ongoing interest rate increases and persistent inflation in the U.S. and other markets globally may increase the risk of an economic recession and volatility and dislocation in the capital or credit markets in the U.S. or globally.~~SMBs may be particularly susceptible to changes in overall economic and~~

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financial conditions, and certain SMBs may cease operations in the event of a recession or inability to access financing. To date, we have not observed material impacts in our business or outlook, but there can be no assurance that, in the event of a recession, demand for our products would not be adversely affected.We intend to continue to monitor macroeconomic conditions closely and may determine to take certain financial or operational actions in response to such conditions to the extent our business begins to be adversely impacted.

Any of these conditions or actions may have a negative impact on our future results of operations, liquidity, and financial condition. We are unable to predict the full impact that macroeconomic factors or the COVID-19 pandemic ~~or other macroeconomic factors~~ will have on our future results of operations, liquidity and financial condition due to numerous uncertainties, including the duration of the pandemic, the actions that may be taken by government authorities across the U.S. or other countries, changes in central bank policies and interest rates, rates of inflation, the impact to our customers, spending businesses, subscribers, partners, and suppliers, and other factors described in the section titled “Risk Factors” in Part II, Item 1A of this Quarterly Report on Form 10-Q.

Our Revenue Model

We generate revenue primarily from subscription and transaction fees.

Our subscription revenue is primarily based on a fixed monthly or annual rate per user charged to our customers. Our transaction revenue consists of transaction fees and interchange income on a fixed or variable rate per transaction. Transactions primarily include card payments, check issuances, ACH origination, cross-border payments, and creation of invoices. Much of our revenue comes from repeat transactions, which are an important contributor to our recurring revenue.

In addition, we generate revenue from interest on funds held for customers.

Our Receivables Purchases and Servicing Model

We market Divvy charge cards to potential spending businesses and issue business-purpose charge cards through our partnerships with card Issuing Banks. When a business applies for a Divvy card, we utilize, on behalf of the card Issuing Bank, proprietary risk management capabilities to confirm the identity of the business, and perform a credit underwriting process to determine if the business is eligible for a Divvy card pursuant to our credit policies. Once approved for a Divvy card, the spending business is provided a credit limit and can use the Divvy software to request virtual cards or physical cards.

The majority of cards on our platform are issued by Cross River Bank, an FDIC-insured New Jersey state chartered bank, and WEX Bank, an FDIC-insured Utah state chartered bank. Under our arrangements with these banks, we must comply with their respective credit policies and underwriting procedures, and the banks maintain ultimate authority to decide whether to issue a card or approve a transaction. We are responsible for all fraud and unauthorized use of a card and generally are required to hold the bank harmless from such losses unless claims regarding fraud or unauthorized use are due to the sole gross negligence of the bank.

When a spending business completes a purchase transaction, the payment to the merchant is made by the cards' Issuing Bank. Obligations incurred by the spending business in connection with their purchase transaction are reflected as receivables on the bank’s balance sheet from the Divvy card account for the spending business. The bank then sells a 100% participation interest in the receivable to us. Pursuant to our agreements with the banks, we are obligated to purchase the participation interests in all of the receivables

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originated through our platform, and our obligations are secured by cash deposits. When we purchase the participation interests, the purchase price is equal to the outstanding principal balance of the receivable.

In order to purchase the participation rights in the receivables, we maintain a variety of funding arrangements, including warehouse facilities and from time-to-time other purchase arrangements with a diverse set of funding sources. We typically fund some portion of these participation interest purchases by borrowing under our credit facilities, although we may also fund purchases using corporate cash, and we may sell a portion of our receivables to a third-party institution pursuant to a purchase arrangement.

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Key Business Metrics

We regularly review several metrics, including the metrics presented in the table below, to measure our performance, identify trends affecting our business, prepare financial projections, and make strategic decisions. We periodically review and revise these metrics to reflect changes in our business. We have presented the number of businesses using our solutions, total payment volume (TPV), and transactions processed as we believe that these key business metrics provide meaningful supplemental information for management and investors in assessing the historical and future operating performance of the BILL business. As a result of the Divvy and Invoice2go acquisitions, we are presentingpresent our key business metrics on a consolidated basis, which we believe better reflects the performance of our consolidated ~~business.~~business overall. Our key business metrics are defined following the table below and track our BILL standalone, Divvy, and Invoice2go products combined. ~~Relevant~~The relevant metrics for each of BILL standalone, Divvy, and Invoice2go, respectively, are set forth in the footnotes to the table. The calculation of the key metrics and other measures discussed below may differ from other similarly-titled metrics used by other companies, securities analysts or investors.

Three Months Ended September 30,
2022 2021 % Growth
Businesses using our solutions (1)
419,800 365,400 15%


	As of December 31,
	2022	2021	% Growth
Businesses using our solutions (1)	435,800	373,500	17%

Three Months Ended September 30,
2022 2021 % Growth
Total payment volume (amounts in billions) (2)
$ 64.9 $ 55,066 $ 48.4 34%


	Three Months Ended December 31,					Six Months Ended December 31,
	2022		2021		% Growth	2022		2021		% Growth
Total payment volume (amounts in billions) (2)	$	67.3	$	58.6	15%	$	132.2	$	105.5	25%

Three Months Ended September 30,
2022 2021 % Growth
Transactions processed (3)
19,580,000 13,536,000 45%


	Three Months Ended December 31,			Six Months Ended December 31,
	2022	2021	% Growth	2022	2021	% Growth
Transactions processed (3)	20,759,000	15,456,000	34%	40,339,000	24,248,000	66%

(1)As of ~~September 30,~~December 31, 2022, the total number of BILL standalone customers was approximately ~~172,000;~~182,700; the total number of spending businesses that used Divvy's spend management solution was approximately ~~22,800;~~24,700; and the total number of Invoice2go subscribers was ~~225,100.~~approximately 228,500.

(2)During the three months ended ~~September 30,~~December 31, 2022: the total payment volume transacted by BILL standalone customers was approximately ~~$61.6~~$63.7 billion; the total card payment volume transacted by spending businesses that used Divvy cards was approximately ~~$3.0~~$3.3 billion; and the total payment volume transacted by Invoice2go subscribers was approximately ~~$292~~$263 million. During the six months ended December 31, 2022: the total payment volume transacted by BILL standalone customers was approximately $125.3 billion; the total card payment volume transacted by spending businesses that used Divvy cards was approximately $6.3 billion; and the total payment volume transacted by Invoice2go subscribers was approximately $555 million.

(3)During the three months ended ~~September 30,~~December 31, 2022: the total number of transactions executed by BILL standalone customers was approximately ~~10.8~~11.0 million; the total number of transactions executed by spending businesses that used Divvy cards ~~were~~was approximately ~~8.5~~9.4 million; and the total number of transactions executed by Invoice2go subscribers ~~were~~was over 300,000. During the six months ended December 31, 2022: the total number of transactions executed by BILL standalone customers was approximately 21.8 million; the total number of transactions executed by spending businesses that used Divvy cards was approximately 17.9 million; and the total number of transactions executed by Invoice2go subscribers was over 600,000.

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Businesses Using Our Solutions

For the purposes of measuring our key business metrics, we define businesses using our solutions as the summation of: (A) customers that are either billed directly by us or for which we bill our partners for BILL ~~products~~standalone solution during a particular period, (B) spending businesses that use Divvy's spend and expense management ~~products,~~solution during the period, and (C) Invoice2go ~~subscribers.~~subscribers during the period. In prior fiscal quarters, we counted and reported customers using our BILL standalone products as our "Number of Customers," which excluded spending businesses using our Divvy ~~products~~solution and our Invoice2go subscribers. In light of the growth of our company in recent periods, we consider the businesses using our solutions metric to better represent the performance and scale of our business as it currently exists. Businesses using our solutions during a trial period are not counted as new businesses using our solutions during that period. If an organization has multiple entities billed separately for the use of our solutions, each

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entity is counted as a business using our solutions. The number of businesses using our solutions in the table above represents the total number of businesses using our solutions at the end of ~~each~~the referenced fiscal quarter.

Total Payment Volume (TPV)

To grow revenue from businesses using our solutions, we must deliver a product experience that helps them automate their back-office financial operations. The more they use the product and rely upon our features to automate their operations, the more transactions they process on our platform. This metric provides an important indication of the value of transactions that businesses using our solutions are completing on our platform and is an indicator of our ability to generate revenue from our customers. We define TPV as the value of transactions that we process on our platform during a particular period. Our calculation of TPV includes payments that are subsequently reversed. Such payments comprised of less than 2% of TPV during each of the three and six months ended ~~September 30,~~December 31, 2022 and 2021.

Transactions Processed

We define transactions processed as the number of ~~customer~~ payments initiated and processed through our platform during a particular period. Payment transactions include checks, ACH items, card payments, real-time payments, and cross-border payments.

Components of Results of Operations

Revenue

We generate revenue primarily from subscription and transaction fees.

Subscription fees are fixed monthly or annually and charged to our customers for the use of our platform to process transactions. Subscription fees are generally charged either on a per user or per customer account per period basis, normally monthly or annually. Transaction fees are fees collected for each transaction processed, on either a fixed or variable fee basis. Transaction fees primarily include processing of payments in the form of checks, ACH, card payments, real-time payments, and cross-border payments, and the creation of invoices. Transaction fees also include interchange fees paid by suppliers accepting card payments.

Our contracts with SMB and accounting firm customers provide them with access to the functionality of our cloud-based payments platform to process transactions. These contracts are either monthly contracts paid in arrears or upfront, or annual arrangements paid up front. We charge our SMB and accounting firm customers subscription fees to access our platform either based on the number of users or per customer account and the level of service. We generally also charge these customers transaction fees based on transaction volume and the category of transaction. The contractual price for subscription and transaction services is based on either negotiated fees or the rates published on our website. Revenue recognized excludes amounts collected on behalf of third parties, such as sales taxes collected and remitted to governmental authorities.

We facilitate the extension of credit to spending businesses through our Divvy product in the form of Divvy cards, which are originated through our agreements with our Issuing Banks. The agreements with the Issuing Banks allow for card transactions on the Mastercard and Visa networks. The spending businesses utilize the credit on the Divvy cards as a means of payment for goods and services provided by their suppliers.

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For each transaction, the suppliers are required to pay interchange fees to the issuer of the credit. Based on our agreements with the Issuing Banks, we recognize the interchange fees as revenue gross or net of rebates received from the Issuing Banks based on our determination of whether we are the principal or the agent under the agreements.

We also enter into multi-year contracts with financial institution customers to provide them with access to our cloud-based payments platform. These contracts typically include fees for initial implementation services that are paid during the period the implementation services are provided as well as fees for subscription and transaction processing services, which are subject to guaranteed monthly minimum fees that are paid monthly over the contract term. These contracts enable the financial institutions to provide their customers with access to online bill pay services through the financial institutions’ online platforms. Implementation services are required up-front to establish an infrastructure that allows the financial institutions’ online platforms to

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communicate with our online platform. A financial institution’s customers cannot access online bill pay services until implementation is complete. The total consideration in these contracts varies based on the number of users and transactions to be processed.

In addition, we generate revenue from interest on funds held for customers. Interest on funds held for customers consists of the interest that we earn from customer funds while payment transactions are clearing. Interest is earned from interest-bearing deposit accounts, certificates of deposit, money market funds, commercial paper, and U.S. Treasury securities, until those payments are cleared and credited to the intended recipient.

Service Costs and Expenses

Service costs – Service costs consists primarily of personnel-related costs, including stock-based compensation expenses, for our customer success and payment operations teams, outsourced support services for our customer success team, costs that are directly attributed to processing customers’ and spending businesses' transactions (such as the cost of printing checks, postage for mailing checks, fees associated with the issuance and processing of card transactions, fees for processing payments, such as ACH, check, and cross-border wires), direct and amortized costs for implementing and integrating our cloud-based platform into our customers’ systems, costs for maintaining, optimizing, and securing our cloud payments infrastructure, amortization of capitalized internal-use developed software related to our platform, fees on the investment of customer funds, and allocation of overhead costs. We expect that service costs will increase in absolute dollars, but may fluctuate as a percentage of revenue from period to period, as we continue to invest in growing our business.

Research and development – Research and development expenses consist primarily of personnel-related expenses, including stock-based compensation expenses, for our research and development teams, incurred in developing new products or enhancing existing products, and allocated overhead costs. We expense a substantial portion of research and development expenses as incurred. We believe that delivering new and enhanced functionality is critical to attract new customers and expand our relationship with existing customers. We expect to continue to make investments in and expand our offerings to enhance our customers’ experience and satisfaction, and to attract new customers. We expect our research and development expenses to increase in absolute dollars, but they may fluctuate as a percentage of revenue from period to period as we expand our research and development team to develop new products and product enhancements. We capitalize certain software development costs that are attributable to developing new products and adding incremental functionality to our platform and amortize such costs into service costs over the estimated life of the new product or incremental functionality, which is generally three years.

Sales and marketing – Sales and marketing expenses consist primarily of personnel-related expenses, including stock-based compensation expenses, for our sales and marketing teams, rewards expense in connection with our card rewards programs, sales commissions, marketing program expenses, travel-related expenses, and costs to market and promote our platform through advertisements, marketing events, partnership arrangements, direct customer acquisition, and allocated overhead costs. Sales commissions that are incremental to obtaining new customer contracts are deferred and amortized ratably over the estimated period of our relationship with new customers.

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We focus our sales and marketing efforts on generating awareness of our company, platform, and products, creating sales leads, and establishing and promoting our brand. We plan to continue investing in sales and marketing efforts by driving our go-to-market strategies, building our brand awareness, and sponsoring additional marketing events; however, we will adjust our sales and marketing spend level as needed, as the spend may fluctuate from period to period, in response to changes in the economic environment.

General and administrative – General and administrative expenses consist primarily of personnel-related expenses, including stock-based compensation expenses, for finance, corporate business operations, risk management, legal and compliance, human resources, information technology, costs incurred for external professional services, provision for credit losses, losses from fraud, and allocated overhead costs. We expect to incur additional general and administrative expenses as we explore various growth initiatives, which include incurring higher costs for professional services. We also expect to increase the size of our general and administrative functions to support the growth in our business. As a result, we expect that our general and

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administrative expenses will increase in absolute dollars but may fluctuate as a percentage of revenue from period to period.

Depreciation and amortization of intangible assets - Depreciation and amortization of intangible assets expenses consist of depreciation of property and equipment, and amortization of acquired intangibles, such as developed technology, customer relationship, and trade names. Amortization of capitalized internal-use software costs are excluded.

Other income (expenses), net – Other income (expenses), net consists primarily of the lower of cost or market adjustment on card receivables sold and held for sale, interest expense on our borrowings (including amortization of debt discount and issuance costs in connection with our 2025 Notes and 2027 Notes), and interest income on our corporate funds.

Benefit from income taxes – Benefit from income taxes consists primarily of a reduction to the net deferred tax liability as a result of our current year losses, partially offset by an estimated cash tax liability associated with the expected impacted from capitalization of research and development (R&D) costs.

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Results of Operations

The following table sets forth our results of operations together with the dollar and percentage change for the periods presented (amounts in thousands):


		Three Months Ended September 30,				Change					Three Months Ended December 31,				Change				Six Months Ended December 31,				Change
		2022		2021 (1)		$		%			2022		2021		$		%		2022		2021 (1)		$		%
Revenue	Revenue	$	229,924	$	118,349	$	111,575	94	%	Revenue	$	260,006	$	156,478	$	103,528	66	%	$	489,930	$	274,827	$	215,103	78	%
Cost of revenue	Cost of revenue									Cost of revenue
Service costs (2)	Service costs (2)	34,820		20,713		14,107		68	%	Service costs (2)	36,965		24,338		12,627		52	%	71,786		45,051		26,735		59	%
Depreciation and amortization of intangible assets (3)	Depreciation and amortization of intangible assets (3)	10,287		9,122		1,165		13	%	Depreciation and amortization of intangible assets (3)	10,502		10,048		454		5	%	20,789		19,170		1,619		8	%
Total cost of revenue	Total cost of revenue	45,107		29,835		15,272		51	%	Total cost of revenue	47,467		34,386		13,081		38	%	92,575		64,221		28,354		44	%
Gross profit	Gross profit	184,817		88,514		96,303		109	%	Gross profit	212,539		122,092		90,447		74	%	397,355		210,606		186,749		89	%
Operating expenses	Operating expenses									Operating expenses
Research and development (2)	Research and development (2)	75,121		41,884		33,237		79	%	Research and development (2)	78,910		51,377		27,533		54	%	154,030		93,261		60,769		65	%
Sales and marketing ~~(2)~~(4)	Sales and marketing ~~(2)~~(4)	118,633		53,629		65,004		121	%	Sales and marketing ~~(2)~~(4)	164,683		69,896		94,787		136	%	283,308		123,525		159,783		129	%
General and administrative (2)	General and administrative (2)	66,738		57,515		9,223		16	%	General and administrative (2)	69,381		64,965		4,416		7	%	136,119		122,480		13,639		11	%
Depreciation and amortization of intangible assets (3)	Depreciation and amortization of intangible assets (3)	12,019		9,691		2,328		24	%	Depreciation and amortization of intangible assets (3)	12,028		11,929		99		1	%	24,055		21,620		2,435		11	%
Total operating expenses	Total operating expenses	272,511		162,719		109,792		67	%	Total operating expenses	325,002		198,167		126,835		64	%	597,512		360,886		236,626		66	%
Loss from operations	Loss from operations	(87,694)		(74,205)		$	(13,489)	18	%	Loss from operations	(112,463)		(76,075)		(36,388)		48	%	(200,157)		(150,280)		(49,877)		33	%
Other income (expense), net	Other income (expense), net	5,947		(3,475)		9,422		(271)	%	Other income (expense), net	17,022		(5,000)		22,022		(440)	%	22,970		(8,475)		31,445		(371)	%
Loss before benefit from income taxes	Loss before benefit from income taxes	(81,747)		(77,680)		(4,067)		5	%	Loss before benefit from income taxes	(95,441)		(81,075)		(14,366)		18	%	(177,187)		(158,755)		(18,432)		12	%
Benefit from income taxes	Benefit from income taxes	(107)		(3,421)		3,314		(97)	%	Benefit from income taxes	(365)		(635)		270		(43)	%	(471)		(4,056)		3,585		(88)	%
Net loss	Net loss	$	(81,640)	$	(74,259)	(7,381)		10	%	Net loss	$	(95,076)	$	(80,440)	$	(14,636)	18	%	$	(176,716)	$	(154,699)	$	(22,017)	14	%

(1) Includes the results of Invoice2go from the acquisition date on September 1, 2021.

(2) Includes stock-based compensation expense as follows (in thousands):

Three Months Ended September 30,
Change
2022 2021 $
%
Cost of revenue - service costs $ 2,001 $ 1,127 $ 874 78 %
Research and development 20,851 10,560 10,291 97 %
Sales and marketing 29,258 8,114 21,144 261 %
General and administrative 20,510 18,086 2,424 13 %
Total $ 72,620 $ 37,887 $ 34,733 92 %


	Three Months Ended December 31,				Change				Six Months Ended December 31,				Change
	2022		2021		$		%		2022		2021 (1)		$		%
Cost of revenue - service costs	$	2,298	$	1,285	$	1,013	79	%	$	4,299	$	2,412	$	1,887	78	%
Research and development	26,981		14,280		12,701		89	%	47,831		24,840		22,991		93	%
Sales and marketing (4)	69,522		11,039		58,483		530	%	98,779		19,153		79,626		416	%
General and administrative	20,641		23,080		(2,439)		(11)	%	41,152		41,166		(14)		—	%
Total	$	119,442	$	49,684	$	69,758	140	%	$	192,061	$	87,571	$	104,490	119	%

(3) Depreciation expense does not include amortization of capitalized internal-use software costs.

(4) Includes $52.2 million of stock-based compensation expense related to separation and advisory agreements with the former Chief Revenue Officer.

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The following table presents the components of our consolidated statements of operations for the periods presented as a percentage of revenue:


		Three Months Ended September 30,					Three Months Ended December 31,				Six Months Ended December 31,
		2022		2021 (1)			2022		2021		2022		2021 (1)
Revenue	Revenue	100	%	100	%	Revenue	100	%	100	%	100	%	100	%
Cost of revenue	Cost of revenue					Cost of revenue
Service costs	Service costs	15	%	18	%	Service costs	14	%	16	%	15	%	16	%
Depreciation and amortization of intangible assets	Depreciation and amortization of intangible assets	5	%	8	%	Depreciation and amortization of intangible assets	4	%	6	%	4	%	7	%
Total cost of revenue	Total cost of revenue	20	%	25	%	Total cost of revenue	18	%	22	%	19	%	23	%
Gross profit	Gross profit	80	%	75	%	Gross profit	82	%	78	%	81	%	77	%
Operating expenses	Operating expenses					Operating expenses
Research and development	Research and development	33	%	35	%	Research and development	30	%	33	%	31	%	34	%
Sales and marketing	Sales and marketing	52	%	45	%	Sales and marketing	63	%	45	%	58	%	45	%
General and administrative	General and administrative	29	%	49	%	General and administrative	27	%	42	%	28	%	45	%
Depreciation and amortization of intangible assets	Depreciation and amortization of intangible assets	5	%	7	%	Depreciation and amortization of intangible assets	5	%	7	%	5	%	8	%
Total operating expenses	Total operating expenses	119	%	137	%	Total operating expenses	125	%	127	%	122	%	132	%
Loss from operations	Loss from operations	(39)	%	(63)	%	Loss from operations	(43)	%	(49)	%	(41)	%	(55)	%
Other income (expense), net	Other income (expense), net	3	%	(3)	%	Other income (expense), net	7	%	(3)	%	5	%	(3)	%
Loss before benefit from income taxes	Loss before benefit from income taxes	(36)	%	(67)	%	Loss before benefit from income taxes	(36)	%	(52)	%	(36)	%	(58)	%
(Benefit from) provision for income taxes		—	%	(3)	%
Benefit from income taxes						Benefit from income taxes	—	%	—	%	—	%	(1)	%
Net loss	Net loss	(36)	%	(64)	%	Net loss	(36)	%	(52)	%	(36)	%	(57)	%

(1) Includes the results of Invoice2go from the acquisition date on September 1, 2021.

Comparison of the three and six months ended ~~September 30,~~December 31, 2022 and 2021

Revenue

Revenue consists mainly of subscription and transactions fees. Subscription revenue increased by ~~$21.1~~$12.3 million, or ~~57%~~25% and $33.5 million, or 39%, during the three and six months ended ~~September 30,~~December 31, 2022, respectively, as compared to the prior year ~~period,~~periods, primarily due to ~~the~~an increase in customers and average subscription revenue per customer, ~~due to~~driven by an increase in the number of ~~users.~~users per customer. Transaction fee revenue increased by ~~$75.9~~$63.2 million, or ~~94%~~59%, and $139.1 million, or 74%, during the three and six months ended ~~September 30,~~December 31, 2022, respectively, as compared to the prior year ~~period,~~periods, primarily due to increased adoption of new product offerings and the mix of transaction revenues shifting to variable-priced products. In addition, interest on funds held for customers increased by ~~$14.5~~$28.0 million, or ~~1,835%~~2,916%, and $42.5 million, or 2,427%, during the three and six months ended ~~September 30,~~December 31, 2022, respectively, as compared to the prior year ~~period,~~periods, primarily due to an increase in yield earned from investing customer funds as interest rates have increased.

Our revenue could be impacted by fluctuations in foreign currency rates in the future, especially if our revenue through our international operations grows as a percentage of our revenue or our international operations increase.

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Cost of Revenue, Gross Profit, and Gross Margin

Cost of revenue, gross profit, and gross margin during the three and six months ended ~~September 30,~~December 31, 2022 ~~and 2021~~ were as follows (amounts in thousands):


		Three months ended September 30,											Change				Three Months Ended December 31,						Change				Six Months Ended December 31,						Change
		2022					2021 (1)						Amount	%			2022			2021			Amount		%		2022			2021 (1)			Amount		%
Cost of revenue:	Cost of revenue:															Cost of revenue:
Service costs	Service costs	34,820					20,713			$	56,576		14,107	68	%	Service costs	$	36,965		$	24,338		$	12,627	52	%	$	71,786		$	45,051		$	26,735	59	%
Depreciation and amortization of intangible assets (2)	Depreciation and amortization of intangible assets (2)	10,287					9,122			5,230			1,165	13	%	Depreciation and amortization of intangible assets (2)	10,502			10,048			454		5	%	20,789			19,170			1,619		8	%
Total cost of revenue	Total cost of revenue	$	45,107		$	—	$	29,835		$	61,806		15,272	51	%	Total cost of revenue	47,467			34,386			13,081		38	%	92,575			64,221			28,354		44	%
Gross profit	Gross profit	$	184,817				$	88,514		$	176,459		96,303	109	%	Gross profit	$	212,539		$	122,092		$	90,447	74	%	$	397,355		$	210,606		$	186,749	89	%
Gross margin	Gross margin	80		%			75		%	74		%				Gross margin	82		%	78		%					81		%	77		%

(1) Includes the results of Invoice2go from the acquisition date on September 1, 2021.

(2) Excludes amortization of capitalized internal-use software costs.

Service costs increased by ~~$14.1~~$12.6 million and $26.7 million during the three and six months ended ~~September 30,~~December 31, 2022, respectively, as compared to the prior year ~~period,~~periods, primarily due to:

•a ~~$7.1~~$6.6 million and $13.7 million increase during the three and six months ended December 31, 2022, respectively, in direct costs associated with the processing of payments made by businesses using our ~~solution,~~solutions, use of software applications and equipment, bank fees for funds held for customers, and data hosting services, which were driven by the increase in the number of customers, increased adoption of new product offerings, and an increase in the volume of transactions;

•a ~~$5.1~~$4.2 million and $9.3 million increase during the three and six months ended December 31, 2022, respectively, in personnel-related costs, including stock-based compensation expense and amortization of increased deferred service costs, due to the hiring of additional personnel, ~~and added headcount from our acquisition of Invoice2go,~~ who were directly engaged in providing implementation and support services to our customers; and

•a ~~$1.9~~$1.8 million and $3.7 million increase during the three and six months ended December 31, 2022, respectively, in costs for consultants and temporary contractors, shared overhead, and other costs.

Gross margin increased to ~~80%~~82% and 81% during the three and six months ended ~~September 30,~~December 31, 2022 from ~~75%~~78% and 77%, respectively, during the prior year ~~period,~~periods, primarily due to an increase in interest on funds held for customers from increased interest rates and a higher mix of variable-priced transaction revenue.

Research and Development Expenses

Research and development expenses increased by ~~$33.2~~$27.5 million and $60.8 million during the three and six months ended ~~September 30,~~December 31, 2022, respectively, as compared to the prior year ~~period,~~periods, primarily due to the following:

•a ~~$31.0~~$27.3 million and $58.3 million increase during the three and six months ended December 31, 2022, respectively, in personnel-related costs, including stock-based compensation expense, resulting from the hiring of additional personnel, ~~and added headcount from our acquisition of Invoice2Go,~~ who were directly engaged in developing new product offerings; and

•a ~~$1.6~~$1.7 million increase ~~in costs for engaging consultants and temporary contractors who provided product development services, and increase~~during the six months ended December 31, 2022 in computer-related expenses and software costs.

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Our research and development expenses decreased to ~~33%~~30% and 31% as a percentage of revenue during the three and six months ended ~~September 30,~~December 31, 2022, from ~~35%~~33% and 34%, respectively, during the prior year ~~period,~~periods, primarily due to a higher revenue growth rate but a relatively lower increase in personnel-related expenses and consulting services as a percentage of ~~revenue during the three months ended September 30, 2022 compared to the prior year period.~~revenue.

We expect research and development expenses to be affected by fluctuations in foreign currency rates in the future, especially if our international operations increase.

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Sales and Marketing Expenses

Sales and marketing expenses increased by ~~$65.0~~$94.8 million and $159.8 million during the three and six months ended ~~September 30,~~December 31, 2022, respectively, as compared to the prior year ~~period,~~periods, primarily due to the following:

•a ~~$35.0~~$67.4 million and $102.4 million increase during the three and six months ended December 31, 2022, respectively, in personnel-related costs, including stock-based compensation expense of $52.2 million recognized during the three months ended December 31, 2022, related to the separation and advisory agreements with our former Chief Revenue Officer, anddue to the hiring of additional personnel, ~~and added headcount from our acquisition of Invoice2go,~~ who were directly engaged in acquiring new customers and in marketing our products and services;

•a ~~$23.4~~$22.0 million and $45.4 million increase during the three and six months ended December 31, 2022, respectively, in rewards expense in connection with our rewards programs as a result of increased transaction volume and higher rewards rates. We offer promotion programs whereby spending businesses that use our spend and expense management products can earn rewards based on transaction volume on the cards issued to them. Rewards can be redeemed by spending businesses through cash back, statement credit, gift cards, and travel. Rewards expense is driven by transaction volume and an estimate of the cost of earned rewards that are expected to be redeemed; and

•a ~~$6.1~~$4.6 million and $10.7 million increase during the three and six months ended December 31, 2022, respectively, in advertising spend and various marketing initiatives and activities, such as engaging consultants and attending marketing events, as we increased our efforts in promoting our products and services and in increasing brand awareness.

Our sales and marketing expenses increased to ~~52%~~63% and 58% as a percentage of revenue during the three and six months ended ~~September 30,~~December 31, 2022, respectively, from 45% during the prior year ~~period,~~periods, primarily due to the increase in rewards expense and a higher stock-based compensation expense recognized during the current fiscal quarter.

General and Administrative Expenses

General and administrative expenses increased by ~~$9.2~~$4.4 million and $13.6 million during the three and six months ended ~~September 30,~~December 31, 2022, respectively, as compared to prior year ~~period,~~periods, primarily due to the following:

•~~an $11.1~~a $3.0 million and $14.0 million increase during the three and six months ended December 31, 2022, respectively, in personnel-related costs ~~including stock-based compensation expense,~~ resulting from the hiring of additional general and administrative ~~personnel, and added headcount from our acquisition of Invoice2go;~~personnel;

•a ~~$3.0~~$4.4 million and $7.4 million increase during the three and six months ended December 31, 2022, respectively, in provision for card and fraud losses;

•a ~~$1.4~~$0.2 million and $1.7 million increase during the three and six months ended December 31, 2022, respectively, in software subscription and computer-related expenses, shared overhead and other costs; and partially offset by

•a ~~$6.3~~$3.2 million and $9.5 million decrease during the three and six months ended December 31, 2022, respectively, in professional and consulting ~~fees.~~fees, primarily resulting from the reduction of integration costs of acquired businesses.

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Our general and administrative expenses decreased to ~~29%~~27% and 28% as a percentage of revenue during the three and six months ended ~~September 30,~~December 31, 2022, respectively, from ~~49%~~42% and 45% during the prior year ~~period,~~periods, primarily due to a higher revenue growth rate but a relatively lower increase in stock-based compensation expense and consulting costs as a percentage of revenue.

Depreciation and Amortization of Intangible Assets

Depreciation and amortization of intangible assets increased by ~~$3.5~~$0.6 million and $4.1 million during the three and six months ended ~~September 30,~~December 31, 2022, respectively, as compared to the prior year ~~period,~~periods, primarily due to a full-quarter-period amortization of intangible assets associated with the acquisition of Invoice2go in September 2021.

Other Income (Expenses), Net

Other income (expenses), was ~~$5.9~~$17.0 million and $23.0 million during the three and six months ended ~~September 30,~~December 31, 2022, respectively, as compared ~~$(3.5)~~$(5.0) million and $(8.5) million in the prior year ~~period.~~periods. The net change of ~~$9.4~~$22.0 million and $31.4 million during the three and six months was primarily due to the following:

•an ~~$11.0~~$20.1 million and $31.1 million increase during the three and six months ended December 31, 2022, respectively, in interest income due to higher interest rates earned on corporate funds;

•a $3.0 million and $3.1 million decrease in discount associated with the measurement of cards receivable sold and held for sale at a lower of cost or market as we ceased selling acquired card receivables in August 2022; and partially offset by

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•a ~~$1.0~~$1.1 million and $2.1 million increase during the three and six months ended December 31, 2022, respectively, in interest expense primarily as the result of higher interest rates on our ~~credit borrowings.~~Revolving Credit Facility.

Benefit from Income Taxes

Benefit from income taxes during the three and six months ended ~~September 30,~~December 31, 2022 pertained mainly to a reduction to the net deferred tax liability as a result of our current year losses, partially offset by an estimated cash tax liability associated with the capitalization of R&D costs for federal and certain state tax purposes for the year ending June 30, 2023.

~~Non-GAAP Financial Measures~~

To supplement our consolidated financial statements, which are prepared and presented in accordance with GAAP, we use certain non-GAAP financial measures, as described below, to understand and evaluate our core operating performance. These non-GAAP financial measures, which may be different than similarly-titled measures used by other companies, are presented to enhance investors’ overall understanding of our financial performance and should not be considered a substitute for, or superior to, the financial information prepared and presented in accordance with GAAP.

We believe that these non-GAAP financial measures provide useful information about our financial performance, enhance the overall understanding of our past performance and future prospects and allow for greater transparency with respect to important metrics used by our management for financial and operational decision-making. We are presenting these non-GAAP metrics to assist investors in seeing our financial performance using a management view. We believe that these measures provide an additional tool for investors to use in comparing our core financial performance over multiple periods with other companies in our industry.

~~Non-GAAP Gross Profit and Non-GAAP Gross Margin~~

We define non-GAAP gross profit as gross profit, minus amortization of acquired intangible assets, stock-based compensation expense, payroll taxes related to stock-based compensation expense, and depreciation expense recognized in cost of revenue. Non-GAAP gross margin is defined as non-GAAP gross profit, divided by revenue, and is represented as a percentage. We believe non-GAAP gross profit and non-GAAP gross margin provide our management and investors' consistency and comparability with our past financial performance and facilitate period-to-period comparisons of operations. The following table presents a reconciliation of our non-GAAP gross profit and non-GAAP gross margin to our gross profit and gross margin for the periods presented (amounts in thousands):

Three Months Ended
September 30,
2022
2021 (1)
Revenue $ 229,924 $ 118,349
Gross profit 184,817 88,514
Add:
Depreciation and amortization of intangible assets (2)
10,287 9,122
Stock-based compensation and related payroll taxes 2,066 1,290
Non-GAAP gross profit $ 197,170 $ 98,926
Gross margin 80.4 % 74.8 %
Non-GAAP gross margin 85.8 % 83.6 %

~~(1)~~ ~~Includes the results of Invoice2go from the acquisition date on September 1, 2021.~~

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~~(2)~~ ~~Excludes amortization of capitalized internal-use software cost.~~

~~Free Cash Flow~~

Free cash flow is defined as net cash used in operating activities, adjusted by purchases of property and equipment and capitalization of internal-use software costs. We believe free cash flow is an important liquidity measure of the cash (if any) that is available, after purchases of property and equipment and capitalization of internal-use software costs, for operational expenses and investment in our business. Free cash flow is useful to investors as a liquidity measure because it measures our ability to generate or use cash. Once our business needs and obligations are met, cash can be used to maintain a strong balance sheet and invest in future growth. The following table presents a reconciliation of our free cash flow to net cash provided by (used in) operating activities for the periods presented (amounts in thousands):

Three Months Ended
September 30,
2022
2021 (1)
Net cash provided by (used in) operating activities $ 18,152 $ (21,134)
Purchases of property and equipment (1,376) (1,404)
Capitalization of internal-use software costs (4,764) (2,942)
Free cash flow $ 12,012 $ (25,480)

~~(1)~~ ~~Includes the results of Invoice2go from the acquisition date on September 1, 2021.~~

Liquidity and Capital Resources

As of ~~September 30,~~December 31, 2022,, our principal sources of liquidity were our cash and cash equivalents of $1.6 billion, our available-for-sale short-term investments of ~~$1.0~~$1.1 billion, and our available undrawn ~~line~~Revolving Credit Facility (as defined below) of ~~credit of $150~~$112.5 million. Our cash equivalents are comprised primarily of money market funds and investments in debt securities with original maturities of three months or less at the time of purchase. Our short-term investments are comprised primarily of available-for-sale investments in corporate bonds, certificates of deposit, asset-backed securities, municipal bonds, U.S. agency securities, and U.S. treasury securities with original maturities of more than three months. We have a total borrowing commitment of $225.0 million from our Revolving Credit Facility ~~(as defined below)~~ and have drawn ~~$75.0~~$112.5 million as of ~~September 30,~~December 31, 2022. Our principal uses of cash are funding our operations and other working capital requirements, including the contractual and other obligations discussed below.

We believe that our cash, cash equivalents, and available-for sale short-term investments will be sufficient to meet our working capital requirements for at least the next 12 months. In the future, we may attempt to raise additional capital through the sale of equity securities or through equity-linked or debt financing arrangements to fund future operations or obligations, including the repayment of the principal amount of the Notes in the event that the Notes become convertible and the ~~noteholders~~note holders opt to exercise their right to convert. We may also seek to raise additional capital from these offerings or financings on an opportunistic basis when we believe there are suitable opportunities for doing so. If we raise additional funds by issuing equity or ~~equity-linked~~equity-

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linked securities, the ownership of our existing stockholders will be diluted. If we raise additional financing by incurring additional indebtedness, we may be subject to increased fixed payment obligations and could also be subject to additional restrictive covenants, such as limitations on our ability to incur additional debt, and other operating restrictions that could adversely impact our ability to conduct our business. Any future indebtedness we incur may have terms that could be unfavorable to equity investors. There can be no assurances that we will be able to raise additional capital. The inability to raise capital would adversely affect our ability to achieve our business objectives.

Our principal commitments to settle our contractual obligations consist of our 2027 Notes, 2025 Notes, and outstanding borrowings from our ~~line of credit~~Revolving Credit Facility as further discussed below. For additional discussion about our senior convertible notes and ~~line of credit borrowings,~~Revolving Credit Facility, refer to Note 87 to our condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q. In addition, we have minimum commitments under our noncancellable operating lease agreements and agreements with certain vendors. For

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additional discussion about our operating leases and other commitments, refer to Note 1312 to our condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q.

In January 2023, our Board of Directors authorized the repurchase of up to $300 million of our outstanding shares of common stock (the “Share Repurchase Program”). We may repurchase shares of common stock from time to time through open market purchases, in privately negotiated transactions, or by other means, including through the use of trading plans. The timing and total amount of stock repurchases will depend upon business, economic and market conditions, corporate and regulatory requirements, prevailing stock prices, and other considerations. The Share Repurchase Program will have a term of 12 months, may be suspended or discontinued at any time, and does not obligate us to acquire any amount of common stock.

Cash Flows

Below is a summary of our consolidated cash flows for the periods presented (amounts in thousands):


		Three Months Ended September 30,					Six Months Ended December 31,
		2022		2021 (1)			2022		2021 (1)
Net cash provided by (used in):	Net cash provided by (used in):					Net cash provided by (used in):
Operating activities	Operating activities	$	18,152	$	(21,134)	Operating activities	$	73,382	$	(34,064)
Investing activities	Investing activities	$	(133,315)	$	(453,872)	Investing activities	$	(94,538)	$	(969,311)
Financing activities	Financing activities	$	(2,154)	$	2,104,111	Financing activities	$	386,872	$	3,063,290

(1) Includes the results of Invoice2go from the acquisition date on September 1, 2021.

Net Cash Provided by (Used in) Operating Activities

Our primary source of cash provided by our operating activities is our revenue from subscription and transaction fees. Our subscription revenue is primarily based on a fixed monthly or annual rate per user charged to our customers. Our transaction revenue is comprised of transaction fees on a fixed or variable rate per type of transaction. We also generate cash from the interest earned on both corporate funds and funds held in trust on behalf of customers while payment transactions are clearing. Our primary uses of cash in our operating activities include payments for ~~employee salary~~employees' salaries and related costs, payments to third parties to fulfill our payment transactions, payments to sales and marketing partners, payments for card rewards expenses, and other general corporate expenditures.

Net cash provided by (used in) operating activities was ~~$18.2~~$73.4 million during the ~~three~~six months ended ~~September 30,~~December 31, 2022, compared to a net cash used of ~~$21.1~~$34.1 million during the prior year period. The net change was due to the increase in our revenues, partially offset by the timing of the payments for costs of our services and operating expenses.

Net Cash Used in Investing Activities

Our cash ~~proceeds from our investing activities consist primarily of proceeds from the maturities and sale of corporate and customer fund available-for-sale investments. Our cash~~ usage for our investing activities consists primarily of purchases of corporate and customer fund available for-sale investments, business acquisitions, capitalization of internal-use software, and purchases

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of property and equipment. Our cash proceeds from our investing activities consist primarily of proceeds from the maturities and sale of corporate and customer fund available-for-sale investments. Additionally, the increase or decrease in our net cash from investing activities is impacted by the net change in acquired card receivable balances.

Our net cash used in investing activities decreased to ~~$133.3~~$94.5 million during the ~~three~~six months ended ~~September 30,~~December 31, 2022, from ~~$453.9~~$969.3 million during the prior year period, due primarily to the increase in proceeds from maturities of corporate and customer short-term investments and ~~absence of the payment to acquire Invoice2go~~a net decrease in ~~the prior year period.~~business acquisitions. The decrease was partially offset by the increase in purchases of corporate and customer fund short-term investments and the increase in acquired card receivables.

Net Cash Provided by ~~(Used in)~~ Financing Activities

Our cash proceeds from our financing activities consist primarily of proceeds from public offerings of our common stock, issuance of convertible notes, exercises of stock options, and employee purchases of our common stock under our Employee Stock Purchase Plan (ESPP). Our cash usage for our financing activities consists primarily of payments of costs related to public offerings of our common stock and issuance of debt. Additionally, the increase or decrease in our net cash from financing activities is impacted by the change in customer fund deposits liability.

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Our net cash ~~used in~~provided by financing activities ~~was $2.2~~decreased to $386.9 million during the ~~three~~six months ended ~~September 30,~~December 31, 2022, ~~compared to net cash provided of $2.1~~from $3.1 billion during the prior year period. The net change was primarily due to the absence of the proceeds from the public offering of our common stock and issuance of our 2027 Notes in the prior year period and a decrease in customer funds ~~liability.~~liability, partially offset by proceeds from our Revolving Credit Facility.

2027 Notes

On September 24, 2021, we issued $575.0 million in aggregate principal amount of our 0% convertible senior notes due on April 1, 2027. The 2027 Notes are senior, unsecured obligations, will not accrue interest unless we determine to pay special interest, and are convertible on or after January 1, 2027 until the close of business on the second scheduled trading day immediately preceding the maturity date on April 1, 2027. The 2027 Notes are convertible by the holders at their option during any calendar quarter after December 31, 2021 under certain circumstances, including if the last reported sale price of our common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on and including the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the $414.80 per share initial conversion price. If the note holders exercise their right to convert, our current intent is to settle such conversion through a combination settlement involving a repayment of the principal portion in cash and the balance in shares of common stock. For additional discussion about our 2027 Notes and the capped call transactions, refer to Note 87 to our condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q.

2025 Notes

On November 30, 2020, we issued $1.15 billion in aggregate principal amount of our 0% convertible senior notes due on December 1, 2025. The 2025 Notes are senior, unsecured obligations, will not accrue interest unless we determine to pay special interest, and are convertible on or after September 1, 2025 until the close of business on the second scheduled trading day immediately preceding the maturity date on December 1, 2025. The 2025 Notes are convertible by the holders at their option during any calendar quarter after March 31, 2021 under certain circumstances, including if the last reported sale price of our common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on and including the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the $160.88 per share initial conversion price. If the note holders exercise their right to convert, our current intent is to settle such conversion through a combination settlement involving a repayment of the principal portion in cash and the balance in shares of common stock. For additional discussion about our 2025 Notes and the capped call transactions, refer to Note 8 to our condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q.

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Revolving Credit

We have a total borrowing commitment of $225.0 million pursuant to our Revolving Credit and Security Agreement, by and between our subsidiary, Divvy Peach, LLC, Goldman Sachs Bank USA and the lenders party thereto (the Revolving Credit Facility), of which we borrowed ~~$75.0~~$112.5 million as of ~~September 30,~~December 31, 2022. In August 2022, we amended the Revolving Credit Facility to increase the borrowing capacity from $75.0 million to $225.0 million. Revolving loans under the Revolving Credit Facility bear interest at a rate per annum determined by reference to either the SOFR Rate or an adjusted benchmark rate plus an applicable margin ranging from 2.65% to 2.75%, based on the outstanding principal amount and the date that principal amounts are outstanding. Obligations under the Revolving Credit Facility are secured by receivables generated by our Divvy charge card and certain related collateral. Our Revolving Credit Facility matures in June 2024 and the outstanding borrowings are payable on or before the maturity date. For additional discussion about our Revolving Credit Facility, refer to Note 87 to our condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q.

Off-Balance Sheet Arrangements

We are contractually obligated to purchase all card receivables from U.S. based card issuing banks (Issuing Banks) including authorized transactions that have not cleared. The transactions that have been authorized but not cleared totaled ~~$55.9~~$21.2 million as of ~~September 30,~~December 31, 2022 and have not been recorded on our condensed consolidated balance sheets. We have off-balance sheet credit exposures with these authorized but

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not cleared transactions; however, our expected credit losses with respect to these transactions were not material as of ~~September 30,~~December 31, 2022.

Other than our expected credit loss exposure on the card transactions that have not cleared, we had no other off-balance sheet arrangements that have, or are reasonably likely to have, a current or future material effect on our consolidated financial condition, results of operations, liquidity, capital expenditures, or capital resources as of ~~September 30,~~December 31, 2022.

Critical Accounting Estimates

Our condensed consolidated financial statements have been prepared in accordance with GAAP. The preparation of these condensed consolidated financial statements requires us to make estimates and assumptions that affect the reported amounts of assets and liabilities and the disclosure of contingent assets and liabilities at the date of the condensed consolidated financial statements, as well as the reported revenue generated, and reported expenses incurred during the reporting periods. Our estimates are based on our historical experience and on various other factors that we believe are reasonable under the circumstances, the results of which form the basis for making judgments about the carrying value of assets and liabilities that are not readily apparent from other sources. Actual results may differ from these estimates under different assumptions or conditions.

There have been no material changes to our critical accounting estimates as compared to the critical accounting estimates described in “Management's Discussion and Analysis of Financial Condition and Results of Operations” set forth in our Annual Report on Form 10-K for fiscal 2022.

Recent Accounting Pronouncements

See “The Company and its Significant Accounting Policies” in Note 1 of the notes to our condensed consolidated financial statements included in Part I, Item 1 of this Quarterly Report on Form 10-Q.

Non-GAAP Financial Measures

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Non-GAAP Gross Profit and Non-GAAP Gross Margin


	Three Months Ended December 31,						Six Months Ended December 31,
	2022			2021			2022			2021 (1)
Revenue	$	260,006		$	156,478		$	489,930		$	274,827
Gross profit	212,539			122,092			397,355			210,606
Add:
Depreciation and amortization of intangible assets (2)	10,502			10,048			20,789			19,170
Stock-based compensation and related payroll taxes	2,353			1,374			4,419			2,664
Non-GAAP gross profit	$	225,394		$	133,514		$	422,563		$	232,440
Gross margin	81.7		%	78.0		%	81.1		%	76.6		%
Non-GAAP gross margin	86.7		%	85.3		%	86.2		%	84.6		%

(1) Includes the results of Invoice2go from the acquisition date on September 1, 2021.

(2) Excludes amortization of capitalized internal-use software cost.

Free Cash Flow


	Six Months Ended December 31,
	2022		2021 (1)
Net cash provided by (used in) operating activities	$	73,382	$	(34,064)
Purchases of property and equipment	(3,161)		(2,467)
Capitalization of internal-use software costs	(10,510)		(5,023)
Free cash flow	$	59,711	$	(41,554)

(1) Includes the results of Invoice2go from the acquisition date on September 1, 2021.

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ITEM 3. QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK

Our overall investment portfolio is comprised of corporate investments and customer fund assets that have been collected from customers, but not yet remitted to the applicable supplier or deposited into our customers’ accounts. Our corporate investments are invested in cash and cash equivalents and highly liquid, investment-grade fixed income marketable securities. These assets are available for corporate operating purposes and mature within 24 months from the date of purchase. Our customer funds assets are invested with safety of principal as the primary objectives. As secondary objectives, we seek to provide liquidity and diversification and maximize interest income. Our customer funds assets are invested in money market funds that maintain a constant net asset value, other cash equivalents, and highly liquid, investment-grade fixed income marketable securities, with maturities of up to 13 months from the time of purchase. Our investment policy governs the types of investments we make. We classify all of our investments in marketable securities as available-for-sale.

As part of our customer funds investment strategy, we use funds collected daily from our customers to satisfy the obligations of other unrelated customers, rather than liquidating investments purchased with previously collected funds. There is risk that we may not be able to satisfy customer obligations in full or on time due to insufficient liquidity or due to a decline in value of our investments. However, the liquidity risk is minimized by collecting the customer’s funds in advance of the payment obligation and by maintaining significant investments in bank deposits and constant net asset value money market funds that allow for same-day liquidity. The risk of a decline in investment value is minimized by our restrictive investment policy allowing for only short-term, high quality fixed income marketable securities. We also maintain other sources of liquidity including our corporate cash balances.

Interest Rate and Credit Risk

We are exposed to interest-rate risk relating to our investments of corporate cash and funds held for customers that we process through our bank accounts. Our corporate investment portfolio consists principally of interest-bearing bank deposits, money market funds, certificates of deposit, commercial paper, other corporate

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notes, asset-backed securities, and U.S. Treasury securities. Funds that we hold for customers are held in non-interest and interest-bearing bank deposits, money market funds, certificates of deposit, commercial paper, other corporate notes, and U.S. Treasury securities. We recognize interest earned from funds held for customers as revenue. We do not pay interest to customers.

Factors that influence the rate of interest we earn include the short-term market interest rate environment and the weighting of our balances by security type. The annualized interest rate earned on our corporate investment portfolio and funds held for customers increased to ~~1.84%~~2.59% during the three months ended ~~September 30,~~December 31, 2022 compared to 0.13% during the same period in fiscal 2022 due primarily to the changes in the short-term interest rate environment.

Unrealized gains or losses on our marketable debt securities are due primarily to interest rate fluctuations from the time the securities were purchased. We account for both fixed and variable rate securities at fair value with unrealized gains and losses recorded in accumulated other comprehensive income since we classify our marketable debt securities as available for sale. Our investments in marketable debt securities are generally held through maturity with minimal sales before maturity barring unforeseen circumstances, and thus unrealized gains or losses on fixed-income securities from market interest rate decreases or increases are not realized as the securities mature at par.

We are also exposed to interest-rate risk relating to borrowings from our ~~line of credit.~~Revolving Credit Facility. As of ~~September 30,~~December 31, 2022, we borrowed ~~$75.0~~$112.5 million from our ~~line of credit.~~Revolving Credit Facility. Because the interest rate on our borrowings is indexed to SOFR, which is a floating rate mechanism, our interest cost may increase if market interest rates rise. A hypothetical 100 basis point increase or decrease in interest rates would not have a material effect on our financial results.

In addition to interest rate risks, we also have exposure to risks associated with changes in laws and regulations that may affect customer fund balances. For example, a change in regulations that restricts the permissible investment alternatives for customer funds would reduce our interest earned revenue.

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We are exposed to credit risk in connection with our investments in securities through the possible inability of the borrowers to meet the terms of the securities. We limit credit risk by investing in investment-grade securities as rated by Moody’s, Standard & Poor’s, or Fitch, by investing only in securities that mature in the near-term, and by limiting concentration in securities other than U.S. Treasuries. Investment in securities of issuers with short-term credit ratings must be rated A-2/P-2/F2 or higher. Investment in securities of issuers with long-term credit ratings must be rated A- or A3, or higher. Investment in asset-backed securities and money market funds must be rated AAA or equivalent. Investment in repurchase agreements will be at least 102 percent collateralized with securities issued by the U.S. government or its agencies. Securities in our corporate portfolio may not mature beyond two years from purchase, and securities held in our customer fund accounts may not mature beyond 13 months from purchase. No more than 5% of invested funds, either corporate or customer, may be held in the issues of a single corporation.

We are also exposed to credit risk related to the timing of payments made from customer funds collected. We typically remit customer funds to our customers’ suppliers in advance of having good or confirmed funds collected from our customers and if a customer disputes a transaction after we remit funds on their behalf, then we could suffer a credit loss. Furthermore, our customers generally have three days to dispute transactions, and if we remit funds in advance of receiving confirmation that no dispute was initiated by our customer, then we could suffer a credit loss. We mitigate this credit exposure by leveraging our data assets to make credit underwriting decisions about whether to accelerate disbursements, managing exposure limits, and various controls in our operating systems.

We continually evaluate the credit quality of the securities in our portfolios. If a security holding is downgraded below our credit rating threshold or we otherwise believe the security’s payment performance may be compromised, we will evaluate the relevant risks, remaining time to maturity, amount of principal, as well as other factors, and we will make a determination of whether to continue to hold the security or promptly sell it.

We are exposed to credit risk from card receivable balances we have with our spending businesses. Spending businesses may default on their obligations to us due to bankruptcy, lack of liquidity, operational failure or other reasons. Although we regularly review our credit exposure to specific spending businesses and

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to specific industries that we believe may present credit concerns, default risk may arise from events or circumstances that are difficult to foresee or detect, such as fraud. In addition, our ability to manage credit risk or collect amounts owed to us may be adversely affected by legal or regulatory changes (such as restrictions on collections or changes in bankruptcy laws, and minimum payment regulations). We rely principally on the creditworthiness of spending businesses for repayment of card receivables and therefore have limited recourse for collection. Our ability to assess creditworthiness may be impaired if the criteria or models we use to manage our credit risk prove inaccurate in predicting future losses, which could cause our losses to rise and have a negative impact on our results of operations. Any material increases in delinquencies and losses beyond our current estimates could have a material adverse impact on us. Although we make estimates to provide for credit losses in our outstanding portfolio of card receivables, these estimates may not be accurate.

Foreign Currency Exchange Risk

We are exposed to foreign currency exchange risk relating to our cross-border payment service, which allows customers to pay their international suppliers in foreign currencies. When customers make a cross-border payment, customers fund those payments in U.S. dollars based upon an exchange rate that is quoted on the initiation date of the transaction. Subsequently, when we convert and remit those funds to our customers’ suppliers primarily through our global payment partners, the exchange rate may differ, due to foreign exchange fluctuation, from the exchange rate that was initially quoted. Our transaction fees to our customers are not adjusted for changes in foreign exchange rates between the initiation date of the transaction and the date the funds are converted.

We are also exposed to foreign currency exchange risk relating to the operations of our ~~subsidiary~~subsidiaries in ~~Australia.~~Australia and Canada. A change in foreign currency exchange rate ~~particularly the Australian dollar,~~ can affect our financial results due to transaction gains or losses related to the remeasurement of certain monetary asset and monetary liability balances that are denominated in currencies other than the functional currency of our Australian ~~subsidiary,~~and Canadian subsidiaries, which isare both in U.S. dollars.

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If the value of the U.S. dollar weakens relative to the foreign currencies, this may have an unfavorable effect on our cash flows and operating results. We do not believe that a 10% change in the relative value of the U.S. dollar to other foreign currencies would have a material effect on our cash flows and operating results.

Inflation Risk

We do not believe that inflation had a material effect on our cash flows and operating results during the three and six months ended ~~September 30,~~December 31, 2022. If our costs were to become subject to significant inflationary pressures, we may not be able to fully offset such higher costs through increase in prices of our product offerings.

The Inflation Reduction Act was enacted on August 16, 2022 and includes a number of provisions that may impact us in the future. We have assessed these impacts for the current reporting period, and do not expect the new law to have a material impact on our fiscal 2023 financial statements.

ITEM 4. CONTROLS AND PROCEDURES

Evaluation of disclosure controls and procedures

Our management, with the participation and supervision of our chief executive officer (CEO) and our chief financial officer (CFO), have evaluated the effectiveness of our disclosure controls and procedures (as defined in Rules 13a-15(e) and 15d-15(e) under the Securities Exchange Act of 1934, as amended (the Exchange Act)) as of the end of the period covered by this Quarterly Report on Form 10-Q. Our disclosure controls and procedures are designed to ensure that information we are required to disclose in reports that we file or submit under the Exchange Act is recorded, processed, summarized, and reported within the time periods specified in SEC rules and forms, and that such information is accumulated and communicated to our management, including our CEO and CFO, as appropriate, to allow timely decisions regarding required disclosure. Based on such evaluation, our CEO and CFO have concluded that, as of such date, our disclosure controls and procedures were effective at athe reasonable assurance level. Based on additional procedures and post-closing review, management concluded that the condensed consolidated financial statements included in this Quarterly Report on Form 10-Q present fairly, in all material respects, our financial position, results of operations, and

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~~cash flows for the periods presented, in conformity with accounting principles generally accepted in the United States.~~

Changes in internal control over financial reporting

There were no changes in our internal control over financial reporting identified in connection with the evaluation required by Rules 13a-15(d) and 15d-15(d) of the Exchange Act that occurred during the quarter ended ~~September 30,~~December 31, 2022, that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

Inherent limitation on the effectiveness of internal control

Our management, including our chief executive officer and chief financial officer, do not expect that our disclosure controls and procedures or our internal control over financial reporting will prevent all errors and all fraud. A control system, no matter how well designed and operated, can provide only reasonable, not absolute, assurance that the objectives of the control system are met. Further, the design of a control system must reflect the fact that there are resource constraints, and the benefits of controls must be considered relative to their costs. Because of the inherent limitations in all control systems, no evaluation of controls can provide absolute assurance that all control issues and instances of fraud, if any, have been detected. These inherent limitations include the realities that judgments in decision-making can be faulty, and that breakdowns can occur because of a simple error or mistake. Additionally, controls can be circumvented by the individual acts of some persons, by collusion of two or more people or by management override of the controls. The design of any system of controls is also based in part upon certain assumptions about the likelihood of future events, and there can be no assurance that any design will succeed in achieving its stated goals under all potential future conditions; over time, controls may become inadequate because of changes in conditions, or the degree of compliance with policies or procedures may deteriorate. Due to inherent limitations in a cost-effective control system, misstatements due to error or fraud may occur and not be detected.

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PART II. OTHER INFORMATION

ITEM 1. LEGAL PROCEEDINGS

From time to time, we are party to litigation and subject to claims incident to the ordinary course of business. As our growth continues, we may become party to an increasing number of litigation matters and claims. The outcome of litigation and claims cannot be predicted with certainty, and the resolution of these matters could materially affect our future results of operations, cash flows, or financial position. We are not presently party to any legal proceedings that, in the opinion of management, would individually or taken together have a material adverse effect on our business, operating results, financial condition, or cash flows.

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Item 1A. Risk Factors

Investing in our common stock involves a high degree of risk. You should consider carefully the risks and uncertainties described below, together with all of the other information in this Quarterly Report on Form 10-Q, including “Management’s Discussion and Analysis of Financial Condition and Results of Operations,” our consolidated financial statements and the accompanying notes included elsewhere in this Quarterly Report on Form 10-Q before deciding whether to invest in shares of our common stock. The risks and uncertainties described below are not the only ones we face. Additional risks and uncertainties that we are unaware of or that we deem immaterial may also become important factors that adversely affect our business. If any of the following risks actually occur, our business, financial condition, operating results, and future prospects could be materially and adversely affected. In that event, the market price of our common stock could decline, and you could lose part or all of your investment.

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Summary of Risk Factors

Some of the material risks that we face include:

•We have a history of operating losses and may not achieve or sustain profitability in the future;

•Our recent rapid growth, including growth in our volume of payments, may not be indicative of our future growth, and if we continue to grow rapidly, we may not be able to manage our growth effectively;

•We expect fluctuations in our financial results, making it difficult to project future results, and if we fail to meet the expectations of securities analysts or investors with respect to our operating results, our stock price and the value of your investment could decline;

•If we are unable to attract new customers or convert trial customers into paying customers, our revenue growth and operating results will be adversely affected;

•If we are unable to retain our current customers, increase customer adoption of our products, sell additional services to them, or develop and launch new payment products, our revenue growth will be adversely affected;

•We are exposed to credit risk and other risks related to spending businesses' ability to pay the balances incurred on their Divvy cards and in relation to several other product offerings;

•Our risk management efforts may not be effective to prevent fraudulent activities by our customers, subscribers, spending businesses or their counterparties, which could expose us to material financial losses and liability and otherwise harm our business;

•A significant portion of our revenue comes from small and medium-sized businesses, which may have fewer financial resources to weather an economic downturn;

•The markets in which we participate are competitive, and if we do not compete effectively, our operating results could be harmed;

•We transfer large sums of customer funds daily, and are subject to numerous associated risks, which could result in financial losses, damage to our reputation, or loss of trust in our brand, which could harm our business and financial results;

•Our business depends, in part, on our relationships with accounting firms;

•Our business depends, in part, on our partnerships with financial institutions;

•We are subject to numerous risks related to partner banks and financing arrangements with respect to our Divvy solution;

•Payments and other financial services-related regulations and oversight are material to our business. Our failure to comply could materially harm our business;

•Future acquisitions, strategic investments, partnerships, collaborations, or alliances could be difficult to identify and integrate, divert the attention of management, disrupt our business, dilute stockholder value, and adversely affect our operating results and financial condition;

•Our debt service obligations, including the Notes, may adversely affect our financial condition and results of operations;

•We may not have the ability to raise funds necessary for cash settlement upon conversion of the Notes or to repurchase the Notes for cash upon a fundamental change, and our future debt may contain limitations on our ability to pay cash upon conversion of the Notes or to repurchase the Notes; and

•The market for our common stock has been, and will likely continue to be, volatile and the market price of our common stock may fluctuate significantly in response to numerous factors, many of which are beyond our control.

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Risks Related to Our Business and Industry

We have a history of operating losses and may not achieve or sustain profitability in the future.

We were incorporated in 2006 and have mostly experienced net losses and negative cash flows from operations since inception. We generated net losses of ~~$81.6~~$95.1 million and ~~$74.3 million~~$80.4 million during the three months ended ~~September 30,~~December 31, 2022 and 2021, respectively, and $176.7 million and $154.7 million during the six months ended December 31, 2022 and 2021, respectively. As of ~~September 30,~~December 31, 2022, we had an accumulated deficit of ~~$626.5~~$721.5 million. While we have experienced significant revenue growth in recent periods, we are not certain whether or when we will obtain a high enough volume of subscription and transaction fee revenue to sustain or increase our growth or achieve or maintain profitability in the future. We also expect our costs and expenses to increase in future periods, which could negatively affect our future operating results if our revenue does not increase. In particular, we intend to continue to expend significant funds to further develop our platform, including introducing new products and functionality, drive new customer adoption, expand partner integrations, and support international expansion, and to continue hiring across all functions to accomplish these objectives. Our profitability each quarter is also impacted by the mix of our revenue generated from subscriptions, transaction fees, including the mix of ad valorem transaction revenue, and interest earned on customer funds that we hold for the benefit our customers, respectively. Any changes in this revenue mix will have the effect of increasing or decreasing our margins. In addition, we offer promotion programs whereby spending businesses that use our spend and expense management products can earn rewards based on transaction volume on our corporate charge cards, and the cost of earned rewards that are redeemed impacts our sales and marketing expenses. We also face increased compliance and security costs associated with growth, the expansion of our customer base, and being a public company. Inflationary pressures may also result in increases in many of our other costs, including personnel-related costs. Our efforts to grow our business may be costlier than we expect, and we may not be able to increase our revenue enough to offset our increased operating expenses. We may incur significant losses in the future for several reasons, including the other risks described herein, and unforeseen expenses, difficulties, complications, delays, and other unknown events. If we are unable to achieve and sustain profitability, the value of our business and common stock may significantly decrease.

Our recent rapid growth, including growth in our volume of payments, may not be indicative of our future growth, and if we continue to grow rapidly, we may not be able to manage our growth effectively. Our rapid growth also makes it difficult to evaluate our future prospects and may increase the risk that we will not be successful.

Our revenue was ~~$229.9~~$260.0 million and ~~$118.3~~$156.5 million during the three months ended ~~September 30,~~December 31, 2022 and 2021, respectively, and $489.9 million and $274.8 million during the six months ended December 31, 2022 and 2021, respectively. Our TPV was ~~$64.9~~$67.3 billion and ~~$48.4~~$58.6 billion during the three months ended ~~September 30,~~December 31, 2022 and 2021, respectively, and $132.2 billion and $105.5 billion during the six months ended December 31, 2022 and 2021, respectively. Although we have recently experienced significant growth in our revenue and payment volume, even if our revenue continues to increase, we expect our growth rate will decline in the future as a result of a variety of factors, including the increasing scale of our business. Overall growth of our revenue depends on a number of factors, including our ability to:

•price our platform effectively to attract new customers and increase sales to our existing customers;

•expand the functionality and scope of the products we offer on our platform;

•maintain the rates at which customers subscribe to and continue to use our platform;

•maintain payment volume;

•generate interest income on customer funds that we hold in trust;

•provide our customers with high-quality customer support that meets their needs;

•introduce our products to new markets outside of the U.S.;

•serve SMBs across a wide cross-section of industries;

•expand our target market beyond SMBs;

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•manage the effects of the COVID-19 pandemic on our business and operations;

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•successfully identify and acquire or invest in businesses, products, or technologies that we believe could complement or expand our platform; and

•increase awareness of our brand and successfully compete with other companies.

We may not successfully accomplish any of these objectives, which makes it difficult for us to forecast our future operating results. Further, the revenue that we derive from interest income on customer funds is dependent on interest rates, which we do not control. If the assumptions that we use to plan our business are incorrect or change in reaction to changes in our market, or if we are unable to maintain consistent revenue or revenue growth, our stock price could be volatile, and it may be difficult to achieve and maintain profitability. You should not rely on our revenue from any prior quarterly or annual periods as any indication of our future revenue or revenue or payment growth.

In addition, we expect to continue to expend substantial financial and other resources on:

•sales, marketing and customer success, including an expansion of our sales organization and new customer success initiatives;

•our technology infrastructure, including systems architecture, scalability, availability, performance, and security;

•product development, including investments in our product development team and the development of new products and new functionality for our AI-enabled platform;

•acquisitions or strategic investments;

•international expansion;

•regulatory compliance and risk management; and

•general administration, including increased legal and accounting expenses associated with being a public company.

These investments may not result in increased revenue growth in our business. If we are unable to increase our revenue at a rate sufficient to offset the expected increase in our costs, or if we encounter difficulties in managing a growing volume of payments, our business, financial position, and operating results will be harmed, and we may not be able to achieve or maintain profitability over the long term.

We expect fluctuations in our financial results, making it difficult to project future results, and if we fail to meet the expectations of securities analysts or investors with respect to our operating results, our stock price and the value of your investment could decline.

Our operating results have fluctuated in the past and are expected to fluctuate in the future due to a variety of factors, many of which are outside of our control. As a result, our past results may not be indicative of our future performance. In addition to the other risks described herein, factors that may affect our operating results include the following:

•fluctuations in demand for, or pricing of our platform;

•our ability to attract new customers;

•our ability to retain and grow engagement with our existing customers;

•our ability to expand our relationships with our accounting firm partners, financial institution partners, and accounting software partners, or identify and attract new partners;

•customer expansion rates;

•changes in customer preference for cloud-based services as a result of security breaches in the industry or privacy concerns, or other security or reliability concerns regarding our products;

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•fluctuations or delays in purchasing decisions in anticipation of new products or product enhancements by us or our competitors;

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•general economic, market, credit and liquidity conditions, both domestically and internationally, such as high inflation, high interest rate and recessionary environments, as well as economic conditions specifically affecting industries in which our customers participate;

•changes in customers’ budgets and in the timing of their budget cycles and purchasing decisions, as a result of general economic factors or factors specific to their businesses;

•the impact of the COVID-19 pandemic on our employees, customers, partners, vendors, results of operations, liquidity and financial condition, including as a result of supply chain disruptions and labor shortages;

•potential and existing customers choosing our competitors’ products or developing their own solutions in-house;

•the development or introduction of new platforms or services that are easier to use or more advanced than our current suite of services, especially related to the application of artificial intelligence-based services;

•our failure to adapt to new forms of payment that become widely accepted;

•the adoption or retention of more entrenched or rival services in the international markets where we compete;

•our ability to control costs, including our operating expenses;

•the amount and timing of payment for operating expenses, particularly research and development and sales and marketing expenses, including commissions;

•the amount and timing of non-cash expenses, including stock-based compensation, goodwill impairments, and other non-cash charges;

•the amount and timing of costs associated with recruiting, training, and integrating new employees, and retaining and motivating existing employees;

•fluctuation in market interest rates, which impacts interest earned on funds held for customers;

•the effects of acquisitions and their integration, including impairment of goodwill;

•the impact of new accounting pronouncements;

•changes in the competitive dynamics of our market;

•security breaches of, technical difficulties with, or interruptions to, the delivery and use of our platform;

•the impact of the conflict in Ukraine, economic sanctions and countermeasures taken by other countries, and market volatility resulting from the above;and

•awareness of our brand and our reputation in our target markets.

Any of these and other factors, or the cumulative effect of some of these factors, may cause our operating results to vary significantly. In addition, we expect to incur significant additional expenses due to the increased costs of operating as a public company. If our quarterly operating results fall below the expectations of investors and securities analysts who follow our stock, the price of our common stock could decline substantially, and we could face costly lawsuits, including securities class action suits.

If we are unable to attract new customers or convert trial customers into paying customers or if our efforts to promote our charge card usage through marketing, promotion, and spending business rewards, our revenue growth and operating results will be adversely affected.

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To increase our revenue, we must continue to attract new customers and increase sales to those customers. As our market matures, product and service offerings evolve, and competitors introduce lower cost or differentiated products or services that are perceived to compete with our platform, our ability to sell subscriptions or successfully increase customer adoption of new payment products could be impaired. Similarly,

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our subscription sales could be adversely affected if customers or users perceive that features incorporated into alternative products reduce the need for our platform or if they prefer to purchase products that are bundled with solutions offered by other companies. Further, in an effort to attract new customers, we may offer simpler, lower-priced products or promotions, which may reduce our profitability.

We rely upon our marketing strategy of offering risk-free trials of our platform and other digital marketing strategies to generate sales opportunities. Many of our customers start a risk-free trial of our service. Converting these trial customers to paid customers often requires extensive follow-up and engagement. Many prospective customers never convert from the trial version of a product to a paid version of a product. Further, we often depend on the ability of individuals within an organization who initiate the trial versions of our products to convince decision makers within their organization to convert to a paid version. To the extent that these users do not become, or are unable to convince others to become, paying customers, we will not realize the intended benefits of this marketing strategy, and our ability to grow our revenue will be adversely affected. In addition, it may be necessary to engage in more sophisticated and costly sales and marketing efforts in order to attract new customers, and changes in privacy laws and third party practices may make adding new customers more expensive or difficult. As a result of these and other factors, we may be unable to attract new customers or our related expenses may increase, which would have an adverse effect on our business, revenue, gross margins, and operating results.

In addition, revenue growth from our charge card products is dependent on increasing business spending on our cards. We have been investing in a number of growth initiatives, including to capture a greater share of spending businesses’ total spend, but there can be no assurance that such investments will be effective. In addition, if we develop new products or offerings that attract spending businesses looking for short-term incentives rather than displaying long-term loyalty, attrition and costs could increase. Expanding our service offerings, adding acquisition channels and forming new partnerships or renewing current partnerships could have higher costs than our current arrangements and could dilute our brand. In addition, we offer rewards to spending businesses based on their usage of charge cards. Redemptions of rewards present significant associated expenses for our business. We operate in a highly competitive environment and may need to increase the rewards that we offer or provide other incentives to spending businesses in order to grow our business. Any significant change in, or failure by management to reasonably estimate, such costs could adversely affect or harm our business, operating results, and financial condition.

If we are unable to retain our current customers, increase customer adoption of our products, sell additional services to them, or develop and launch new payment products, our revenue growth will be adversely affected.

To date, a significant portion of our growth has been attributable to customer adoption of new and existing payment products. To increase our revenue, in addition to acquiring new customers, we must continue to retain existing customers and convince them to expand their use of our platform by incentivizing them to pay for additional services and driving adoption of new and existing payment products, including ad valorem products. Our ability to retain our customers, drive adoption and increase usage could be impaired for a variety of reasons, including our inability to develop and launch new payment products, customer reaction to changes in the pricing of our products, general economic conditions or the other risks described in this Quarterly Report on Form 10-Q. Our ability to sell additional services or increase customer adoption of new or existing products may require more sophisticated and costly sales and marketing efforts, especially for our larger customers. If we are unable to retain existing customers or increase the usage of our platform by them, it would have an adverse effect on our business, revenue, gross margins, and other operating results, and accordingly, on the trading price of our common stock.

While some of our contracts are non-cancelable annual subscription contracts, most of our contracts with customers and accounting firms primarily consist of open-ended arrangements that can be terminated by either party without penalty at any time. Our customers have no obligation to renew their subscriptions to our platform after the expiration of their subscription period. For us to maintain or improve our operating results, it is important that our customers continue to maintain their subscriptions on the same or more favorable terms. We

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cannot accurately predict renewal or expansion rates given the diversity of our customer base in terms of size, industry, and geography. Our renewal and expansion rates may decline or fluctuate as a result of several factors, including customer spending levels, customer satisfaction with our platform, decreases in the number of users, changes in the type and size of our customers, pricing changes, competitive conditions, the acquisition of

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our customers by other companies, and general economic conditions. In addition, our customers, most of which are SMBs, may be particularly vulnerable to changes in general economic conditions, such as economic recessions. If our customers do not renew their subscriptions, or if they reduce their usage of our platform, our revenue and other operating results will decline and our business will suffer. Moreover, if our renewal or expansion rates fall significantly below the expectations of the public market, securities analysts, or investors, the trading price of our common stock would likely decline.

Our Divvy card exposes us to credit risk and other risks related to spending businesses' ability to pay the balances incurred on their Divvy cards. Certain of our other current and future product offerings may also subject us to credit risk.

We offer our Divvy card as a credit product to a wide range of businesses in the U.S., and the success of this product depends on our ability to effectively manage related risks. The credit decision-making process for our Divvy cards uses techniques designed to analyze the credit risk of specific businesses based on, among other factors, their past purchase and transaction history, as well as their credit scores. Similarly, proprietary risk models and other indicators are applied to assess current or prospective spending businesses who desire to use our cards to help predict their ability to repay. These risk models may not accurately predict creditworthiness due to inaccurate assumptions, including assumptions related to the particular spending business, market conditions, economic environment, or limited transaction history or other data, among other factors. The accuracy of these risk models and the ability to manage credit risk related to our cards may also be affected by legal or regulatory requirements, competitors’ actions, changes in consumer behavior, changes in the economic environment, policies of Issuing Banks (as defined below), and other factors.

For a substantial majority of extensions of credit to Divvy spending businesses facilitated through our platform, we purchase from our Issuing Banks participation interests in the accounts receivables generated when Divvy spending businesses make purchases using Divvy cards and we bear the entire credit risk in the event that a spending business fails to pay card balances. Like other businesses with significant exposure to losses from credit, we face the risk that spending businesses will default on their payment obligations, creating the risk of potential charge-offs. The non-payment rate among Divvy spending businesses may increase due to, among other factors, changes to underwriting standards, risk models not accurately predicting the creditworthiness of a business, a decline in economic conditions, such as a recession, high inflation or government austerity programs. Spending businesses who miss payments may fail to repay their outstanding statement balances, and spending businesses who file for protection under the bankruptcy laws generally do not repay their outstanding balances. If collection efforts on overdue card balances are ineffective or unsuccessful, we may incur financial losses or lose the confidence of our funding sources. We do not file UCC liens or take other security interests on Divvy card balances, which significantly reduces our ability to collect amounts outstanding to spending businesses that file for bankruptcy protection. Any such losses or failures of our risk models could harm our business, operating results, and financial condition. Non-performance, or even significant underperformance, of the account receivables participation interests that we own could have an adverse effect on our business.

Moreover, the funding model for our Divvy card product relies on a variety of funding arrangements, including warehouse facilities and, from time-to-time purchase arrangements, with a variety of funding sources. Any significant underperformance of the participation interests we own may adversely impact our relationship with such funding sources and result in an increase in our cost of financing, a modification or termination of our existing funding arrangements or our ability to procure funding, which would have a material adverse effect on our business, results of operations, financial condition, and future prospects.

Several of our other product offerings in connection with which we advance funds to our customers or vendors of our customers based on credit and risk profiling before we receive the funds on their behalf, such as our Instant Transfer feature, also expose us to credit risks. Although these offerings are only available to customers that satisfy specific credit eligibility criteria, the credit and risk models we use to determine eligibility may be insufficient. Any failure of our credit or risk models to predict creditworthiness would expose us to many of the credit risks described above and could harm our business, operating results, and financial condition.

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Our risk management efforts may not be effective to prevent fraudulent activities by our customers, subscribers, spending businesses or their counterparties, which could expose us to material financial losses and liability and otherwise harm our business.

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We offer software that digitizes and automates financial operations for a large number of customers and executes payments to their vendors or from their clients. We are responsible for verifying the identity of our customers and their users, and monitoring transactions for fraud. We have been in the past and will continue to be targeted by parties who seek to commit acts of financial fraud using stolen identities and bank accounts, compromised business email accounts, employee or insider fraud, account takeover, false applications, check fraud and stolen cards or card account numbers. We may suffer losses from acts of financial fraud committed by our customers and their users, our employees or third-parties. In addition, our customers or spending businesses may suffer losses from acts of financial fraud by third parties posing as our Company through account takeover, credential harvesting, use of stolen identities and various other techniques, which could harm our reputation or prompt us to reimburse our customers for such losses in order to maintain customer and spending business relationships.

The techniques used to perpetrate fraud on our platform are continually evolving, and we expend considerable resources to continue to monitor and combat them. In addition, when we introduce new products and functionality, or expand existing products, we may not be able to identify all risks created by such new products or functionality. Our risk management policies, procedures, techniques, and processes may not be sufficient to identify all of the risks to which we are exposed, to enable us to prevent or mitigate the risks we have identified, or to identify additional risks to which we may become subject in the future. Our risk management policies, procedures, techniques, and processes may contain errors, or our employees or agents may commit mistakes or errors in judgment as a result of which we may suffer large financial losses. The software-driven and highly automated nature of our platform could enable criminals and those committing fraud to steal significant amounts of money from businesses like ours.

Our current business and anticipated growth will continue to place significant demands on our risk management efforts, and we will need to continue developing and improving our existing risk management infrastructure, policies, procedures, techniques, and processes. As techniques used to perpetrate fraud on our platform evolve, we may need to modify our products or services to mitigate fraud risks. As our business grows and becomes more complex, we may be less able to forecast and carry appropriate reserves in our books for fraud related losses.

Further, these types of fraudulent activities on our platform can also expose us to civil and criminal liability and governmental and regulatory sanctions as well as potentially cause us to be in breach of our contractual obligations to our third-party partners.

A significant portion of our revenue comes from small and medium-sized businesses, which may have fewer financial resources to weather an economic downturn.

A significant portion of our revenue comes from SMBs. These customers may be more susceptible to negative impacts from economic downturns, recession, inflation, changes in foreign currency exchange rates, including the strengthening U.S. dollar, financial market conditions, supply chain shortages, increased fuel prices, the COVID-19 pandemic, and catastrophic events than larger, more established businesses, as SMBs typically have fewer financial resources than larger entities. If any of these conditions occur, as a result of recent or future increases in interest rates in the U.S. or other countries, ongoing inflationary trends, or for any other reason, they may have a disproportionate negative impact on SMBs and as a result the overall demand for our products and services could be materially and adversely affected.

The markets in which we participate are competitive, and if we do not compete effectively, our operating results could be harmed.

The market for cloud-based software that automates the financial back-office is fragmented, competitive, and constantly evolving. Our competitors range from large ~~entities~~corporations that predominantly focus on enterprise resource planning solutions, to smaller niche suppliers of solutions that focus exclusively on document management, workflow management, accounts payable, accounts receivable, spend and expense management, and/or electronic bill presentment and payment, to companies that offer industry-specific payments solutions. With the introduction of new technologies and market entrants, we expect that the

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competitive environment will remain intense going forward. Our competitors that currently focus on enterprise solutions may offer products to SMBs that compete with ours. In addition, companies that provide solutions that are adjacent to our products and services may decide to enter our market segment and develop and offer products that compete with ours. Accounting software providers, such as Intuit, as well as the financial

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institutions with which we partner, may internally develop products, acquire existing, third-party products, or may enter into partnerships or other strategic relationships that would enable them to expand their product offerings to compete with our platform or provide more comprehensive offerings than they individually had offered or achieve greater economies of scale than us. These software providers and financial institutions may have the operating flexibility to bundle competing solutions with other offerings, including offering them at a lower price or for no additional cost to customers as part of a larger sale. In addition, new entrants not currently considered to be competitors may enter the market through acquisitions, partnerships, or strategic relationships. As we look to market and sell our platform to potential customers, spending business or partners with existing solutions, we must convince their internal stakeholders that our platform is superior to their current solutions.

We compete on several factors, including:

•product features, quality, and functionality;

•data asset size and ability to leverage artificial intelligence to grow faster and smarter;

•ease of deployment;

•ease of integration with leading accounting and banking technology infrastructures;

•ability to automate processes;

•cloud-based delivery architecture;

•advanced security and control features;

•regulatory compliance leadership, as evidenced by money transmitter licenses in all required U.S. and Canadian jurisdictions;

•brand recognition; and

•pricing and total cost of ownership.

Our competitors vary in size, breadth, and scope of the products and services offered. Many of our competitors and potential competitors have greater name recognition, longer operating histories, more established customer relationships, larger marketing budgets, and greater resources than us. Our competitors may be able to respond more quickly and effectively than we can to new or changing opportunities, technologies, standards, and customer requirements. For example, an existing competitor or new entrant could introduce new technology that reduces demand for our platform.

In addition, the market for our products and services is competitive, and we expect the market to attract increased competition, which could make it difficult for us to succeed. We currently face competition for our offerings from a range of companies that continue to develop additional products and to become more sophisticated and effective. As a result, our competitors might be able to respond more quickly and effectively than we can to new or changing opportunities, technologies, standards or customer requirements. Certain competitors have long-standing exclusive, or nearly exclusive, relationships with financial services provider partners to accept payment cards and other services that compete with what we offer. Competing services tied to established brands may engender greater confidence in the safety and efficacy of their services. If we are unable to differentiate ourselves from and successfully compete with our competitors, our business will be materially and adversely affected.

For these reasons, we may not be able to compete successfully against our current or future competitors, and this competition could result in the failure of our platform to continue to achieve or maintain market acceptance, any of which would harm our business, operating results, and financial condition.

We transfer large sums of customer funds daily, and are subject to numerous associated risks which could result in financial losses, damage to our reputation, or loss of trust in our brand, which would harm our business and financial results.

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Excluding Divvy spending businesses and Invoice2go subscribers, we had over ~~170,000~~180,000 customers on our platform as of ~~September 30, 2022.~~December 31, 2022. Excluding the card payment volume by the spending businesses using Divvy cards and payment volume transacted by Invoice2go subscribers, the TPV processed by our customers

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on our platform was ~~$61.6~~$63.7 billion and $56.4 billion ~~$46.9 billion~~during the three months ended ~~September 30,~~December 31, 2022 and 2021, ~~respectivel~~y.respectively, and $125.3 billion and $103.3 billion during the six months ended December 31, 2022 and 2021, respectively. For the purposes of measuring our key business metrics, we define customers as entities that are either billed directly by us or for which we bill our partners for BILL products during a particular period. We have grown rapidly and seek to continue to grow, and although we maintain a robust and multi-faceted risk management process, our business is always subject to the risk of financial losses as a result of credit losses, operational errors, software defects, service disruption, employee misconduct, security breaches, or other similar actions or errors on our platform. As a provider of accounts payable, accounts receivable, spend and expense management and payment solutions, we collect and transfer funds on behalf of our customers. Software errors in our platform and operational errors by our employees may also expose us to losses.

Moreover, our trustworthiness and reputation are fundamental to our business. As a provider of cloud-based software for complex back-office financial operations, the occurrence of any credit losses, operational errors, software defects, service disruption, employee misconduct, security breaches, or other similar actions or errors on our platform could result in financial losses to our business and our customers, loss of trust, damage to our reputation, or termination of our agreements with financial institution partners and accountants, each of which could result in:

•loss of customers;

•lost or delayed market acceptance and sales of our platform;

•legal claims against us, including warranty and service level agreement claims;

•regulatory enforcement action; or

•diversion of our resources, including through increased service expenses or financial concessions, and increased insurance costs.

Although our terms of service allocate to our customers the risk of loss resulting from our customers’ errors, omissions, employee fraud, or other fraudulent activity related to their systems, in some instances we may cover such losses for efficiency or to prevent damage to our reputation. Although we maintain insurance to cover losses resulting from our errors and omissions, there can be no assurance that our insurance will cover all losses or our coverage will be sufficient to cover our losses. If we suffer significant losses or reputational harm as a result, our business, operating results, and financial condition could be adversely affected.

We, our partners, our customers, and others who use our services obtain and process a large amount of sensitive data. Any real or perceived improper or unauthorized use of, disclosure of, or access to such data could harm our reputation as a trusted brand, as well as have a material adverse effect on our business.

We, our partners, our customers, and the third-party vendors and data centers that we use, obtain and process large amounts of sensitive data, including data related to our customers and their transactions, as well as other data of the counterparties to their payments. We face risks, including to our reputation as a trusted brand, in the handling and protection of this data, and these risks will increase as our business continues to expand to include new products and technologies.

Cybersecurity incidents and malicious internet-based activity continue to increase generally, and providers of cloud-based services have frequently been targeted by such attacks. These cybersecurity challenges, including threats to our own IT infrastructure or those of our customers or third-party providers, may take a variety of forms ranging from stolen bank accounts, business email compromise, customer employee fraud, account takeover, check fraud, or cybersecurity attacks, to “mega breaches” targeted against cloud-based services and other hosted software, which could be initiated by individual or groups of hackers or sophisticated cyber criminals. State-sponsored cybersecurity attacks on the U.S. financial system or U.S. financial service providers could also have a material adverse effect on our business. A cybersecurity incident or breach could result in disclosure of confidential information and intellectual property, or cause production downtimes and compromised data. We have in the past experienced cybersecurity incidents of limited scale.

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We may be unable to anticipate or prevent techniques used in the future to obtain unauthorized access or to sabotage systems because they change frequently and often are not detected until after an incident has occurred. As we increase our customer base and our brand becomes more widely known and recognized, third

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parties may increasingly seek to compromise our security controls or gain unauthorized access to our sensitive corporate information or our customers’ data.

We have administrative, technical, and physical security measures in place, and we have policies and procedures in place to contractually require service providers to whom we disclose data to implement and maintain reasonable privacy, data protection, and information security measures. However, if our privacy protection, data protection, or information security measures or those of the previously mentioned third parties are inadequate or are breached as a result of third-party action, employee or contractor error, malfeasance, malware, phishing, hacking attacks, system error, software bugs, or defects in our products, trickery, process failure, or otherwise, and, as a result, there is improper disclosure of, or someone obtains unauthorized access to or exfiltrates funds or sensitive information, including personally identifiable information, on our systems or our partners’ systems, or if we suffer a ransomware or advanced persistent threat attack, or if any of the foregoing is reported or perceived to have occurred, our reputation and business could be damaged. Recent high-profile security breaches and related disclosures of sensitive data by large institutions suggest that the risk of such events is significant, even if privacy, data protection, and information security measures are implemented and enforced. If sensitive information is lost or improperly disclosed or threatened to be disclosed, we could incur significant costs associated with remediation and the implementation of additional security measures, and may incur significant liability and financial loss, and be subject to regulatory scrutiny, investigations, proceedings, and penalties.

In addition, our financial institution partners conduct regular audits of our cybersecurity program, and if any of them were to conclude that our systems and procedures are insufficiently rigorous, they could terminate their relationships with us, and our financial results and business could be adversely affected. Under our terms of service and our contracts with certain partners, if there is a breach of payment information that we store, we could be liable to the partner for their losses and related expenses. Additionally, if our own confidential business information were improperly disclosed, our business could be materially and adversely affected. A core aspect of our business is the reliability and security of our platform. Any perceived or actual breach of security, regardless of how it occurs or the extent of the breach, could have a significant impact on our reputation as a trusted brand, cause us to lose existing partners or other customers, prevent us from obtaining new partners and other customers, require us to expend significant funds to remedy problems caused by breaches and implement measures to prevent further breaches, and expose us to legal risk and potential liability including those resulting from governmental or regulatory investigations, class action litigation, and costs associated with remediation, such as fraud monitoring and forensics. Any actual or perceived security breach at a company providing services to us or our customers could have similar effects. Further, as the current COVID-19 pandemic continues to result in a significant number of people working from home, these cybersecurity risks may be heightened by an increased attack surface across our business and those of our partners and service providers. We have heightened monitoring in the face of such risks, but cannot guarantee that our efforts, or the efforts of those upon whom we rely and partner with, will be successful in preventing any such information security incidents.

While we maintain cybersecurity insurance, our insurance may be insufficient or may not cover all liabilities incurred by such attacks. We also cannot be certain that our insurance coverage will be adequate for data handling or data security liabilities actually incurred, that insurance will continue to be available to us on economically reasonable terms, or at all, or that any insurer will not deny coverage as to any future claim. The successful assertion of one or more large claims against us that exceed available insurance coverage, or the occurrence of changes in our insurance policies, including premium increases or the imposition of large deductible or co-insurance requirements, could have a material adverse effect on our business, including our financial condition, operating results, and reputation.

Customer funds that we hold for the benefit of our customers are subject to market, interest rate, foreign exchange, and liquidity risks, as well as general political and economic conditions. The loss of these funds could have a material adverse effect on our business, financial condition, and results of operations.

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We invest funds that we hold for the benefit of our customers, including funds being remitted to suppliers, in highly liquid, investment-grade marketable securities, money market securities, and other cash equivalents. Nevertheless, our customer fund assets are subject to general market, interest rate, credit, foreign exchange, and liquidity risks. These risks may be exacerbated, individually or in the aggregate, during periods

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of heavy financial market volatility such as that experienced in 2008 and 2022, that may result from the COVID-19 or other pandemics, from high inflation, high interest rate or recessionary environments or from war (such as the war in Ukraine). or other geopolitical conflicts. As a result, we could be faced with a severe constriction of the availability of liquidity, which could impact our ability to fulfill our obligations to move customer money to its intended recipient. Additionally, we rely upon certain banking partners and third parties to originate payments, process checks, execute wire transfers, and issue virtual cards, which could be similarly affected by a liquidity shortage and further exacerbate our ability to operate our business. Any loss of or inability to access customer funds could have an adverse impact on our cash position and results of operations, could require us to obtain additional sources of liquidity, and could have a material adverse effect on our business, financial condition, and results of operations. In addition to the risks related to customer funds, we are also exposed to interest-rate risk relating to our investments of our corporate cash.

We are licensed as a money transmitter in all required U.S. states and registered as a Money Services Business with the U.S. Treasury's Financial Crimes Enforcement Network (FinCEN). In certain jurisdictions where we operate, we are required to hold eligible liquid assets, as defined by the relevant regulators in each jurisdiction, equal to at least 100% of the aggregate amount of all customer balances. Our ability to manage and accurately account for the assets underlying our customer funds and comply with applicable liquid asset requirements requires a high level of internal controls. As our business continues to grow and we expand our product offerings, we will need to scale these associated internal controls. Our success requires significant public confidence in our ability to properly manage our customers’ balances and handle large and growing transaction volumes and amounts of customer funds. Any failure to maintain the necessary controls or to accurately manage our customer funds and the assets underlying our customer funds in compliance with applicable regulatory requirements could result in reputational harm, lead customers to discontinue or reduce their use of our products, and result in significant penalties and fines, possibly including the loss of our state money transmitter licenses, which would materially harm our business.

Our business depends, in part, on our relationships with accounting firms.

Our relationships with our more than 6,000 firm partners account for approximately 19% of our total customers as of ~~September 30,~~December 31, 2022 and approximately 26% of our consolidated revenue during ~~fiscal~~the three months ended December 31, 2022. We market and sell our products and services through accounting firms. We also have a partnership with CPA.com to market our products and services to accounting firms, which then enroll their customers directly onto our platform. Although our relationships with accounting firms are independent of one another, if our reputation in the accounting industry more broadly were to suffer, or if we were unable to establish relationships with new accounting firms and grow our relationships with existing accounting firm partners, our growth prospects would weaken and our business, financial position, and operating results may be adversely affected.

Our business depends, in part, on our business relationships with financial institutions.

We enter into partnering relationships with financial institutions pursuant to which they offer our services to their customers. These relationships involve risks that may not be present or that are present to a lesser extent with sales to our direct SMB customers. Launching a product offering with our financial institution partners entails integrating our platform with our partners’ websites and apps, which requires significant engineering resources and time to design, deploy and maintain, and requires developing associated sales and marketing strategies and programs. With financial institution partners, the decision to roll out our product offering typically requires several levels of management and technical personnel approval by our partners and is frequently subject to budget constraints. Delays in decision making, unplanned budget constraints or changes in our partners’ business, business priorities or internal resource allocations may result in significant delays to the deployment of our platform and its availability to their customers. Significant delays in the deployment of our platform to our partners’ customers could cause us to incur significant expenditures for platform integration and product launch without generating anticipated revenue in the same period or at all and could adversely impact our results of operations. In addition, once we have successfully launched a product offering with a financial institution partner, lower than anticipated customer adoption or unanticipated ongoing system integration costs

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could result in lower than anticipated profit margins, which could have an adverse impact on our business, financial position and operating results Moreover, if our partners or their customers experience problems with the operation of our platform, such as service outages or interruptions or security breaches or incidents, our relationship with the partner and our reputation could be harmed and our results of operations may suffer.

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We may not be able to attract new financial institution partners if our potential partners favor our competitors’ products or services over our platform or choose to compete with our products directly. Further, many of our existing financial institution partners have greater resources than we do and could choose to develop their own solutions to replace ours. Moreover, certain financial institutions may elect to focus on other market segments and decide to terminate their SMB-focused services. If we are unsuccessful in establishing, growing, or maintaining our relationships with financial institution partners, our ability to compete in the marketplace or to grow our revenue could be impaired, and our results of operations may suffer.

We are subject to oversight by our financial institution partners and they conduct audits of our operations, information security controls, and compliance controls. To the extent an audit were to identify material gaps or evidence of noncompliance in our operations or controls it could violate contractual terms with the financial institution partner, which could materially and adversely impact our commercial relationships with that partner.

Our spend and expense management products are dependent on our relationship with our Issuing Banks, Cross River Bank and WEX Bank.

The extensions of credit facilitated through our platform are originated through Cross River Bank and WEX Bank, and we rely on these entities (Issuing Banks) to comply with various federal, state and other laws. There has been significant recent U.S. Congressional and federal administrative agency lawmaking and ruling in the area of program agreements between banks and non-banks involving extensions of credit and the regulatory environment in this area remains unsettled. There has also been significant recent government enforcement and litigation challenging the validity of such arrangements, including disputes seeking to re-characterize lending transactions on the basis that the non-bank party rather than the bank is the “true lender” or “de facto lender”, and in case law upholding the “valid when made” doctrine, which holds that federal preemption of state interest rate limitations are not applicable in the context of certain bank - non-bank partnership arrangements. If the legal structure underlying our relationship with our Issuing Banks were to be successfully challenged, our extension of credit offerings through these banks may be determined to be in violation of state licensing requirements and other state laws. In addition, Issuing Banks engaged in this activity have been subject to increased regulatory scrutiny recently. Adverse orders or regulatory enforcement actions against our Issuing Banks, even if unrelated to our business, could impose restrictions on our Issuing banks’ ability to continue to extend credit through our platform or on current terms.

Cross River Bank and WEX Bank are subject to oversight by the FDIC and state banking regulators and must comply with applicable federal and state banking rules, regulations and examination requirements. As a service provider to Cross River Bank and WEX Bank, we are subject to audit by these banks in accordance with FDIC guidance related to management of service providers and other bank specific requirements pursuant to the terms of our agreements with these banks. We are also subject to the examination and enforcement authority of the FDIC under the Bank Service Company Act and state regulators in our capacity as a service provider for these banks. If we fail to comply with requirements applicable to us by law or contract, or if audits by our Issuing Banks were to conclude that our processes and procedures are insufficient, we may be subject to fines or penalties or our Issuing Banks could terminate their relationships with us.

In the event of a challenge to the legal structure underlying our program agreements with our Issuing Banks or if one or both of our Issuing Banks were to suspend, limit, or cease its operations, or were to otherwise terminate for any reason (including, but not limited to, the failure by an Issuing Bank to comply with regulatory actions), we would need to identify and implement alternative, compliant, bank relationships or otherwise modify our business practices in order to be compliant with prevailing law or regulation, which could result in business interruptions or delays, force us to incur additional expenses and potentially interfere with our existing customer and spending business relationships or make us less attractive to potential new customers and spending businesses, any of which could have a material adverse effect on our business.

We rely on a variety of funding sources to support Divvy’s business model. If our existing funding arrangements are not renewed or replaced, or if our existing funding sources are unwilling or unable to

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provide funding to us on terms acceptable to us, or at all, it could have a material adverse effect on our business, results of operations, financial condition, cash flows, and future prospects.

To support Divvy’s business model and the growth of our Divvy business, we must maintain a variety of funding arrangements, including warehouse facilities and from time-to-time purchase arrangements with financial institutions. In

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particular, we have financing arrangements in place pursuant to which we purchase from our Issuing Banks participation interests in the accounts receivables generated when Divvy spending businesses make purchases using our cards. We typically fund some portion of these participation interest purchases by borrowing under credit facilities with our finance partners, although we may also fund participation purchases using corporate cash. Typically, we immediately sell a portion of the participation interests we have purchased to a warehousing subsidiary which funds the purchases through loans provided by our financing partners, and we may sell a portion of the participation interests to third-party institution pursuant to a purchase arrangements.

If our finance partners terminate or interrupt their financing or purchase of participation interests or are unable to offer terms which are acceptable to us, we may have to fund these purchases using corporate cash, which we have a limited ability to do and may place significant stress on our cash resources. An inability to purchase participation interests from our Issuing Banks, whether funded through financing or corporate cash, could result in the banks’ limiting extensions of credit to Divvy spending businesses or ceasing to extend credit for our cards altogether, which would interrupt or limit our ability to offer our card products and materially and adversely affect our business.

We cannot guarantee that these funding arrangements will continue to be available on favorable terms or at all, and our funding strategy may change over time, depending on the availability of such funding arrangements. In addition, our funding sources may curtail access to uncommitted financing capacity, fail to renew or extend facilities, or impose higher costs to access funding upon reassessing their exposure to our industry or in light of changes to general economic, market, credit or liquidity conditions. In addition, because our borrowings under current and future financing facilities may bear interest based on floating rate interest rates, our interest costs may increase if market interest rates rise. Moreover, there can be no assurances that we would be able to extend or replace our existing funding arrangements at maturity, on reasonable terms or at all.

If our existing funding arrangements are not renewed or replaced or our existing funding sources are unwilling or unable to provide funding to us on terms acceptable to us, or at all, we may need to secure additional sources of funding or reduce Divvy’s operations significantly. Further, as the volume of credit facilitated through our platform increases, we may need to expand the funding capacity under our existing funding arrangements or add new sources of capital. The availability and diversity of our funding arrangements depends on various factors and are subject to numerous risks, many of which are outside of our control. If we are unable to maintain access to, or to expand, our network and diversity of funding arrangements, our business, results of operations, financial condition, and future prospects could be materially and adversely affected.

If we do not or cannot maintain the compatibility of our platform with popular accounting software solutions or offerings of our partners, our revenue and growth prospects will decline.

To deliver a comprehensive solution, our platform integrates with popular accounting software solutions including Intuit QuickBooks, Oracle NetSuite, Sage Intacct, Xero, Microsoft Dynamics 365 Business Central and Microsoft Dynamics GP, through application program interfaces (APIs) made available by these software providers. We automatically synchronize certain data between our platform and these accounting software systems relating to invoices and payment transactions between our customers and their suppliers and clients. This two-way sync saves time for our customers by reducing duplicative manual data entry and provides the basis for managing cash-flow through an integrated solution for accounts payable, accounts receivable, spend and expense management and payments.

If any of the accounting software providers change the features of their APIs, discontinue their support of such APIs, restrict our access to their APIs, or alter the terms governing their use in a manner that is adverse to our business, we may be restricted or may not be able to provide synchronization capabilities, which could significantly diminish the value of our platform and harm our business, operating results, and financial condition.

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In addition, if any of these accounting software providers reconfigure their platforms in a manner that no longer supports our integration with their accounting software we would lose customers and our business would be adversely affected.

If we are unable to increase adoption of our platform with customers of these accounting software solutions our growth prospects may be adversely affected. In addition, any of these accounting software

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providers may seek to develop a payment solution of its own, acquire a solution to compete with ours, or decide to partner with other competing applications, any of which its SMB customers may select over ours, thereby harming our growth prospects and reputation and adversely affecting our results of operations.

We depend on third-party service providers to process transactions on our platform and to provide other services important to the operation of our business. Any significant disruption in services provided by these vendors could prevent us from processing transactions on our platform, result in other interruptions to our business and have a material adverse effect on our operations, results of operations and financial condition.

We depend on banks, including JPMorgan Chase and Silicon Valley Bank, to process ACH transactions and checks for our customers. We also rely on third-party providers to support other aspects of our business, including, for example, for card transaction processing, check printing, real-time payments, virtual and physical card issuance and our cross-border funds transfer capabilities. If we are unable to effectively manage our third-party relationships, we are unable to comply with security, compliance or operational obligations to which we are subject under agreements with these providers, these providers are unable to meet their obligations to us, or we experience substantial disruptions in these relationships, our operations, results of operations and financial condition could be adversely impacted. In addition, in some cases a provider may be the sole source, or one of a limited number of sources, of the services they provide to us and we may experience increased costs and difficulties in replacing those providers and replacement services may not be available on commercially reasonable terms, on a timely basis, or at all.

Interruptions or delays in the services provided by AWS or other third-party data centers or internet service providers could impair the delivery of our platform and our business could suffer.

We host our platform using third-party cloud infrastructure services, including co-location facilities at Coresite, Equinix, and Iron Mountain. We also use public cloud hosting with Amazon Web Services (AWS). All of our products utilize resources operated by us through these providers. We therefore depend on our third-party cloud providers’ ability to protect their data centers against damage or interruption from natural disasters, power or telecommunications failures, criminal acts, and similar events. Our operations depend on protecting the cloud infrastructure hosted by such providers by maintaining their respective configuration, architecture, and interconnection specifications, as well as the information stored in these virtual data centers and transmitted by third-party internet service providers. We have periodically experienced service disruptions in the past, and we cannot assure you that we will not experience interruptions or delays in our service in the future. We may also incur significant costs for using alternative equipment or taking other actions in preparation for, or in reaction to, events that damage the data storage services we use. Although we have disaster recovery plans that utilize multiple data storage locations, any incident affecting their infrastructure that may be caused by fire, flood, severe storm, earthquake, power loss, telecommunications failures, unauthorized intrusion, computer viruses and disabling devices, natural disasters, military actions, terrorist attacks, negligence, and other similar events beyond our control could negatively affect our platform. Any prolonged service disruption affecting our platform for any of the foregoing reasons could damage our reputation with current and potential customers, expose us to liability, cause us to lose customers, or otherwise harm our business. Also, in the event of damage or interruption, our insurance policies may not adequately compensate us for any losses that we may incur. System failures or outages, including any potential disruptions due to significantly increased global demand on certain cloud-based systems during the COVID-19 pandemic, could compromise our ability to perform these functions in a timely manner, which could harm our ability to conduct business or delay our financial reporting. Such failures could adversely affect our operating results and financial condition.

Our platform is accessed by many customers, often at the same time. As we continue to expand the number of our customers and products available to our customers, we may not be able to scale our technology to accommodate the increased capacity requirements, which may result in interruptions or delays in service. In addition, the failure of data centers, internet service providers, or other third-party service providers to meet our capacity requirements could result in interruptions or delays in access to our platform or impede our ability to

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grow our business and scale our operations. If our third-party infrastructure service agreements are terminated, or there is a lapse of service, interruption of internet service provider connectivity, or damage to data centers, we could experience interruptions in access to our platform as well as delays and additional expense in arranging new facilities and services

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Moreover, we are in the process of migrating our systems from internal data centers and smaller vendors to AWS. AWS provides us with computing and storage capacity pursuant to an agreement that continues until terminated by either party. We have a limited history of operating on AWS. As we migrate our data from our servers to AWS’ servers, we may experience some duplication and incur additional costs. If our data migration is not successful, or if AWS unexpectedly terminates our agreement, we would be forced to incur additional expenses to locate an alternative provider and may experience outages or disruptions to our service. Any service disruption affecting our platform during such migration or while operating on the AWS cloud infrastructure could damage our reputation with current and potential customers, expose us to liability, cause us to lose customers, or otherwise harm our business.

Payments and other financial services-related regulations and oversight are material to our business. Our failure to comply could materially harm our business.

The local, state, and federal laws, rules, regulations, licensing schemes, and industry standards that govern our business include, or may in the future include, those relating to banking, deposit-taking, cross-border and domestic money transmission, foreign exchange, payments services (such as licensed money transmission, payment processing, and settlement services), lending, anti-money laundering, combating terrorist financing, escheatment, international sanctions regimes, and compliance with the Payment Card Industry Data Security Standard, a set of requirements designed to ensure that all companies that process, store, or transmit payment card information maintain a secure environment to protect spending business data. In addition, Divvy is required to maintain loan brokering or servicing licenses in a number of states in which it conducts business and is contractually obligated to comply with Federal Deposit Insurance Corporation (FDIC) federal banking regulations, as well as Visa and MasterCard network rules as a card program manager. These laws, rules, regulations, licensing schemes, and standards are enforced by multiple authorities and governing bodies in the U.S., including the Department of the Treasury, the FDIC, the SEC, self-regulatory organizations, and numerous state and local agencies. As we expand into new jurisdictions, the number of foreign laws, rules, regulations, licensing schemes, and standards governing our business will expand as well. In addition, as our business and products continue to develop and expand, we may become subject to additional laws, rules, regulations, licensing schemes, and standards. We may not always be able to accurately predict the scope or applicability of certain laws, rules, regulations, licensing schemes, or standards to our business, particularly as we expand into new areas of operations, which could have a significant negative effect on our existing business and our ability to pursue future plans.

Our subsidiary, Bill.com, LLC, maintains licenses, as applicable, to operate as a money transmitter (or its equivalent) in the U.S., in the District of Columbia, the Commonwealth of Puerto Rico, and, to the best of our knowledge, in all the states where such licensure or registration is required for our business. In addition, our subsidiary, Bill.com Canada, LLC is a Foreign Money Services Business in Canada and the regulations applicable to our activity in Canada are enforced by FINTRAC and Quebec’s Autorité Des Marchés Financiers (Financial Markets Authority). As a licensed money transmitter in the U.S., we are subject to obligations and restrictions with respect to the investment of customer funds, reporting requirements, bonding requirements, minimum capital requirements, and examinations by state and federal regulatory agencies concerning various aspects of our business. As a licensed Foreign Money Services business in Canada, we are subject to Canadian compliance regulations applicable to money movement and sanctions requirements.

Evaluation of our compliance efforts in the U.S. and Canada, as well as questions as to whether and to what extent our products and services are considered money transmission, are matters of regulatory interpretation and could change over time. In the past, we have been subject to fines and other penalties by regulatory authorities for violations of state money transmission laws. Regulators and third-party auditors have also identified gaps in our anti-money laundering and sanctions program, which we have addressed through remediation processes. In the future, as a result of the regulations applicable to our business, we could be subject to investigations and resulting liability, including governmental fines, restrictions on our business, or other sanctions, and we could be forced to cease conducting certain aspects of our business with residents of certain jurisdictions, be forced to change our business practices in certain jurisdictions, or be required to obtain

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additional licenses or regulatory approvals. There can be no assurance that we will be able to obtain or maintain any such licenses, and, even if we were able to do so, there could be substantial costs and potential product changes involved in maintaining such licenses, which could have a material and adverse effect on our business. In addition, there are substantial costs and potential product changes involved in maintaining and renewing such licenses, certifications, and approvals, and we could be subject to fines or other enforcement action if we

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are found to violate disclosure, reporting, anti-money laundering, capitalization, corporate governance, or other requirements of such licenses. These factors could impose substantial additional costs, involve considerable delay to the development or provision of our products or services, require significant and costly operational changes, or prevent us from providing our products or services in any given market.

Government agencies may impose new or additional rules on money transmission, including regulations that:

•prohibit, restrict, and/or impose taxes or fees on money transmission transactions in, to or from certain countries or with certain governments, individuals, and entities;

•impose additional customer and spending business identification and customer or spending business due diligence requirements;

•impose additional reporting or recordkeeping requirements, or require enhanced transaction monitoring;

•limit the types of entities capable of providing money transmission services, or impose additional licensing or registration requirements;

•impose minimum capital or other financial requirements;

•limit or restrict the revenue that may be generated from money transmission, including revenue from interest earned on customer funds, transaction fees, and revenue derived from foreign exchange;

•require enhanced disclosures to our money transmission customers;

•require the principal amount of money transmission originated in a country to be invested in that country or held in trust until paid;

•limit the number or principal amount of money transmission transactions that may be sent to or from a jurisdiction, whether by an individual or in the aggregate; and

•restrict or limit our ability to process transactions using centralized databases, for example, by requiring that transactions be processed using a database maintained in a particular country or region.

Our business and operations have been and may continue to be affected by the global outbreak of the COVID-19 pandemic.

Our business and operations have been and may continue to be affected by the COVID-19 pandemic and variants thereof. Based on prevailing vaccination rates and public health guidance, most of our employees returned to the office on a hybrid basis in 2022, adhering to any government requirements in effect locally. We continue to monitor the situation and will take action to adjust office attendance policies as circumstances warrant in order to protect the health and safety of our employees. For so long as the COVID-19 pandemic persists, responsive restrictions and policies implemented by governments and companies may ~~continue to~~ have negative implications not only for our business, but also on general business activity and consumer spending, ~~the~~domestic and international supply ~~chain, production of goods and~~chains, transportation, the labor market, global capital markets and the global economy, and could result in a prolonged economic downturn. To the extent that these conditions adversely impact the operations and business of our customers, it may have a material adverse impact on our customer growth, payment and transaction volumes, revenues and financial condition. Even after the COVID-19 pandemic has subsided, we may experience material and adverse impacts to our business as a result of any resulting economic downturns, including bankruptcies or insolvencies of customers. To the extent the COVID-19

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pandemic adversely affects our business and financial results, it may also have the effect of heightening many of the other risks described in this “Risk Factors” section.

We operate in an emerging and evolving market, which may develop more slowly or differently than we expect. If our market does not grow as we expect, or if we cannot expand our platform to meet the demands of this market, our revenue may decline or fail to grow, and we may incur additional operating losses.

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Our primary competition remains the legacy manual processes that SMBs have relied on for generations. Our success will depend, to a substantial extent, on the widespread adoption of our cloud-based automated back-office solution as an alternative to existing solutions or adoption by customers that are not using any such solutions at all. Some organizations may be reluctant or unwilling to use our platform for several reasons, including concerns about additional costs, uncertainty regarding the reliability and security of cloud-based offerings, or lack of awareness of the benefits of our platform. Our ability to expand sales of our platform depends on several factors, including prospective customers’ awareness of our platform, the timely completion, introduction, and market acceptance of enhancements to our platform or new products that we may introduce, the effectiveness of our marketing programs, the costs of our platform, and the success of our competitors. If we are unsuccessful in developing and marketing our platform, or if organizations do not perceive or value the benefits of our platform as an alternative to legacy systems, the market for our platform may not continue to develop or may develop more slowly than we expect, either of which would harm our growth prospects and operating results.

If we lose our founder or key members of our management team or are unable to attract and retain executives and employees we need to support our operations and growth, our business may be harmed.

Our success and future growth depend upon the continued services of our management team and other key employees. Our founder and Chief Executive Officer, René Lacerte, is critical to our overall management, as well as the continued development of our products, our partnerships, our culture, our relationships with accounting firms, and our strategy. From time to time, there may be changes in our management team resulting from the hiring or departure of executives and key employees, which could disrupt our business. In addition, we may face challenges retaining senior management of acquired businesses. Our senior management and key employees are employed on an at-will basis. We currently do not have “key person” insurance for any of our employees. Certain of our key employees have been with us for a long period of time and have fully vested stock options or other long-term equity incentives that may become valuable and are publicly tradable now that we are a public company. The loss of our founder, or one or more of our senior management, key members of senior management of acquired companies or other key employees could harm our business, and we may not be able to find adequate replacements. We cannot ensure that we will be able to retain the services of any members of our senior management or other key employees or that we would be able to timely replace members of our senior management or other key employees should any of them depart.

In addition, to execute our business strategy, we must attract and retain highly-qualified personnel. We compete with many other companies for software developers with high levels of experience in designing, developing, and managing cloud-based software and payments systems, as well as for skilled legal and compliance and risk operations professionals. Competition for software developers, compliance and risk management personnel and other key employees in our industry and locations is intense and increasing and may be exacerbated in tight labor markets. We may also face increased competition for personnel from other companies which adopt approaches to remote work that differ from ours. In addition, the current regulatory environment related to immigration is uncertain, including with respect to the availability of H1-B and other visas. If a new or revised visa program is implemented, it may impact our ability to recruit, hire, retain or effectively collaborate with qualified skilled personnel, including in the areas of artificial intelligence and machine learning, and payment systems and risk management, which could adversely impact our business, operating results and financial condition. Many of the companies with which we compete for experienced personnel have greater resources than we do and can frequently offer such personnel substantially greater compensation than we can offer. If we fail to identify, attract, develop and integrate new personnel, or fail to retain and motivate our current personnel, our growth prospects would be adversely affected.

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Future acquisitions, strategic investments, partnerships, collaborations, or alliances could be difficult to identify and integrate, divert the attention of management, disrupt our business, dilute stockholder value, and adversely affect our operating results and financial condition.

We have in the past and may in the future seek to acquire or invest in businesses, products, or technologies that we believe could complement or expand our platform, enhance our technical capabilities, or otherwise offer growth opportunities. For example, in November 2022 we completed the acquisition of Finmark Financial, Inc. (Finmark), to augment our financial planning product offerings, However, we have limited experience in acquiring other businesses, and we may not successfully identify desirable acquisition ~~targets.~~targets in the future. Moreover, an acquisition, investment, or business relationship may not further our business strategy or result in the economic benefits or synergies as expected or

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may result in unforeseen operating difficulties and expenditures, including disrupting our ongoing operations, diverting management from their primary responsibilities, subjecting us to additional liabilities, increasing our expenses, and adversely impacting our business, financial condition, and operating results.

In addition, the technology and information security systems and infrastructure of businesses we acquire may be underdeveloped or subject to vulnerabilities, subjecting us to additional liabilities. We could incur significant costs related to the implementation of enhancements to or the scaling of information security systems and infrastructure of acquired businesses and related to the remediation of any related security breaches. If security, data protection and information security measures in place at businesses we acquire are inadequate or breached, or are subject to cybersecurity attacks, or if any of the foregoing is reported or perceived to have occurred, our reputation and business could be damaged and we could be subject to regulatory scrutiny, investigations, proceedings, and penalties. We may also acquire businesses whose operations may not be fully compliant with all applicable law, including economic and trade sanctions and anti-money laundering, counter-terrorist financing and privacy laws, subjecting us to potential liabilities and requiring us to spend considerable time, effort, and resources to address.

Moreover, we may acquire businesses whose management or compliance functions require significant investments to support current and anticipated future product offerings, or that have underdeveloped internal control infrastructures or procedures or with respect to which we discover significant deficiencies or material weaknesses. The costs that we may incur to implement or improve such functions, controls and procedures may be substantial and we could encounter unexpected delays and challenges related to such activity.

Given the complexity of our platform and the integration that we offer to our accounting firm customers and financial institution partners, it may be critical that certain businesses or technologies that we acquire be successfully and fully integrated into our platform. In addition, some acquisitions may require us to spend considerable time, effort, and resources to integrate employees from the acquired business into our teams, and acquisitions of companies in lines of business in which we lack expertise may require considerable management time, oversight, and research before we see the desired benefit of such acquisitions. Therefore, we may be exposed to unknown liabilities and the anticipated benefits of any acquisition, investment, or business relationship may not be realized, if, for example, we fail to successfully integrate such acquisitions, or the technologies associated with such acquisitions, into our company. The challenges and costs of integrating and achieving anticipated synergies and benefits of transactions, and the risk that the anticipated benefits of the proposed transaction may not be fully realized or take longer to realize than expected, may be compounded where we attempt to integrate multiple acquired businesses within similar timeframes, as iswas the case with the concurrent integration efforts related to our acquisitions of the Divvy and Invoice2go businesses.

Acquisitions could also result in dilutive issuances of equity securities or the incurrence of debt, as well as unfavorable accounting treatment and exposure to claims and disputes by third parties, including intellectual property claims. We also may not generate sufficient financial returns to offset the costs and expenses related to any acquisitions. In addition, if an acquired business fails to meet our expectations, our business, operating results, and financial condition may suffer.

If we fail to offer high-quality customer support, or if our support is more expensive than anticipated, our business and reputation could suffer.

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Our customers rely on our customer support services to resolve issues and realize the full benefits provided by our platform. High-quality support is also important for the renewal and expansion of our subscriptions with existing customers. We provide customer support via chat email, and phone. If we do not help our customers quickly resolve issues and provide effective ongoing support, or if our support personnel or methods of providing support are insufficient to meet the needs of our customers, our ability to retain customers, increase adoption by our existing customers, and acquire new customers could suffer, and our reputation with existing or potential customers could be harmed. If we are not able to meet the customer support needs of our customers during the hours that we currently provide support, we may need to increase our support coverage or provide additional support, which may reduce our profitability.

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If we fail to adapt and respond effectively to rapidly changing technology, evolving industry standards, changing regulations, and changing business needs, requirements, or preferences, our products may become less competitive.

The market for SMB software financial back-office solutions is relatively new and subject to ongoing technological change, evolving industry standards, payment methods and changing regulations, and changing customer needs, requirements, and preferences. The success of our business will depend, in part, on our ability to adapt and respond effectively to these changes on a timely basis, including launching new products and services. In addition, the market for our Divvy spend and expense management solution is new and fragmented, and it is uncertain whether we will achieve and sustain high levels of demand and market adoption. The success of any new product and service, or any enhancements or modifications to existing products and services, depends on several factors, including the timely completion, introduction, and market acceptance of such products and services, enhancements, and modifications. If we are unable to enhance our platform, add new payment methods, or develop new products that keep pace with technological and regulatory change and achieve market acceptance, or if new technologies emerge that are able to deliver competitive products and services at lower prices, more efficiently, more conveniently, or more securely than our products, our business, operating results, and financial condition would be adversely affected. Furthermore, modifications to our existing platform or technology will increase our research and development expenses. Any failure of our services to operate effectively with existing or future network platforms and technologies could reduce the demand for our services, result in customer or spending business dissatisfaction and adversely affect our business.

If the prices we charge for our services are unacceptable to our customers, our operating results will be harmed.

We generate revenue by charging customers a fixed monthly rate per user for subscriptions as well as transaction fees. As the market for our platform matures, or as new or existing competitors introduce new products or services that compete with ours, we may experience pricing pressure and be unable to renew our agreements with existing customers or attract new customers at prices that are consistent with our pricing model and operating budget. Our pricing strategy for new products we introduce, including our virtual card and cross-border payment products, may prove to be unappealing to our customers, and our competitors could choose to bundle certain products and services competitive with ours. If this were to occur, it is possible that we would have to change our pricing strategies or reduce our prices, which could harm our revenue, gross profits, and operating results.

We typically provide service level commitments under our financial institution partner agreements. If we fail to meet these contractual commitments, we could be obligated to provide credits or refunds for prepaid amounts related to unused subscription services or face contract terminations, which could adversely affect our revenue.

Our agreements with our financial institution partners typically contain service level commitments evaluated on a monthly basis. If we are unable to meet the stated service level commitments or suffer extended periods of unavailability for our platform, we may be contractually obligated to provide these partners with service credits, up to 10% of the partner’s subscription fees for the month in which the service level was not met. In addition, we could face contract terminations, in which case we would be subject to refunds for prepaid amounts related to unused subscription services. Our revenue could be significantly affected if we suffer unexcused downtime under our agreements with our partners. Further, any extended service outages could adversely affect our reputation, revenue, and operating results.

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We may not be able to scale our business quickly enough to meet our customers’ growing needs, and if we are not able to grow efficiently, our operating results could be harmed.

As usage of our platform grows and we sign additional partners, we will need to devote additional resources to improving and maintaining our infrastructure and computer network and integrating with third-party applications to maintain the performance of our platform. In addition, we will need to appropriately scale our internal business systems and our services organization, including customer support, risk and compliance operations, and professional services, to serve our growing customer base.

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Any failure of or delay in these efforts could result in service interruptions, impaired system performance, and reduced customer satisfaction, resulting in decreased sales to new customers, lower subscription renewal rates by existing customers, the issuance of service credits, or requested refunds, all of which could hurt our revenue growth. If sustained or repeated, these performance issues could reduce the attractiveness of our platform to customers and could result in lost customer opportunities and lower renewal rates, any of which could hurt our revenue growth, customer loyalty, and our reputation. Even if we are successful in these efforts to scale our business, they will be expensive and complex, and require the dedication of significant management time and attention. We could also face inefficiencies or service disruptions as a result of our efforts to scale our internal infrastructure. We cannot be sure that the expansion and improvements to our internal infrastructure will be effectively implemented on a timely basis, if at all, and such failures could adversely affect our business, operating results, and financial condition.

Failure to effectively develop and expand our sales and marketing capabilities could harm our ability to increase our customer base and achieve broader market acceptance of our products.

Our ability to increase our customer base and achieve broader market acceptance of our platform will depend to a significant extent on our ability to expand our sales and marketing organizations, and to deploy our sales and marketing resources efficiently. Although we will adjust our sales and marketing spend levels as needed in response to changes in the economic environment, we plan to continue expanding our direct-to-SMB sales force as well as our sales force focused on identifying new partnership opportunities. We also dedicate significant resources to sales and marketing programs, including digital advertising through services such as Google AdWords. The effectiveness and cost of our online advertising has varied over time and may vary in the future due to competition for key search terms, changes in search engine use, and changes in the search algorithms used by major search engines. These efforts will require us to invest significant financial and other resources.

In addition, our ability to broaden the spending business base for our Divvy spend and expense management offerings and achieve broader market acceptance of these products will depend to a significant extent on the ability of our sales and marketing organizations to work together to drive our sales pipeline and cultivate spending business and partner relationships to drive revenue growth. If we are unable to recruit, hire, develop, and retain talented sales or marketing personnel, if our new sales or marketing personnel and partners are unable to achieve desired productivity levels in a reasonable period of time, or if our sales and marketing programs are not effective, our ability to broaden our spending business base and achieve broader market acceptance of our platform could be harmed. Moreover, our Divvy marketing efforts depend significantly on our ability to call on our current spending businesses to provide positive references to new, potential spending business customers. Given our limited number of long-term spending businesses, the loss or dissatisfaction of any spending business could substantially harm our brand and reputation, inhibit the market adoption of our offering and impair our ability to attract new spending businesses and maintain existing spending businesses.

Our business and operating results will be harmed if our sales and marketing efforts do not generate significant increases in revenue. We may not achieve anticipated revenue growth from expanding our sales force if we are unable to hire, develop, integrate, and retain talented and effective sales personnel, if our new and existing sales personnel are unable to achieve desired productivity levels in a reasonable period of time, or if our sales and marketing programs and advertising are not effective.

We are subject to governmental regulation and other legal obligations, particularly those related to privacy, data protection, and information security, and our actual or perceived failure to comply with such obligations could harm our business, by resulting in litigation, fines, penalties, or adverse publicity and reputational damage that may negatively affect the value of our business and decrease the

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price of our common stock. Compliance with such laws could also result in additional costs and liabilities to us or inhibit sales of our products.

Our customers, their suppliers, and other users store personal and business information, financial information and other sensitive information on our platform. In addition, we receive, store, and process personal and business information and other data from and about actual and prospective customers and users, in addition to our employees and service providers. Our handling of data is subject to a variety of laws and regulations, including regulation by various government agencies, such as the U.S. Federal Trade Commission

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(FTC), and various state, local, and foreign agencies. Our data handling also is subject to contractual obligations and industry standards.

The U.S. federal and various state and foreign governments have adopted or proposed limitations on the collection, distribution, use, and storage of data relating to individuals and businesses, including the use of contact information and other data for marketing, advertising, and other communications with individuals and businesses. In the U.S., various laws and regulations apply to the collection, processing, disclosure, and security of certain types of data, including the Gramm Leach Bliley Act and state laws relating to privacy and data security. Additionally, the FTC and many state attorneys general are interpreting federal and state consumer protection laws as imposing standards for the online collection, use, dissemination, and security of data. For example, in June 2018, California enacted the California Consumer Privacy Act (CCPA), which became operative on January 1, 2020 and broadly defines personal information, gives California residents expanded privacy rights and protections, and provides for civil penalties for violations and a private right of action for data breaches. The CCPA was amended several times after its enactment, most recently by the California Privacy Rights Act (CPRA) which, as of its effective date of January 1, 2023, gives California residents expanded privacy rights, including the right to opt out of certain personal information sharing, the use of “sensitive personal information,” and the use of personal information for automated decision-making or targeted advertising. The CCPA and CPRA provide for civil penalties and a private right of action for data breaches that is expected to increase data breach litigation. Many aspects of the CCPA, the CPRA, and their interpretation remain unclear, and their full impact on our business and operations remains uncertain. Following the lead of California, several other states, including Colorado, Utah, Virginia and Connecticut have each enacted laws similar to the CCPA/CPRA and other states are considering enacting privacy laws as well. Accordingly, the laws and regulations relating to privacy, data protection, and information security are evolving, can be subject to significant change, and may result in ever-increasing regulatory and public scrutiny and escalating levels of enforcement and sanctions.

In addition, several foreign countries and governmental bodies, including the European Union (EU) and the United Kingdom (UK), have laws and regulations dealing with the handling and processing of personal information obtained from their residents, which in certain cases are more restrictive than those in the U.S. Laws and regulations in these jurisdictions apply broadly to the collection, use, storage, disclosure, and security of various types of data, including data that identifies or may be used to identify an individual, such as names, email addresses, and in some jurisdictions, Internet Protocol (IP) addresses. Our current and prospective service offerings subject us to the EU's General Data Protection Regulation (GDPR), the UK GDPR, Australian and Canadian privacy laws and the privacy laws of many other foreign jurisdictions. Such laws and regulations may be modified or subject to new or different interpretations, and new laws and regulations may be enacted in the future.

For example, the GDPR and the UK GDPR impose stringent operational requirements for controllers and processors of personal data of individuals within the European Economic Area and the UK, respectively, and non-compliance can trigger robust regulatory enforcement and fines of up to the greater of €20 million or 4% of the annual global revenues. Among other requirements, these laws regulate transfers of personal data to third countries that have not been found to provide adequate protection to such personal data, including the United States. The efficacy and longevity of current transfer mechanisms between the EU or the UK and the United States remains uncertain. Violations of the GDPR or the UK GDPR may also lead to damages claims by data controllers and data subjects, in addition to civil litigation claims by data controllers, customers, and data subjects.

The scope and interpretation of the laws that are or may be applicable to us are often uncertain and may be conflicting, as a result of the rapidly evolving regulatory framework for privacy issues worldwide. For example, laws relating to the liability of providers of online services for activities of their users and other third parties are currently being tested by a number of claims, including actions based on invasion of privacy and other torts, unfair competition, copyright and trademark infringement, and other theories based on the nature

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and content of the materials searched, the ads posted, or the content provided by users. As a result of the laws that are or may be applicable to us, and due to the sensitive nature of the information we collect, we have implemented policies and procedures to preserve and protect our data and our customers’ data against loss, misuse, corruption, misappropriation caused by systems failures, or unauthorized access. If our policies, procedures, or measures relating to privacy, data protection, information security, marketing, or customer communications fail to comply with laws, regulations, policies, legal obligations, or industry standards, we may be subject to governmental enforcement actions, litigation, regulatory investigations, fines, penalties, and negative publicity, and it could cause our application providers, customers, and partners to lose trust in us, and have an adverse effect on our business, operating results, and financial condition.

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In addition to government regulation, privacy advocates and industry groups may propose new and different self-regulatory standards that may apply to us. Because the interpretation and application of privacy, data protection and information security laws, regulations, rules, and other standards are still uncertain, it is possible that these laws, rules, regulations, and other actual or alleged legal obligations, such as contractual or self-regulatory obligations, may be interpreted and applied in a manner that is inconsistent with our existing data management practices or the functionality of our platform. If so, in addition to the possibility of fines, lawsuits, and other claims, we could be required to fundamentally change our business activities and practices or modify our software, which could have an adverse effect on our business.

Any failure or perceived failure by us to comply with laws, regulations, policies, legal, or contractual obligations, industry standards, or regulatory guidance relating to privacy, data protection, or information security, may result in governmental investigations and enforcement actions, litigation, fines and penalties, or adverse publicity, and could cause our customers and partners to lose trust in us, which could have an adverse effect on our reputation and business. We expect that there will continue to be new proposed laws, regulations, and industry standards relating to privacy, data protection, information security, marketing, and consumer communications, and we cannot determine the impact such future laws, regulations, and standards may have on our business. Future laws, regulations, standards, and other obligations or any changed interpretation of existing laws or regulations could impair our ability to develop and market new functionality and maintain and grow our customer base and increase revenue. Future restrictions on the collection, use, sharing, or disclosure of data, or additional requirements for express or implied consent of our customers, partners, or end users for the use and disclosure of such information could require us to incur additional costs or modify our platform, possibly in a material manner, and could limit our ability to develop new functionality.

If we are not able to comply with these laws or regulations, or if we become liable under these laws or regulations, our business, financial condition or reputation could be harmed, and we may be forced to implement new measures to reduce our exposure to this liability. This may require us to expend substantial resources or to discontinue certain products, which would negatively affect our business, financial condition, and operating results. In addition, the increased attention focused upon liability issues as a result of lawsuits and legislative proposals could harm our reputation or otherwise adversely affect the growth of our business. Furthermore, any costs incurred as a result of this potential liability could harm our operating results.

We currently handle cross-border payments and plan to expand our payments offerings to new customers and to make payments to new countries, creating a variety of operational challenges.

A component of our growth strategy involves our cross-border payments product and, ultimately, expanding our operations internationally. Although we do not currently offer our payments products to customers outside the U.S., starting in 2018, we introduced cross-border payments, and now, working with two international payment services, offer our U.S.-based customers the ability to disburse funds to over 130 countries. We are continuing to adapt to and develop strategies to address payments to new countries. However, there is no guarantee that such efforts will have the desired effect.

Our cross-border payments product and international expansion strategy involve a variety of risks, including:

•complying with financial regulations and our ability to comply and obtain any relevant licenses in applicable countries or jurisdictions;

•currency exchange rate fluctuations and our cross-border payments providers' ability to provide us favorable currency exchange rates, which may impact our revenues and expenses;

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•reduction or cessation in cross-border trade resulting from government sanctions, trade tariffs or restrictions, other trade regulations or strained international relations;

•potential application of more stringent regulations relating to privacy, information protection, and data security, and the authorized use of, or access to, commercial and personal information;

•sanctions imposed by applicable government authorities or jurisdictions, such as the U.S. Office of Foreign Assets Control, or comparable authorities in other countries;

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•exposure to liabilities under anti-corruption and anti-money laundering laws, including the U.S. Foreign Corrupt Practices Act (FCPA), U.S. bribery laws, the UK Bribery Act, and similar laws and regulations in other jurisdictions;

•unexpected changes in tax laws; and

•cessation of business of a cross-border payment service provider or other limitation or inability of a cross-border payment service provider to make payments into certain countries, including for the reasons set forth above.

If we invest substantial time and resources to further expand our cross-border payments offering and are unable to do so successfully and in a timely manner, our business and operating results may suffer.

Our card payment products generate interchange revenues which exposes us to potential variability in income and other risks.

Our card payment products, including our Divvy card and our virtual card payment products, generate revenues primarily from interchange paid by the supplier accepting the cards for purchase transactions, which involve a variety of risks, including:

•interchange income fluctuations due to the variability of card acceptance practices at supplier locations, and the resulting effect on our revenue;

•changes in card network interchange rates or rules which could dissuade new and existing card-accepting suppliers from continuing to accept card payments;

•unexpected compliance and risk management imposed by the card networks;

•declines in the number of active card-accepting suppliers due to concerns about cost or operational complexity; and

•unexpected changes in card acceptance or card issuing rules which may impact our ability to offer this payment product.

Any of these developments could adversely affect our operating results.

We use open source software in our products, which could subject us to litigation or other actions.

We use open source software in our products. From time to time, there have been claims challenging the ownership of open source software against companies that incorporate it into their products. As a result, we could be subject to lawsuits by parties claiming ownership of what we believe to be open source software. Litigation could be costly for us to defend, have a negative effect on our operating results and financial condition, or require us to devote additional research and development resources to change our products. In addition, if we were to combine our proprietary software products with open source software in a certain manner under certain open source licenses, we could be required to release the source code of our proprietary software products. If we inappropriately use or incorporate open source software subject to certain types of open source licenses that challenge the proprietary nature of our products, we may be required to re-engineer such products, discontinue the sale of such products, or take other remedial actions.

If we fail to maintain and enhance our brands, our ability to expand our customer base will be impaired and our business, operating results, and financial condition may suffer.

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We believe that maintaining and enhancing our brands are important to support the marketing and sale of our existing and future products to new customers and partners and to expand sales of our platforms to new and existing customers and partners. Our ability to protect our BILL brand is limited as a result of its descriptive nature. Successfully maintaining and enhancing our brands will depend largely on the effectiveness of our marketing and demand generation efforts, our ability to provide reliable products that continue to meet the needs of our customers at competitive prices, our ability to maintain our customers’ trust, our ability to continue to develop new functionality and products, and our ability to successfully differentiate our platform and products

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from competitive products and services. Our brand promotion activities may not generate customer awareness or yield increased revenue, and even if they do, any increased revenue may not offset the expenses we incur in building our brand. If we fail to successfully promote and maintain our brands, our business could suffer.

If we fail to adequately protect our proprietary rights, our competitive position could be impaired and we may lose valuable assets, generate less revenue and incur costly litigation to protect our rights.

Our success is dependent, in part, upon protecting our proprietary technology. We rely on a combination of patents, copyrights, trademarks, service marks, trade secret laws, and contractual provisions to establish and protect our proprietary rights. However, the steps we take to protect our intellectual property may be inadequate. While we have been issued patents in the U.S. and have additional patent applications pending, we may be unable to obtain patent protection for the technology covered in our patent applications. In addition, any patents issued in the future may not provide us with competitive advantages or may be successfully challenged by third parties. Any of our patents, trademarks, or other intellectual property rights may be challenged or circumvented by others or invalidated through administrative process or litigation. There can be no guarantee that others will not independently develop similar products, duplicate any of our products, or design around our patents. Furthermore, legal standards relating to the validity, enforceability, and scope of protection of intellectual property rights are uncertain. Despite our precautions, it may be possible for unauthorized third parties to copy our products and use information that we regard as proprietary to create products and services that compete with ours.

We have been in the past, and may in the future be, subject to intellectual property disputes, which are costly and may subject us to significant liability and increased costs of doing business.

We have been in the past and may in the future become subject to intellectual property disputes. Lawsuits are time-consuming and expensive to resolve and they divert management’s time and attention. Although we carry insurance, our insurance may not cover potential claims of this type or may not be adequate to indemnify us for all liability that may be imposed. We cannot predict the outcome of lawsuits and cannot assure you that the results of any such actions will not have an adverse effect on our business, operating results, or financial condition.

The software industry is characterized by the existence of many patents, copyrights, trademarks, trade secrets, and other intellectual and proprietary rights. Companies in the software industry are often required to defend against litigation claims based on allegations of infringement or other violations of intellectual property rights. Our technologies may not be able to withstand any third-party claims against their use. In addition, many companies have the capability to dedicate substantially greater resources to enforce their intellectual property rights and to defend claims that may be brought against them. Any litigation may also involve patent holding companies or other adverse patent owners that have no relevant product revenue, and therefore, our patents may provide little or no deterrence as we would not be able to assert them against such entities or individuals. If a third party is able to obtain an injunction preventing us from accessing such third-party intellectual property rights, or if we cannot license or develop alternative technology for any infringing aspect of our business, we would be forced to limit or stop sales of our software or cease business activities related to such intellectual property. Any inability to license third-party technology in the future would have an adverse effect on our business or operating results and would adversely affect our ability to compete. We may also be contractually obligated to indemnify our customers in the event of infringement of a third party’s intellectual property rights. Responding to such claims, regardless of their merit, can be time consuming, costly to defend, and damaging to our reputation and brand.

Indemnity provisions in various agreements potentially expose us to substantial liability for intellectual property infringement, data protection, and other losses.

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Our agreements with financial institution partners and some larger customers include indemnification provisions under which we agree to indemnify them for losses suffered or incurred as a result of claims of intellectual property infringement, data protection, damages caused by us to property or persons, or other liabilities relating to or arising from our platform or other contractual obligations. Some of these indemnity agreements provide for uncapped liability and some indemnity provisions survive termination or expiration of the applicable agreement. Large indemnity payments could harm our business, operating results, and financial condition. Although we normally limit our liability with respect to such obligations in our contracts with direct

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customers and with customers acquired through our accounting firm partners, we may still incur substantial liability, and we may be required to cease use of certain functions of our platform or products, as a result of intellectual property-related claims. Any dispute with a customer with respect to these obligations could have adverse effects on our relationship with that customer and other existing or new customers, and harm our business and operating results. In addition, although we carry insurance, our insurance may not be adequate to indemnify us for all liability that may be imposed, or otherwise protect us from liabilities or damages with respect to claims alleging compromises of customer data, and any such coverage may not continue to be available to us on acceptable terms or at all.

Changes to payment card networks rules or fees could harm our business.

We are required to comply with Mastercard, American Express, and Visa payment card network operating rules applicable to our card products. We have agreed to reimburse certain service providers for any fines they are assessed by payment card networks as a result of any rule violations by us. We may also be directly liable to the payment card networks for rule violations. The payment card networks set and interpret the card operating rules. The payment card networks could adopt new operating rules or interpret or reinterpret existing rules that we or our processors might find difficult or even impossible to follow, or costly to implement. We also may seek to introduce other card-related products in the future, which would entail compliance with additional operating rules. As a result of any violations of rules, new rules being implemented, or increased fees, we could be hindered or lose our ability to provide our card products, which would adversely affect our business. In addition, we are contractually obligated to comply with MasterCard and Visa network rules as a card program manager. As a result of any violations of these rules or new rules being implemented, we could lose our ability or rights to act as a card program manager.

Our business is subject to extensive government regulation and oversight. Our failure to comply with extensive, complex, overlapping, and frequently changing rules, regulations, and legal interpretations could materially harm our business.

Our success and increased visibility may result in increased regulatory oversight and enforcement and more restrictive rules and regulations that apply to our business. We are subject to a wide variety of local, state, federal, and international laws, rules, regulations, licensing schemes, and industry standards in the U.S. and in other countries in which we operate and in many of the approximately 150 countries in which Invoice2go has subscribers. These laws, rules, regulations, licensing schemes, and standards govern numerous areas that are important to our business. In addition to the payments and financial services-related regulations, and the privacy, data protection, and information security-related laws described elsewhere, our business is also subject to, without limitation, rules and regulations applicable to: securities, labor and employment, immigration, competition, and marketing and communications practices. Laws, rules, regulations, licensing schemes, and standards applicable to our business are subject to change and evolving interpretations and application, including by means of legislative changes and/or executive orders, and it can be difficult to predict how they may be applied to our business and the way we conduct our operations, particularly as we introduce new products and services and expand into new jurisdictions. We may not be able to respond quickly or effectively to regulatory, legislative, and other developments, and these changes may in turn impair our ability to offer our existing or planned features, products, and services and/or increase our cost of doing business.

Although we have a compliance program focused on the laws, rules, regulations, licensing schemes, and industry standards that we have assessed as applicable to our business and we are continually investing more in this program, there can be no assurance that our employees or contractors will not violate such laws, rules, regulations, licensing schemes, and industry standards. Any failure or perceived failure to comply with existing or new laws, rules, regulations, licensing schemes, industry standards, or orders of any governmental authority (including changes to or expansion of the interpretation of those laws, regulations, standards or orders), may:

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•subject us to significant fines, penalties, criminal and civil lawsuits, license suspension or revocation, forfeiture of significant assets, audits, inquiries, whistleblower complaints, adverse media coverage, investigations, and enforcement actions in one or more jurisdictions levied by federal, state, local or foreign regulators, state attorneys general, and private plaintiffs who may be acting as private attorneys general pursuant to various applicable federal, state, and local laws;

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•result in additional compliance and licensure requirements;

•increase regulatory scrutiny of our business; and

•restrict our operations and force us to change our business practices or compliance program, make product or operational changes, or delay planned product launches or improvements.

The complexity of U.S. federal and state regulatory and enforcement regimes, coupled with the scope of our international operations and the evolving regulatory environment, could result in a single event giving rise to many overlapping investigations and legal and regulatory proceedings by multiple government authorities in different jurisdictions.

Any of the foregoing could, individually or in the aggregate, harm our reputation as a trusted provider, damage our brands and business, cause us to lose existing customers, prevent us from obtaining new customers, require us to expend significant funds to remedy problems caused by breaches and to avert further breaches, expose us to legal risk and potential liability, and adversely affect our results of operations and financial condition.

We may require additional capital to support the growth of our business, and this capital might not be available on acceptable terms, if at all.

We have funded our operations since inception primarily through equity and debt financings, sales of subscriptions to our products, and usage-based transaction fees. We cannot be certain when or if our operations will generate sufficient cash to fully fund our ongoing operations or the growth of our business. We intend to continue to make investments to support our business, which may require us to engage in equity or debt financings to secure additional funds. We may also seek to raise additional capital from equity or debt financings on an opportunistic basis when we believe there are suitable opportunities for doing so. Additional financing may not be available on terms favorable to us, if at all. If adequate funds are not available on acceptable terms, we may be unable to invest in future growth opportunities, which could harm our business, operating results, and financial condition. If we incur additional debt, the debt holders would have rights senior to holders of common stock to make claims on our assets, and the terms of any debt could restrict our operations, including our ability to pay dividends on our common stock. Furthermore, if we issue additional equity securities, including in connection with merger and acquisition transactions, stockholders will experience dilution. In addition, new equity securities could have rights senior to those of our common stock. During 2022, interest rates have increased and the trading prices for our common stock and other technology companies have been highly volatile, which may reduce our ability to access capital on favorable terms or at all. In addition, a recession or depression, high inflation or other sustained adverse market event could materially and adversely affect our business and the value of our common stock. Because our decision to issue securities in the future will depend on numerous considerations, including factors beyond our control, we cannot predict or estimate the amount, timing, or nature of any future issuances of debt or equity securities. As a result, our stockholders bear the risk of future issuances of debt or equity securities reducing the value of our common stock and diluting their interests.

Our ability to use our net operating losses to offset future taxable income may be subject to certain limitations.

As of June 30, 2022, we had net operating loss (NOL) carryforwards of approximately $1.5 billion, $1.1 billion, and $61.3 million for federal, state and foreign tax purposes, respectively, that are available to reduce future taxable income. If not utilized, the federal and state NOL carryforwards will begin to expire in 2027. As of June 30, 2022, approximately $1.4 billion and $61.3 million of the federal and foreign NOL carryforwards do not expire and will carry forward indefinitely until utilized. As of June 30, 2022, we had research and development tax credit carryforwards of approximately $40.1 million and $27.1 million for federal

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and state tax purposes, respectively. If not utilized, the federal tax credits will expire at various dates beginning in 2028. The state tax credits do not expire and will carry forward indefinitely until utilized. In general, under Sections 382 and 383 of the U.S. Internal Revenue Code of 1986, as amended (the Code), a corporation that undergoes an “ownership change” is subject to limitations on its ability to utilize its pre-change NOLs and other tax attributes such as research tax credits to offset future taxable income or income tax. If it is determined that we have in the past experienced an ownership change, or if we undergo one or more ownership changes as a result of future transactions in our stock, then our ability to utilize NOLs and other pre-change tax attributes

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could be limited by Sections 382 and 383 of the Code. Future changes in our stock ownership, many of which are outside of our control, could result in an ownership change under Sections 382 or 383 of the Code. Furthermore, our ability to utilize NOLs of companies that we may acquire in the future may be subject to limitations. For these reasons, we may not be able to utilize a material portion of the NOLs, even if we were to achieve profitability. In addition, any future changes in tax laws could impact our ability to utilize NOLs in future years and may result in greater tax liabilities than we would otherwise incur and adversely affect our cash flows and financial position.

We could be required to collect additional sales taxes or be subject to other tax liabilities that may increase the costs our customers would have to pay for our offering and adversely affect our operating results.

The vast majority of states have considered or adopted laws that impose tax collection obligations on out-of-state companies. States where we have nexus may require us to calculate, collect, and remit taxes on sales in their jurisdiction. Additionally, the Supreme Court of the U.S. recently ruled in South Dakota v. Wayfair, Inc. et al (Wayfair) that online sellers can be required to collect sales and use tax despite not having a physical presence in the buyer’s state. In response to Wayfair, or otherwise, states or local governments may enforce laws requiring us to calculate, collect, and remit taxes on sales in their jurisdictions. We may be obligated to collect and remit sales and use taxes in states where we have not collected and remitted sales and use taxes. A successful assertion by one or more states requiring us to collect taxes where we historically have not or presently do not do so could result in substantial tax liabilities, including taxes on past sales, as well as penalties and interest. The imposition by state governments or local governments of sales tax collection obligations on out-of-state sellers could also create additional administrative burdens for us, put us at a perceived competitive disadvantage if they do not impose similar obligations on our competitors, and decrease our future sales, which could adversely affect our business and operating results.

Changes in our effective tax rate or tax liability may adversely affect our operating results.

Our effective tax rate could increase due to several factors, including:

•changes in the relative amounts of income before taxes in the various U.S. and international jurisdictions in which we operate due to differing statutory tax rates in various jurisdictions;

•changes in tax laws, tax treaties, and regulations or the interpretation of them, including the 2017 Tax Act as modified by the CARES Act, and the Inflation Reduction Act of 2022;

•changes to our assessment about our ability to realize our deferred tax assets that are based on estimates of our future results, the prudence and feasibility of possible tax planning strategies, and the economic and political environments in which we do business;

•the outcome of current and future tax audits, examinations, or administrative appeals; and

•limitations or adverse findings regarding our ability to do business in some jurisdictions.

Any of these developments could adversely affect our operating results.

Natural catastrophic events, pandemics, and man-made problems such as power-disruptions, computer viruses, data security breaches, war, and terrorism may disrupt our business.

Natural disasters, pandemics such as COVID-19, other catastrophic events and man-made problems, such as terrorism, war or economic or trade sanctions related to war (including the 2022 Russian invasion of Ukraine), may cause damage or disruption to our operations, international commerce and the global economy, and thus could harm our business. We have a large employee presence in the San Francisco Bay Area in

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California, Draper, Utah, Houston, Texas and Sydney, Australia, and our data centers are located in California and Arizona. The west coast of the U.S. contains active earthquake zones, the Houston area frequently experiences significant hurricanes and Sydney frequently experiences wildfires. In the event of a major earthquake, hurricane or catastrophic event such as fire, flooding, power loss, telecommunications failure, vandalism, cyber-attack, war, or terrorist attack, we may be unable to continue our operations and may endure system interruptions, reputational harm, delays in our application development, lengthy interruptions in our

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products, breaches of data security, and loss of critical data, all of which could harm our business, operating results, and financial condition. In addition, data centers depend on predictable and reliable energy and networking capabilities, which could be affected by a variety of factors, including climate change.

Additionally, as computer malware, viruses, and computer hacking, fraudulent use attempts, and phishing attacks have become more prevalent, we, and third parties upon which we rely, face increased risk in maintaining the performance, reliability, security, and availability of our solutions and related services and technical infrastructure to the satisfaction of our customers. Any computer malware, viruses, computer hacking, fraudulent use attempts, phishing attacks, or other data security breaches related to our network infrastructure or information technology systems or to computer hardware we lease from third parties, could, among other things, harm our reputation and our ability to retain existing customers and attract new customers.

In addition, the insurance we maintain may be insufficient to cover our losses resulting from disasters, cyber-attacks, or other business interruptions, and any incidents may result in loss of, or increased costs of, such insurance.

If we fail to maintain an effective system of disclosure controls and internal control over financial reporting, our ability to produce timely and accurate financial statements or comply with applicable laws and regulations could be impaired.

We are subject to the reporting requirements of the Securities Exchange Act of 1934, as amended (Exchange Act), the Sarbanes-Oxley Act of 2002 (Sarbanes-Oxley), the Dodd-Frank Wall Street Reform and Consumer Protection Act of 2010, the listing requirements of the New York Stock Exchange (NYSE), and other applicable securities rules and regulations. Compliance with these rules and regulations will increase our legal and financial compliance costs, make some activities more difficult, time consuming, or costly, and increase demand on our systems and resources. The Exchange Act requires, among other things, that we file annual, quarterly, and current reports with respect to our business and operating results. Sarbanes-Oxley requires, among other things, that we maintain effective disclosure controls and procedures and internal control over financial reporting. It may require significant resources and management oversight to maintain and, if necessary, improve our disclosure controls and procedures and internal control over financial reporting to meet this standard. As a result, management’s attention may be diverted from other business concerns, which could adversely affect our business and operating results. Although we have already hired additional employees to comply with these requirements, we may need to hire more employees in the future or engage outside consultants, which would increase our costs and expenses.

We are required, pursuant to Section 404 of Sarbanes-Oxley (Section 404), to furnish a report by management on, among other things, the effectiveness of our internal control over financial reporting. Effective internal control over financial reporting is necessary for us to provide reliable financial reports and, together with adequate disclosure controls and procedures, are designed to prevent fraud. Any failure to implement required new or improved controls, or difficulties encountered in their implementation, could cause us to fail to meet our reporting obligations. Ineffective internal controls could also cause investors to lose confidence in our reported financial information, which could have a negative effect on the trading price of our common stock.

This assessment needs to include disclosure of any material weaknesses identified by our management in our internal control over financial reporting, as well as a statement that our independent registered public accounting firm has issued an opinion on the effectiveness of our internal control over financial reporting. Section 404(b) of the Sarbanes-Oxley Act requires our independent registered public accounting firm to annually attest to the effectiveness of our internal control over financial reporting, which has, and will continue to, require increased costs, expenses, and management resources. An independent assessment of the effectiveness of our internal controls could detect problems that our management’s assessment might not. Undetected material weaknesses in our internal controls could lead us to restate our financial statements, which could cause investors to lose confidence in our reported financial information, have a negative effect on the

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trading price of our common stock, and result in additional costs to remediate such material weaknesses. We are required to disclose changes made in our internal control and procedures on a quarterly basis. To comply with the requirements of being a public company, we may need to undertake various actions, such as implementing new internal controls and procedures and hiring accounting or internal audit staff.

If we are unable to assert that our internal control over financial reporting is effective, or if our independent registered public accounting firm issues an adverse opinion on the effectiveness of our internal

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control, we could lose investor confidence in the accuracy and completeness of our financial reports, which could cause the price of our common stock to decline, and we may be subject to investigation or sanctions by the SEC. In addition, if we are unable to continue to meet these requirements, we may not be able to remain listed on the NYSE.

Our reported financial results may be adversely affected by changes in accounting principles generally accepted in the U.S.

U.S. generally accepted accounting principles (GAAP) is subject to interpretation by the Financial Accounting Standards Board (FASB), the SEC and various bodies formed to promulgate and interpret appropriate accounting principles. A change in these principles or interpretations could have a significant effect on our reported operating results and financial condition and could affect the reporting of transactions already completed before the announcement of a change.

If our estimates or judgments relating to our critical accounting policies prove to be incorrect, our operating results could be adversely affected.

The preparation of financial statements in conformity with GAAP requires management to make estimates and assumptions that affect the amounts reported in the consolidated financial statements and accompanying notes. We base our estimates on historical experience and on various other assumptions that we believe to be reasonable under the circumstances, as provided in the section titled “Management’s Discussion and Analysis of Financial Condition and Operating Results—Critical Accounting Policies and Estimates.” The results of these estimates form the basis for making judgments about the carrying values of assets, liabilities, and equity, and the amount of revenue and expenses that are not readily apparent from other sources. Significant estimates and judgments involve the identification of performance obligations in revenue recognition, valuation of assets acquired and liabilities assumed in a business combination, estimation of fair value of a reporting unit when assessing goodwill impairment, determination of useful lives of finite-lived intangible assets, present value estimation of operating lease liabilities, valuation of stock option grants, and the period of benefit for amortizing deferred commissions. Our operating results may be adversely affected if our assumptions change or if actual circumstances differ from those in our assumptions, which could cause our operating results to fall below the expectations of securities analysts and investors, resulting in a decline in the trading price of our common stock.

Our estimates of market opportunity and forecasts of market growth may prove to be inaccurate, and even if the market in which we compete achieves the forecasted growth, our business could fail to grow at similar rates, if at all.

Market opportunity estimates and growth forecasts, including those we have generated ourselves, are subject to significant uncertainty and are based on assumptions and estimates that may not prove to be accurate. The variables that go into the calculation of our market opportunity are subject to change over time, and there is no guarantee that any particular number or percentage of addressable users or companies covered by our market opportunity estimates will purchase our products at all or generate any particular level of revenue for us. Any expansion in the markets in which we operate depend on a number of factors, including the cost, performance, and perceived value associated with our platforms and those of our competitors. Even if the markets in which we compete meet the size estimates and growth forecasted, our business could fail to grow at similar rates, if at all. Our growth is subject to many factors, including our success in implementing our business strategy, which is subject to many risks and uncertainties. Accordingly, our forecasts of market growth should not be taken as indicative of our future growth.

We rely on assumptions and estimates to calculate certain of our performance metrics, and real or perceived inaccuracies in such metrics may harm our reputation and negatively affect our business.

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We calculate and track certain customer and other performance metrics with internal tools, which are not independently verified by any third-party. While we believe our metrics are reasonable estimates of our customer base and payment and transaction volumes for the applicable period of measurement, the methodologies used to measure these metrics require significant judgment and may be susceptible to algorithm or other technical errors. For example, the accuracy and consistency of our performance metrics may be impacted by changes to internal assumptions regarding how we account for and track customers, limitations on

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system implementations, and limitations on third party tools’ ability to match our database. If the internal tools we use to track these metrics undercount or overcount performance or contain algorithmic or other technical errors, the data we report may not be accurate. In addition, limitations or errors with respect to how we measure data (or the data that we measure) may affect our understanding of certain details of our business, which could affect our longer-term strategies. Further, as our business develops, we may revise or cease reporting certain metrics if we determine that such metrics are no longer accurate or appropriate measures of our performance. If our performance metrics are not accurate representations of our business, customer base, or payment or transaction volumes; if we discover material inaccuracies in our metrics; or if the metrics we rely on to track our performance do not provide an accurate measurement of our business, our reputation may be harmed, we may be subject to legal or regulatory actions, and our business, financial condition, results of operations, and prospects could be adversely affected.

Any future litigation against us could be costly and time-consuming to defend.

In addition to intellectual property litigation, we have in the past and may in the future become subject to legal proceedings and claims that arise in the ordinary course of business, such as claims brought by our customers in connection with commercial disputes, employment claims made by our current or former employees, or claims for reimbursement following misappropriation of customer data. Litigation might result in substantial costs and may divert management’s attention and resources, which might seriously harm our business, overall financial condition, and operating results. Insurance might not cover such claims, might not provide sufficient payments to cover all the costs to resolve one or more such claims, and might not continue to be available on terms acceptable to us. A claim brought against us that is uninsured or under-insured could result in unanticipated costs, thereby reducing our operating results and leading analysts or potential investors to reduce their expectations of our performance, which could reduce the trading price of our stock.

We are subject to governmental laws and requirements regarding economic and trade sanctions, anti-money laundering, and counter-terror financing that could impair our ability to compete in international markets or subject us to criminal or civil liability if we violate them.

Although we currently only offer our payment and card products to customers in the U.S. and Canada, Invoice2go has international subscribers in approximately 150 countries, including Australia and several EU countries, for which payment activity is conducted through third party payment providers. As we continue to expand internationally we will become subject to additional laws and regulations, and will need to implement new regulatory controls to comply with applicable laws. We are currently required to comply with U.S. economic and trade sanctions administered by the U.S. Department of Treasury’s Office of Foreign Assets Control (OFAC) and we have processes in place to comply with the OFAC regulations as well as similar requirements in other jurisdictions, including the Australian Sanctions Regime, the Canadian Proceeds of Crime and Terrorist Financing Act and, to the extent we expand our offerings into the United Kingdom and the EU, EU money laundering directives. As part of our compliance efforts, we scan our customers against OFAC and other watch lists and have controls to monitor and mitigate these risks. If our services are accessed from a sanctioned country in violation of the trade and economic sanctions, we could be subject to fines or other enforcement action. We are also subject to various anti-money laundering and counter-terrorist financing laws and regulations in the U.S., Canada, Australia and around the world that prohibit, among other things, our involvement in transferring the proceeds of criminal activities.

In the United States, most of our services are subject to anti-money laundering laws and regulations, including the Bank Secrecy Act, as amended (BSA), and similar state laws and regulations. The BSA requires, among other things, money services businesses (MSBs) to develop and implement risk-based anti-money laundering programs, to report suspicious activity, and in some cases, to collect and maintain information about customers who use their services and maintain other transaction records. Regulators in the United States, Canada, Australia and in many other foreign jurisdictions continue to increase their scrutiny of compliance with these obligations, which may require us to further revise or expand our compliance program, including the

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procedures we use to verify the identity of our customers and to monitor transactions on our system, including payments to persons outside of the U.S., Canada and Australia. Regulators regularly re-examine the transaction volume thresholds at which we must obtain and keep applicable records or verify identities of customers, and any change in such thresholds could result in greater costs for compliance.

We are subject to anti-corruption, anti-bribery, and similar laws, and non-compliance with such laws can subject us to criminal or civil liability and harm our business.

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We are subject to the FCPA, U.S. domestic bribery laws, and other anti-corruption laws, including Australia’s anti-bribery laws, the Canadian Criminal Code and the Canadian Corruption of Foreign Public Officials Act. Anti-corruption and anti-bribery laws have been enforced aggressively in recent years and are interpreted broadly to generally prohibit companies, their employees, and their third-party intermediaries from authorizing, offering, or providing, directly or indirectly, improper payments or benefits to recipients in the public sector. These laws also require that we keep accurate books and records and maintain internal controls and compliance procedures designed to prevent any such actions. Although we currently only offer our payment and card products to customers in the U.S. and payment services in Canada, Invoice2go has international subscribers in approximately 150 countries, including Australia and several EU countries for which payment activity is conducted through third party payment providers. As we increase our international cross-border business and expand operations abroad, we may engage with business partners and third-party intermediaries to market our services and obtain necessary permits, licenses, and other regulatory approvals. In addition, we or our third-party intermediaries may have direct or indirect interactions with officials and employees of government agencies or state-owned or affiliated entities. We can be held liable for the corrupt or other illegal activities of these third-party intermediaries, our employees, representatives, contractors, partners, and agents, even if we do not explicitly authorize such activities.

We cannot assure you that all of our employees and agents will not take actions in violation of our policies and applicable law, for which we may be ultimately held responsible. As we increase our international business, our risks under these laws may increase.

Detecting, investigating, and resolving actual or alleged violations of anti-corruption laws can require a significant diversion of time, resources, and attention from senior management. In addition, noncompliance with anti-corruption or anti-bribery laws could subject us to whistleblower complaints, investigations, sanctions, settlements, prosecution, enforcement actions, fines, damages, other civil or criminal penalties, injunctions, suspension or debarment from contracting with certain persons, reputational harm, adverse media coverage, and other collateral consequences. If any subpoenas are received or investigations are launched, or governmental or other sanctions are imposed, or if we do not prevail in any possible civil or criminal proceeding, our business, operating results, and financial condition could be materially harmed. In addition, responding to any action will likely result in a materially significant diversion of management’s attention and resources and significant defense costs and other professional fees.

If we cannot maintain our company culture as we grow, our success and our business may be harmed.

We believe our culture has been a key contributor to our success to date and that the critical nature of the platform that we provide promotes a sense of greater purpose and fulfillment in our employees. Inorganic growth through mergers and acquisitions may pose significant challenges to assimilating the company cultures of acquired companies. Any failure to preserve our culture could negatively affect our ability to retain and recruit personnel, which is critical to our growth, and to effectively focus on and pursue our corporate objectives. As we grow and develop the infrastructure of a public company, we may find it difficult to maintain these important aspects of our culture. If we fail to maintain our company culture, our business and competitive position may be adversely affected.

We are exposed to foreign currency exchange risk relating to our Australian operations.

We are exposed to foreign currency exchange risk relating to our Australian operations and Australian subsidiary. A change in foreign currency exchange rates, particularly in Australian dollars to U.S. dollars, can affect our financial results due to transaction gains or losses related to the remeasurement of certain monetary asset and monetary liability balances that are denominated in currencies other than U.S. dollars, which is the

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functional currency of our Australian subsidiary. In addition, we expect our exposure to foreign currency rate risks in the future to increase as our international operations increase.

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Risks Related to Our Indebtedness

Our debt service obligations, including the Notes, may adversely affect our financial condition and results of operations.

As of ~~September 30,~~December 31, 2022, we had $1.15 billion aggregate principal amount of the 0% Convertible Notes outstanding (the 2025 Notes) due on December 1, 2025, $575.0 million aggregate principal amount of the 0% convertible senior notes outstanding due on April 1, 2027 (the 2027 Notes) and had drawn ~~$75.0~~$112.5 million under our Revolving Credit Facility, as described in Note 87 to the consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q. Our ability to make payments of the principal of, to pay interest on or to refinance our indebtedness, including the 2025 Notes and 2027 Notes (collectively, the Notes) and our Revolving Credit Facility, depends on our future performance, which is subject to economic, financial, competitive, and other factors beyond our control. Moreover, our obligations under the Revolving Credit Facility are secured by our Divvy credit card receivables and certain other collateral. Our business may not generate cash flow from operations in the future sufficient to service our debt and make necessary capital expenditures. If we are unable to generate such cash flow, we may be required to adopt one or more alternatives, such as selling assets, restructuring debt, or obtaining additional debt financing or equity capital on terms that may be onerous or highly dilutive. Our ability to refinance any future indebtedness will depend on the capital markets and our financial condition at such time. We may not be able to engage in any of these activities or engage in these activities on desirable terms, which could result in a default on our debt obligations. In addition, any of our future debt agreements may contain restrictive covenants that may prohibit us from adopting any of these alternatives. Our failure to comply with these covenants could result in an event of default which, if not cured or waived, could result in the acceleration of our debt.

In addition, our indebtedness, combined with our other financial obligations and contractual commitments, could have other important consequences. For example, it could:

•make us more vulnerable to adverse changes in general U.S. and worldwide economic, industry, and competitive conditions and adverse changes in government regulation;

•limit our flexibility in planning for, or reacting to, changes in our business and our industry;

•place us at a disadvantage compared to our competitors who have less debt;

•limit our ability to borrow additional amounts to fund acquisitions, for working capital, and for other general corporate purposes; and

•make an acquisition of our company less attractive or more difficult.

Any of these factors could harm our business, results of operations, and financial condition. In addition, if we incur additional indebtedness, the risks related to our business and our ability to service or repay our indebtedness would increase. We are also required to comply with the covenants set forth in the Indentures governing the Notes. Our ability to comply with these covenants may be affected by events beyond our control. If we breach any of the covenants and do not obtain a waiver from the note holders or lenders, then, subject to applicable cure periods, any outstanding indebtedness may be declared immediately due and payable. In addition, changes by any rating agency to our credit rating may negatively impact the value and liquidity of our securities. Downgrades in our credit ratings could restrict our ability to obtain additional financing in the future and could affect the terms of any such financing.

We may not have the ability to raise the funds necessary for cash settlement upon conversion of the Notes or to repurchase the Notes for cash upon a fundamental change, and our future debt may contain limitations on our ability to pay cash upon conversion of the Notes or to repurchase the Notes.

Holders of the Notes have the right to require us to repurchase their notes upon the occurrence of a fundamental change (as defined in the Indentures governing the 2025 Notes and 2027 Notes, respectively) at a repurchase price equal to 100% of the principal amount of the Notes to be repurchased, plus accrued and unpaid special interest, if any. In addition, upon conversion of the Notes, unless we elect to deliver solely shares of our common stock to settle such conversion (other than paying cash in lieu of delivering any fractional share), we will be required to make cash payments in respect of the Notes being converted. However, we may not have enough available cash or be able to obtain financing at the time we are required to make repurchases of the Notes surrendered or the Notes being converted. In addition, our ability to repurchase the Notes or to pay cash

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upon conversions of the Notes may be limited by law, by regulatory authority or by agreements governing our future indebtedness.

In addition to the Notes, we and our subsidiaries may incur substantial additional debt in the future, subject to the restrictions contained in our current and future debt instruments, some of which may be secured debt. We are not restricted under the terms of the Indentures governing the Notes from incurring additional debt, securing existing or future debt, recapitalizing our debt or taking a number of other actions that could have the effect of diminishing our ability to make payments on the Notes when due.

Our failure to repurchase the Notes at a time when the repurchase is required by the applicable Indenture or to pay any cash payable on future conversions of the Notes as required by such Indenture would constitute a default under that Indenture. A default under one of the Indentures or the fundamental change itself could also lead to a default under the other Indenture or other agreements governing our existing or future indebtedness. If the repayment of the related indebtedness were to be accelerated after any applicable notice or grace periods, we may not have sufficient funds to repay the indebtedness and repurchase the Notes or make cash payments upon conversions thereof.

The conditional conversion feature of the Notes, when triggered, may adversely affect our financial condition and operating results.

Prior to the close of business on the business day immediately preceding September 1, 2025, in the case of the 2025 Notes, and January 1, 2027, in the case of the 2027 Notes, the holders of the applicable Notes may elect to convert their Notes during any calendar quarter (and only during such calendar quarter) if the last reported sale price of our common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on, and including, the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price on each applicable trading day (Conversion Condition). The Conversion Condition for the 2025 Notes was not triggered as of ~~September 30,~~December 31, 2022, but had been triggered in several prior quarters. In the event the Conversion Condition is triggered, holders of the Notes will be entitled to convert the Notes at any time during specified periods at their option. If one or more holders elect to convert their Notes, unless we elect to satisfy our conversion obligation by delivering solely shares of our common stock (other than paying cash in lieu of delivering any fractional share), we would be required to settle a portion or all of our conversion obligation through the payment of cash, which could adversely affect our liquidity. In addition, even if holders do not elect to convert their Notes, we could be required under applicable accounting rules to reclassify all or a portion of the outstanding principal of the Notes as a current rather than long-term liability, which would result in a material reduction of our net working capital.

The Capped Calls may affect the value of our Notes and our common stock.

In connection with the sale of each of the 2025 Notes and the 2027 Notes, we entered into privately negotiated Capped Call transactions (collectively, the Capped Calls) with certain financial institutions (option counterparties). The Capped Call transactions are expected generally to reduce the potential dilution upon conversion of the Notes and/or offset any cash payments we are required to make in excess of the principal amount of converted Notes, as the case may be, with such reduction and/or offset subject to a cap.

The option counterparties and/or their respective affiliates may modify their hedge positions by entering into or unwinding various derivatives with respect to our common stock and/or purchasing or selling our common stock or other securities of ours in secondary market transactions prior to the applicable maturity of the 2025 Notes and the 2027 Notes (and are likely to do so following any conversion, repurchase, or redemption of the Notes, to the extent we exercise the relevant election under the Capped Calls). This activity could also cause or avoid an increase or a decrease in the market price of our common stock or the Notes, which could affect note holders’ ability to convert the Notes and, to the extent the activity occurs during any observation period related to a conversion of the Notes, it could affect the number of shares and value of the consideration that note holders will receive upon conversion of the Notes.

We do not make any representation or prediction as to the direction or magnitude of any potential effect that the transactions described above may have on the price of the Notes or our common stock. In addition, we do not make any representation that the option counterparties will engage in these transactions or that these transactions, once commenced, will not be discontinued without notice.

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We are subject to counterparty risk with respect to the Capped Calls.

The option counterparties are financial institutions, and we are subject to the risk that any or all of them might default under the Capped Calls. Our exposure to the credit risk of the option counterparties will not be secured by any collateral. Past global economic conditions have resulted in the actual or perceived failure or financial difficulties of many financial institutions. If an option counterparty becomes subject to insolvency proceedings, we will become an unsecured creditor in those proceedings with a claim equal to our exposure at that time under the Capped Calls with such option counterparty. Our exposure will depend on many factors but, generally, an increase in our exposure will be correlated to an increase in the market price and in the volatility of our common stock. In addition, upon a default by an option counterparty, we may suffer adverse tax consequences and more dilution than we currently anticipate with respect to our common stock. We can provide no assurance as to the financial stability or viability of the option counterparties.

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Risks Related to Ownership of Our Common Stock

The stock price of our common stock has been, and will likely continue to be volatile, and you may lose part or all of your investment.

The market for our common stock has been, and will likely continue to be, volatile. In addition to the factors discussed in this report, the market price of our common stock may fluctuate significantly in response to numerous factors, many of which are beyond our control, including:

•overall performance of the equity markets;

•actual or anticipated fluctuations in our revenue and other operating results;

•changes in the financial projections we may provide to the public or our failure to meet these projections;

•failure of securities analysts to initiate or maintain coverage of us, changes in financial estimates by any securities analysts who follow our company, or our failure to meet these estimates or the expectations of investors;

•recruitment or departure of key personnel;

•the economy as a whole and market conditions in our industry, such as high inflation, high interest rate and recessionary environments;

•the global macroeconomic impact of the COVID-19 pandemic;

•negative publicity related to the real or perceived quality of our platform, as well as the failure to timely launch new products and services that gain market acceptance;

•rumors and market speculation involving us or other companies in our industry;

•announcements by us or our competitors of new products or services, commercial relationships, or significant technical innovations;

•acquisitions, partnerships, joint ventures, or capital commitments;

•new laws or regulations or new interpretations of existing laws or regulations applicable to our business;

•lawsuits threatened or filed against us, litigation involving our industry, or both;

•developments or disputes concerning our or other parties’ products, services or intellectual property rights;

•changes in accounting standards, policies, guidelines, interpretations, or principles;

•interpretations of any of the above or other factors by trading algorithms, including those that employ natural language processing and related methods to evaluate our public disclosures;

•other events or factors, including those resulting from war (such as the war in Ukraine), incidents of terrorism, or responses to these events;

•the expiration of contractual lock-up agreements; and

•sales of shares of our common stock by us or our stockholders.

In addition, the stock markets have experienced extreme price and volume fluctuations that have affected and continue to affect the market prices of equity securities of many companies. Stock prices of many companies, and technology companies in particular, have fluctuated in a manner unrelated or disproportionate to the operating performance of those companies. In the past, stockholders have instituted securities class action litigation following periods of market volatility. If we were to become involved in securities litigation, it could subject us to substantial costs, divert resources and the attention of management from our business, and adversely affect our business.

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Anti-takeover provisions in our charter documents and under Delaware law could make an acquisition of our company more difficult, limit attempts by our stockholders to replace or remove our current management, and affect the market price of our common stock.

Provisions in our restated certificate of incorporation and restated bylaws may have the effect of delaying or preventing a change of control or changes in our management. Our restated certificate of incorporation and restated bylaws include provisions that:

•authorize our board of directors to issue, without further action by the stockholders, shares of undesignated preferred stock with terms, rights, and preferences determined by our board of directors that may be senior to our common stock;

•require that any action to be taken by our stockholders be affected at a duly called annual or special meeting and not by written consent;

•specify that special meetings of our stockholders can be called only by our board of directors, the chairperson of our board of directors, or our chief executive officer;

•establish an advance notice procedure for stockholder proposals to be brought before an annual meeting, including proposed nominations of persons for election to our board of directors;

•establish that our board of directors is divided into three classes, with each class serving three-year staggered terms;

•prohibit cumulative voting in the election of directors;

•provide that our directors may be removed for cause only upon the vote of sixty-six and two-thirds percent (66 2/3%) of our outstanding shares of common stock;

•provide that vacancies on our board of directors may be filled only by a majority vote of directors then in office, even though less than a quorum; and

•require the approval of our board of directors or the holders of at least sixty-six and two-thirds percent (66 2/3%) of our outstanding shares of common stock to amend our bylaws and certain provisions of our certificate of incorporation.

In addition, our restated certificate of incorporation provides that the Court of Chancery of the State of Delaware, to the fullest extent permitted by law, will be the exclusive forum for any derivative action or proceeding brought on our behalf, any action asserting a breach of fiduciary duty, any action asserting a claim against us arising pursuant to the Delaware General Corporation Law (DGCL), our restated certificate of incorporation, or our restated bylaws, or any action asserting a claim against us that is governed by the internal affairs doctrine. This choice of forum provision may limit a stockholder’s ability to bring a claim in a judicial forum that it finds favorable for disputes with us or any of our directors, officers, or other employees, which may discourage lawsuits against us and our directors, officers, and other employees. This exclusive forum provision will not apply to claims that are vested in the exclusive jurisdiction of a court or forum other than the Court of Chancery of the State of Delaware, or for which the Court of Chancery of the State of Delaware does not have subject matter jurisdiction. For instance, the provision would not preclude the filing of claims brought to enforce any liability or duty created by the Exchange Act or Securities Act or the rules and regulations thereunder in federal court.

Moreover, Section 203 of the DGCL may discourage, delay, or prevent a change in control of our company. Section 203 imposes certain restrictions on mergers, business combinations, and other transactions between us and holders of 15% or more of our common stock.

We have incurred and will continue to incur increased costs as a result of operating as a public company, and our management is required to devote substantial time to compliance with our public company responsibilities and corporate governance practices.

As a public company, we will incur significant legal, accounting, and other expenses that we did not incur as a private company, which we expect to further increase. Sarbanes-Oxley, the Dodd-Frank Wall Street

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Reform and Consumer Protection Act, the listing requirements of the NYSE, and other applicable securities rules and regulations impose various requirements on public companies. Our management and other personnel devote a substantial amount of time to compliance with these requirements. Moreover, these rules and regulations will increase our legal and financial compliance costs and will make some activities more time-consuming and costly compared to when we were a private company.

Our management team has limited experience managing a public company.

Our management team has limited experience managing a publicly traded company, interacting with public company investors and securities analysts, and complying with the increasingly complex laws pertaining to public companies. These new obligations and constituents require significant attention from our management team and could divert their attention away from the day-to-day management of our business, which could harm our business, operating results, and financial condition.

We do not intend to pay dividends for the foreseeable future.

We have never declared or paid any cash dividends on our capital stock, and we do not intend to pay any cash dividends in the foreseeable future. Any determination to pay dividends in the future will be at the discretion of our board of directors. Accordingly, investors must rely on sales of their common stock after price appreciation, which may never occur, as the only way to realize any future gains on their investments.

If securities or industry analysts do not publish research or publish unfavorable or inaccurate research about our business, our stock price and trading volume could decline.

Our stock price and trading volume is heavily influenced by the way analysts and investors interpret our financial information and other disclosures. If securities or industry analysts do not publish research or reports about our business, downgrade our common stock, or publish negative reports about our business, our stock price would likely decline. If one or more of these analysts cease coverage of us or fail to publish reports on us regularly, demand for our common stock could decrease, which might cause our stock price to decline and could decrease the trading volume of our common stock.

Sales of substantial amounts of our common stock in the public markets, particularly sales by our directors, executive officers, and significant stockholders, or the perception that these sales could occur, could cause the market price of our common stock to decline and may make it more difficult for you to sell your common stock at a time and price that you deem appropriate.

The market price of our common stock could decline as a result of sales of a large number of shares of our common stock in the market. The perception that these sales might occur may also cause the market price of our common stock to decline. We had a total of ~~105,632,997~~106,335,662 shares of our common stock outstanding as of ~~September 30,~~December 31, 2022. All shares of our common stock are either freely tradable, generally without restrictions or further registration under the Securities Act, or have been registered for resale under the Securities Act by us, subject to certain exceptions for shares held by our “affiliates” as defined in Rule 144 under the Securities Act.

In addition, we have filed registration statements on Form S-8 to register shares reserved for future issuance under our equity compensation plans. Subject to the satisfaction of vesting conditions, the shares issued upon exercise of outstanding stock options or settlement of outstanding restricted stock units will be available for immediate resale in the United States in the open market.

In addition, we have in the past, and may in the future, issue our shares of common stock or securities convertible into our common stock from time to time in connection with financings, acquisitions, investments, or otherwise. We also expect to grant additional equity awards to employees and directors under our 2019 Equity Incentive Plan and rights to purchase our common stock under our 2019 Employee Stock Purchase Plan. Any such issuances could result in substantial dilution to our existing stockholders and cause the trading price of our common stock to decline.

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ITEM 2: UNREGISTERED SALES OF EQUITY SECURITIES AND USE OF PROCEEDS

Recent Sales of Unregistered Equity Securities

~~None.~~On November 16, 2022, we issued 39,753 shares of our common stock to two individuals in connection with an acquisition. The transaction was exempt from registration under Section 4(a)(2) of the Securities Act.

ITEM 3. DEFAULTS UPON SENIOR SECURITIES

Not applicable.

ITEM 4. MINE SAFETY DISCLOSURES

Not applicable.

ITEM 5. OTHER INFORMATION

Not applicable.

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ITEM 6:6. EXHIBITS

Incorporated by Reference

Exhibit
Number

Description

Form

File No.

Exhibit
Number

Filing Date

Filed
Herewith

10.1†

~~Amendment No. 3 to Revolving Credit~~Letter Agreement between the Registrant and ~~Security Agreement, by and among Goldman Sachs Bank USA, the lenders party thereto and Divvy Peach, LLC, dated as of August 29, 2022.~~Blake Murray

31.1

Certification of Principal Executive Officer Pursuant to Rules 13a-14(a) and 15d-14(a) under the Securities Exchange Act of 1934, as Adopted Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002

31.2

Certification of Principal Financial Officer Pursuant to Rules 13a-14(a) and 15d-14(a) under the Securities Exchange Act of 1934, as Adopted Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002

32.1*

Certification of Principal Executive Officer Pursuant to 18 U.S.C. Section 1350, as Adopted Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002

32.2*

Certification of Principal Financial Officer Pursuant to 18 U.S.C. Section 1350, as Adopted Pursuant to Section 906 of the Sarbanes-Oxley Act of 22002~~002~~

101.INS

Inline XBRL Instance Document – the instance document does not appear in the Interactive Data File because XBRL tags are embedded within the Inline XBRL ~~document.~~document

101.SCH

Inline XBRL Taxonomy Extension Schema Document

101.CAL

Inline XBRL Taxonomy Extension Calculation Linkbase Document

101.DEF

Inline XBRL Taxonomy Extension Definition Linkbase Document

101.LAB

Inline XBRL Taxonomy Extension Label Linkbase Document

101.PRE

Inline XBRL Taxonomy Extension Presentation Linkbase Document

104

Cover Page Interactive Data File (embedded within the Inline XBRL document)

†~~Certain schedules and exhibits have been omitted pursuant to Item 601(a)(5) of Regulation S-K. The Registrant will furnish to the SEC copies of any such schedules upon request.~~Indicates management contract or compensatory plan.

*The certifications furnished in Exhibits 32.1 and 32.2 hereto are deemed to accompany this Quarterly Report on Form 10-Q and are not deemed “filed” for purposes of Section 18 of the Exchange Act, or otherwise subject to the liability of that section, nor shall they be deemed incorporated by reference into any filing under the Securities Act of the Exchange Act.

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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 hereunto duly authorized.


~~November 4, 2022~~February 3, 2023	By:	/s/ René Lacerte
(Date)		René Lacerte
		Chief Executive Officer
		(Principal Executive Officer)

~~November 4, 2022~~February 3, 2023	By:	/s/ John Rettig
(Date)		John Rettig
		Chief Financial Officer and Executive Vice President, Finance and Operations
		(Principal Financial Officer)

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	Three months ended September 30, 2022
	Common stock			Additional paid-in capital		Accumulated other comprehensive loss		Accumulated deficit		Total stockholders' equity
	Shares	Amount
Balance at June 30, 2022	104,731	$	2	$	4,598,737	$	(10,217)	$	(544,828)	$	4,043,694
Issuance of common stock upon exercise of stock options and release of restricted stock units	835	—		8,494		—		—		8,494
Issuance of common stock under the employee stock purchase plan	67	—		3,901		—		—		3,901
Stock-based compensation	—	—		73,352		—		—		73,352
Other comprehensive loss	—	—		—		(270)		—		(270)
Net loss	—	—		—		—		(81,640)		(81,640)
Balance at September 30, 2022	105,633	$	2	$	4,684,484	$	(10,487)	$	(626,468)	$	4,047,531


	Three Months Ended September 30, 2021
	Common stock			Additional paid-in capital		Accumulated other comprehensive income		Accumulated deficit		Total stockholders' deficit
	Shares	Amount
Balance at June 30, 2021	94,504	$	2	$	2,777,155	$	(100)	$	(247,467)	$	2,529,590
Cumulative effect of the accounting change upon the adoption of ASU 2020-06	—	—		(245,066)		—		29,000		(216,066)
Issuance of common stock upon public offering, net of underwriting discounts and other offering costs	5,074	—		1,341,122		—		—		1,341,122
Issuance of common stock as consideration for an acquisition, net of issuance costs	1,788	—		488,263		—		—		488,263
Fair value of replacement awards	—	—		26,710		—		—		26,710
Issuance of common stock upon exercise of stock options and release of restricted stock units	1,033	—		8,644		—		—		8,644
Issuance of common stock under the employee stock purchase plan	40	—		5,726		—		—		5,726
Purchase of capped calls	—	—		(37,893)		—		—		(37,893)
Stock-based compensation	—	—		38,839		—		—		38,839
Other comprehensive loss	—	—		—		(39)		—		(39)
Net loss	—	—		—		—		(74,259)		(74,259)
Balance at September 30, 2021	102,439	$	2	$	4,403,500	$	(139)	$	(292,726)	$	4,110,637