Table of Contents
UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
Washington D.C. 20549
___________________________________________________________________________ 
FORM 10-Q
____________________________________________________________________________________________________________________________________________________ 
QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
For the quarterly period ended June 30, 2022March 31, 2023
OR
TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
                    For the transition period from     to .

Commission File Number: 001-33554
___________________________________________________________________________ 
pro-20220630_g1.jpgPROS logo.jpg
PROS HOLDINGS, INC.
(Exact name of registrant as specified in its charter)
__________________________________________________________________________ 
Delaware76-0168604
(State of Incorporation)(I.R.S. Employer Identification No.)
3200 Kirby Drive, Suite 60077098
HoustonTX
(Address of Principal Executive Offices)(Zip Code)
(713)335-5151
(Registrant's telephone number, including area code)
0000
(Former address, if changed since last report)
3200 Kirby Drive, Suite 60077098
HoustonTX
(Address of Principal Executive Offices)(Zip Code)
(713)335-5151
(Registrant's telephone number, including area code)
(Former address, if changed since last report)

Securities registered pursuant to Section 12(b) of the Act:
Title of each classTrading symbol(s)Name of each exchange on which registered
Common stock $0.001 par value per sharePRONew York Stock Exchange

    Indicate by check mark whether 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      No  

    Indicate by check mark whether the registrant has submitted electronically and posted on its corporate Web site, if any, every Interactive Data File required to be submitted and posted 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 and post such files).    Yes     No  

    Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, or a smaller reporting company, or an emerging growth company. See the definitions of "large accelerated filer," "accelerated filer", "smaller reporting company", and "smaller reporting"emerging growth company" in Rule 12b-2 of the Exchange Act.
Large accelerated filerAccelerated Filer
Non-Accelerated Filer
 (do not check if a smaller reporting company)
Smaller Reporting Company
Emerging Growth Company

    If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act.

    Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act).    Yes   No  

    The number of shares outstanding of the registrant's Common Stock, $0.001 par value, was 45,305,50846,044,260 as of JulyApril 25, 2022.2023.


Table of Contents
PROS Holdings, Inc.
Form 10-Q
For the Quarterly Period Ended June 30, 2022March 31, 2023

Table of Contents
 Page
Item 1.
Item 2.Management's Discussion and Analysis of Financial Condition and Results of Operations
Item 3.
Item 4.
Item 1.
Item 1A.
Item 2.
Item 3.
Item 4.
Item 5.
Item 6.

CAUTIONARY NOTE REGARDING FORWARD-LOOKING STATEMENTS

This Quarterly Report on Form 10-Q contains "forward-looking statements" within the meaning of the Private Securities Litigation Reform Act of 1995, Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended ("Exchange Act"). All statements in this report other than historical facts are forward-looking and are based on current estimates, assumptions, trends, and projections. Statements which include the words "believes," "seeks," "expects," "may," "should," "intends," "likely," "targets," "plans," "anticipates," "estimates," or the negative version of those words and similar expressions are intended to identify forward-looking statements. Numerous important factors, risks and uncertainties affect our operating results, including, without limitation, those described in our Annual Report on Form 10-K and in this Quarterly Report on Form 10-Q, and could cause our actual results to differ materially, from the results implied by these or any other forward-looking statements made by us or on our behalf. You should pay particular attention to the important risk factors and cautionary statements described in the section of our Annual Report on Form 10-K entitled "Risk Factors" and the section of this Quarterly Report on Form 10-Q entitled "Risk Factors." You should also carefully review the cautionary statements described in the other documents we file with the Securities and Exchange Commission, specifically the Annual Report on Form 10-K, all Quarterly Reports on Form 10-Q and Current Reports on Form 8-K.

You should not rely on forward-looking statements as predictions of future events, as we cannot guarantee that future results, levels of activity, performance or achievements will meet expectations. The forward-looking statements made herein are only made as of the date hereof, and we undertake no obligation to publicly update such forward-looking statements for any reason.
                        3

Table of Contents
PART I.     FINANCIAL INFORMATION
ITEM 1. INTERIM CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED)

PROS Holdings, Inc.
Condensed Consolidated Balance Sheets
(In thousands, except share and per share amounts)
(Unaudited) 
June 30, 2022December 31, 2021March 31, 2023December 31, 2022
Assets:Assets:Assets:
Current assets:Current assets:Current assets:
Cash and cash equivalentsCash and cash equivalents$215,178 $227,553 Cash and cash equivalents$192,376 $203,627 
Trade and other receivables, net of allowance of $1,044 and $1,206, respectively34,415 40,581 
Trade and other receivables, net of allowance of $722 and $609, respectivelyTrade and other receivables, net of allowance of $722 and $609, respectively45,787 48,178 
Deferred costs, currentDeferred costs, current5,961 5,772 Deferred costs, current6,433 6,032 
Prepaid and other current assetsPrepaid and other current assets11,935 9,623 Prepaid and other current assets12,149 9,441 
Total current assetsTotal current assets267,489 283,529 Total current assets256,745 267,278 
Property and equipment, netProperty and equipment, net27,341 30,958 Property and equipment, net25,442 25,012 
Operating lease right-of-use assetsOperating lease right-of-use assets20,195 25,732 Operating lease right-of-use assets14,797 17,474 
Deferred costs, noncurrentDeferred costs, noncurrent9,189 9,510 Deferred costs, noncurrent7,938 8,764 
Intangibles, netIntangibles, net22,046 27,618 Intangibles, net16,046 17,851 
GoodwillGoodwill107,334 108,133 Goodwill107,717 107,561 
Other assets, noncurrentOther assets, noncurrent8,156 9,003 Other assets, noncurrent8,872 9,012 
Total assetsTotal assets$461,750 $494,483 Total assets$437,557 $452,952 
Liabilities and Stockholders' (Deficit) Equity:Liabilities and Stockholders' (Deficit) Equity:Liabilities and Stockholders' (Deficit) Equity:
Current liabilities:Current liabilities:Current liabilities:
Accounts payable and other liabilitiesAccounts payable and other liabilities$5,978 $4,034 Accounts payable and other liabilities$4,197 $7,964 
Accrued liabilitiesAccrued liabilities12,697 12,631 Accrued liabilities13,356 12,854 
Accrued payroll and other employee benefitsAccrued payroll and other employee benefits22,862 31,994 Accrued payroll and other employee benefits15,624 23,797 
Operating lease liabilities, currentOperating lease liabilities, current7,393 8,457 Operating lease liabilities, current5,461 7,662 
Deferred revenue, currentDeferred revenue, current108,207 97,713 Deferred revenue, current122,192 108,659 
Total current liabilitiesTotal current liabilities157,137 154,829 Total current liabilities160,830 160,936 
Deferred revenue, noncurrentDeferred revenue, noncurrent7,278 8,553 Deferred revenue, noncurrent6,161 8,298 
Convertible debt, netConvertible debt, net289,033 288,287 Convertible debt, net290,152 289,779 
Operating lease liabilities, noncurrentOperating lease liabilities, noncurrent32,327 38,034 Operating lease liabilities, noncurrent27,135 28,184 
Other liabilities, noncurrentOther liabilities, noncurrent1,065 1,196 Other liabilities, noncurrent1,247 1,228 
Total liabilitiesTotal liabilities486,840 490,899 Total liabilities485,525 488,425 
Commitments and contingencies (see Note 10)0
Commitments and contingencies (see Note 9)Commitments and contingencies (see Note 9)
Stockholders' (deficit) equity:Stockholders' (deficit) equity:Stockholders' (deficit) equity:
Preferred stock, $0.001 par value, 5,000,000 shares authorized; none issuedPreferred stock, $0.001 par value, 5,000,000 shares authorized; none issued— — Preferred stock, $0.001 par value, 5,000,000 shares authorized; none issued— — 
Common stock, $0.001 par value, 75,000,000 shares authorized; 49,928,002
and 49,201,265 shares issued, respectively; 45,247,279 and 44,520,542 shares outstanding, respectively
50 49 
Common stock, $0.001 par value, 75,000,000 shares authorized; 50,711,964
and 50,318,726 shares issued, respectively; 46,031,241 and 45,638,003 shares outstanding, respectively
Common stock, $0.001 par value, 75,000,000 shares authorized; 50,711,964
and 50,318,726 shares issued, respectively; 46,031,241 and 45,638,003 shares outstanding, respectively
51 50 
Additional paid-in capitalAdditional paid-in capital569,914 546,693 Additional paid-in capital596,805 590,475 
Treasury stock, 4,680,723 common shares, at costTreasury stock, 4,680,723 common shares, at cost(29,847)(29,847)Treasury stock, 4,680,723 common shares, at cost(29,847)(29,847)
Accumulated deficitAccumulated deficit(559,698)(508,652)Accumulated deficit(609,900)(590,898)
Accumulated other comprehensive lossAccumulated other comprehensive loss(5,509)(4,659)Accumulated other comprehensive loss(5,077)(5,253)
Total stockholders' (deficit) equityTotal stockholders' (deficit) equity(25,090)3,584 Total stockholders' (deficit) equity(47,968)(35,473)
Total liabilities and stockholders' (deficit) equityTotal liabilities and stockholders' (deficit) equity$461,750 $494,483 Total liabilities and stockholders' (deficit) equity$437,557 $452,952 
The accompanying notes are an integral part of these unaudited condensed consolidated financial statements.
4

Table of Contents
PROS Holdings, Inc.
Condensed Consolidated Statements of Comprehensive Loss
(In thousands, except per share data)
(Unaudited) 
Three Months Ended June 30,Six Months Ended June 30, Three Months Ended March 31,
2022202120222021 20232022
Revenue:Revenue:Revenue:
SubscriptionSubscription$50,386 $44,224 $99,151 $86,872 Subscription$55,969 $48,765 
Maintenance and supportMaintenance and support7,249 8,570 15,104 18,244 Maintenance and support5,712 7,855 
Total subscription, maintenance and supportTotal subscription, maintenance and support57,635 52,794 114,255 105,116 Total subscription, maintenance and support61,681 56,620 
ServicesServices10,727 9,607 20,599 18,663 Services11,501 9,872 
Total revenueTotal revenue68,362 62,401 134,854 123,779 Total revenue73,182 66,492 
Cost of revenue:Cost of revenue:Cost of revenue:
SubscriptionSubscription13,746 13,589 27,525 27,390 Subscription14,093 13,779 
Maintenance and supportMaintenance and support1,988 2,157 4,155 4,415 Maintenance and support2,282 2,167 
Total cost of subscription, maintenance and supportTotal cost of subscription, maintenance and support15,734 15,746 31,680 31,805 Total cost of subscription, maintenance and support16,375 15,946 
ServicesServices11,907 10,658 23,322 21,091 Services13,167 11,415 
Total cost of revenueTotal cost of revenue27,641 26,404 55,002 52,896 Total cost of revenue29,542 27,361 
Gross profitGross profit40,721 35,997 79,852 70,883 Gross profit43,640 39,131 
Operating expenses:Operating expenses:Operating expenses:
Selling and marketingSelling and marketing24,020 21,190 49,307 42,754 Selling and marketing26,010 25,287 
Research and developmentResearch and development23,401 20,454 47,868 41,379 Research and development22,291 24,467 
General and administrativeGeneral and administrative13,837 10,659 28,166 23,646 General and administrative14,135 14,329 
Impairment of fixed assetsImpairment of fixed assets— — 1,551 — Impairment of fixed assets— 1,551 
Loss from operationsLoss from operations(20,537)(16,306)(47,040)(36,896)Loss from operations(18,796)(26,503)
Convertible debt interest and amortizationConvertible debt interest and amortization(1,576)(1,576)(3,152)(3,152)Convertible debt interest and amortization(1,576)(1,576)
Other (expense) income, net(2)(420)290 
Other income (expense), netOther income (expense), net1,451 (418)
Loss before income tax provisionLoss before income tax provision(22,115)(17,878)(50,612)(39,758)Loss before income tax provision(18,921)(28,497)
Income tax provisionIncome tax provision291 168 434 317 Income tax provision81 143 
Net lossNet loss$(22,406)$(18,046)$(51,046)$(40,075)Net loss$(19,002)$(28,640)
Net loss per share:Net loss per share:Net loss per share:
Basic and dilutedBasic and diluted$(0.50)$(0.41)$(1.13)$(0.90)Basic and diluted$(0.41)$(0.64)
Weighted average number of shares:Weighted average number of shares:Weighted average number of shares:
Basic and dilutedBasic and diluted45,222 44,321 45,154 44,283 Basic and diluted45,926 45,085 
Other comprehensive loss, net of tax:Other comprehensive loss, net of tax:Other comprehensive loss, net of tax:
Foreign currency translation adjustmentForeign currency translation adjustment$(628)$157 $(850)$(451)Foreign currency translation adjustment$176 $(222)
Other comprehensive (loss) income, net of tax(628)157 (850)(451)
Other comprehensive income (loss), net of taxOther comprehensive income (loss), net of tax176 (222)
Comprehensive lossComprehensive loss$(23,034)$(17,889)$(51,896)$(40,526)Comprehensive loss$(18,826)$(28,862)

The accompanying notes are an integral part of these unaudited condensed consolidated financial statements.
5

Table of Contents
PROS Holdings, Inc.
Condensed Consolidated Statements of Cash Flows
(In thousands)
(Unaudited)
Six Months Ended June 30, Three Months Ended March 31,
20222021 20232022
Operating activities:Operating activities:Operating activities:
Net lossNet loss$(51,046)$(40,075)Net loss$(19,002)$(28,640)
Adjustments to reconcile net loss to net cash used in operating activities:Adjustments to reconcile net loss to net cash used in operating activities:Adjustments to reconcile net loss to net cash used in operating activities:
Depreciation and amortizationDepreciation and amortization8,448 6,092 Depreciation and amortization3,001 4,647 
Amortization of debt issuance costsAmortization of debt issuance costs746 746 Amortization of debt issuance costs373 373 
Share-based compensationShare-based compensation21,991 16,776 Share-based compensation9,904 11,225 
Provision for doubtful accounts(300)(1,690)
Provision for credit lossesProvision for credit losses108 (91)
Loss on disposal of assetsLoss on disposal of assets35 — 
Impairment of fixed assetsImpairment of fixed assets— 1,551 
Impairment of fixed assets1,551 — 
Changes in operating assets and liabilities:Changes in operating assets and liabilities:Changes in operating assets and liabilities:
Accounts and unbilled receivablesAccounts and unbilled receivables6,441 9,919 Accounts and unbilled receivables2,239 (12,130)
Deferred costsDeferred costs132 1,409 Deferred costs425 (48)
Prepaid expenses and other assetsPrepaid expenses and other assets(1,395)1,095 Prepaid expenses and other assets(2,505)(262)
Operating lease right-of-use assets and liabilitiesOperating lease right-of-use assets and liabilities(1,117)26 Operating lease right-of-use assets and liabilities(591)(739)
Accounts payable and other liabilitiesAccounts payable and other liabilities1,629 899 Accounts payable and other liabilities(3,793)3,903 
Accrued liabilitiesAccrued liabilities(68)(201)Accrued liabilities504 (109)
Accrued payroll and other employee benefitsAccrued payroll and other employee benefits(9,144)(2,975)Accrued payroll and other employee benefits(8,174)(13,246)
Deferred revenueDeferred revenue9,187 (1,435)Deferred revenue11,333 22,552 
Net cash used in operating activitiesNet cash used in operating activities(12,945)(9,414)Net cash used in operating activities(6,143)(11,014)
Investing activities:Investing activities:Investing activities:
Purchases of property and equipmentPurchases of property and equipment(769)(2,085)Purchases of property and equipment(1,546)(461)
Investment in equity securities(169)(501)
Net cash used in investing activitiesNet cash used in investing activities(938)(2,586)Net cash used in investing activities(1,546)(461)
Financing activities:Financing activities:Financing activities:
Proceeds from employee stock plansProceeds from employee stock plans1,443 1,596 Proceeds from employee stock plans1,137 1,443 
Tax withholding related to net share settlement of stock awardsTax withholding related to net share settlement of stock awards(212)(352)Tax withholding related to net share settlement of stock awards(4,710)(212)
Net cash provided by financing activities1,231 1,244 
Net cash (used in) provided by financing activitiesNet cash (used in) provided by financing activities(3,573)1,231 
Effect of foreign currency rates on cashEffect of foreign currency rates on cash277 (52)Effect of foreign currency rates on cash11 84 
Net change in cash and cash equivalentsNet change in cash and cash equivalents(12,375)(10,808)Net change in cash and cash equivalents(11,251)(10,160)
Cash and cash equivalents:Cash and cash equivalents:Cash and cash equivalents:
Beginning of periodBeginning of period227,553 329,134 Beginning of period203,627 227,553 
End of periodEnd of period$215,178 $318,326 End of period$192,376 $217,393 
Supplemental disclosure of cash flow information:Supplemental disclosure of cash flow information:Supplemental disclosure of cash flow information:
Noncash investing activities:Noncash investing activities:Noncash investing activities:
Purchase of property and equipment accrued but not paidPurchase of property and equipment accrued but not paid$140 $335 Purchase of property and equipment accrued but not paid$136 $45 
The accompanying notes are an integral part of these unaudited condensed consolidated financial statements.
6

Table of Contents
PROS Holdings, Inc.
Condensed Consolidated Statements of Stockholders’ (Deficit) Equity
(In thousands, except share data)
(Unaudited) 



Three Months Ended June 30, 2022Three Months Ended March 31, 2023
Common StockAdditional Paid-In CapitalTreasury StockAccumulated
Deficit
Accumulated other comprehensive lossTotal Stockholders’
(Deficit) Equity
Common StockAdditional Paid-In CapitalTreasury StockAccumulated
Deficit
Accumulated other comprehensive lossTotal Stockholders’
(Deficit) Equity
SharesAmountSharesAmountSharesAmountSharesAmount
Balance at March 31, 202245,179,184 $50 $559,148 4,680,723 $(29,847)$(537,292)$(4,881)$(12,822)
Balance at December 31, 2022Balance at December 31, 202245,638,003 $50 $590,475 4,680,723 $(29,847)$(590,898)$(5,253)$(35,473)
Stock awards net settlementStock awards net settlement68,095 — — — — — — — Stock awards net settlement338,089 (4,711)— — — — (4,710)
Proceeds from employee stock plansProceeds from employee stock plans— — — — — — — — Proceeds from employee stock plans55,149 — 1,137 — — — — 1,137 
Noncash share-based compensationNoncash share-based compensation— — 10,766 — — — — 10,766 Noncash share-based compensation— — 9,904 — — — — 9,904 
Other comprehensive lossOther comprehensive loss— — — — — — (628)(628)Other comprehensive loss— — — — — — 176 176 
Net lossNet loss— — — — — (22,406)— (22,406)Net loss— — — — — (19,002)— (19,002)
Balance at June 30, 202245,247,279 $50 $569,914 4,680,723 $(29,847)$(559,698)$(5,509)$(25,090)
Balance at March 31, 2023Balance at March 31, 202346,031,241 $51 $596,805 4,680,723 $(29,847)$(609,900)$(5,077)$(47,968)

Three Months Ended June 30, 2021
 Common StockAdditional Paid-In CapitalTreasury StockAccumulated
Deficit
Accumulated other comprehensive lossTotal Stockholders’
(Deficit) Equity
 SharesAmountSharesAmount
Balance at March 31, 202144,252,765 $49 $518,338 4,680,723 $(29,847)$(449,472)$(4,039)$35,029 
Stock awards net settlement86,917 — — — — — — — 
Noncash share-based compensation— — 8,588 — — — — 8,588 
Other comprehensive loss— — — — — — 157 157 
Net loss— — — — — (18,046)— (18,046)
Balance at June 30, 202144,339,682 $49 $526,926 4,680,723 $(29,847)$(467,518)$(3,882)$25,728 
The accompanying notes are an integral part of these unaudited condensed consolidated financial statements.













7

Table of Contents
PROS Holdings, Inc.
Condensed Consolidated Statements of Stockholders’ (Deficit) Equity (Continued)
(In thousands, except share data)
(Unaudited) 
Six Months Ended June 30, 2022
Common StockAdditional Paid-In CapitalTreasury StockAccumulated
Deficit
Accumulated other comprehensive lossTotal Stockholders’
(Deficit) Equity
SharesAmountSharesAmount
Balance at December 31, 202144,520,542 $49 $546,693 4,680,723 $(29,847)$(508,652)$(4,659)$3,584 
Stock awards net settlement677,492 (213)— — — — (212)
Proceeds from employee stock plans49,245 — 1,443 — — — — 1,443 
Noncash share-based compensation— — 21,991 — — — — 21,991 
Other comprehensive loss— — — — — — (850)(850)
Net loss— — — — — (51,046)— (51,046)
Balance at June 30, 202245,247,279 $50 $569,914 4,680,723 $(29,847)$(559,698)$(5,509)$(25,090)

Six Months Ended June 30, 2021Three Months Ended March 31, 2022
Common StockAdditional Paid-In CapitalTreasury StockAccumulated
Deficit
Accumulated other comprehensive lossTotal Stockholders’
(Deficit) Equity
Common StockAdditional Paid-In CapitalTreasury StockAccumulated
Deficit
Accumulated other comprehensive lossTotal Stockholders’
(Deficit) Equity
SharesAmountSharesAmount SharesAmountSharesAmount
Balance at December 31, 202043,461,544 $48 $589,040 4,680,723 $(29,847)$(438,773)$(3,431)$117,037 
Balance at December 31, 2021Balance at December 31, 202144,520,542 $49 $546,693 4,680,723 $(29,847)$(508,652)$(4,659)$3,584 
Stock awards net settlementStock awards net settlement836,168 (353)— — — — (352)Stock awards net settlement609,397 (213)— — — — (212)
Proceeds from employee stock plansProceeds from employee stock plans41,970 — 1,596 — — — — 1,596 Proceeds from employee stock plans49,245 — 1,443 — — — — 1,443 
Cumulative effect of adoption of ASU 2020-06— — (80,098)— — 11,330 — (68,768)
Noncash share-based compensationNoncash share-based compensation— — 16,741 — — — — 16,741 Noncash share-based compensation— — 11,225 — — — — 11,225 
Other comprehensive lossOther comprehensive loss— — — — — — (451)(451)Other comprehensive loss— — — — — — (222)(222)
Net lossNet loss— — — — — (40,075)— (40,075)Net loss— — — — — (28,640)— (28,640)
Balance at June 30, 202144,339,682 $49 $526,926 4,680,723 $(29,847)$(467,518)$(3,882)$25,728 
Balance at March 31, 2022Balance at March 31, 202245,179,184 $50 $559,148 4,680,723 $(29,847)$(537,292)$(4,881)$(12,822)
The accompanying notes are an integral part of these unaudited condensed consolidated financial statements.

87

Table of Contents
PROS Holdings, Inc.
Notes to Condensed Consolidated Financial Statements
(Unaudited)

1. Organization and Nature of Operations
    
PROS Holdings, Inc., a Delaware corporation, through its operating subsidiaries (collectively, the "Company"), provides solutions that optimize shopping and selling experiences. PROS solutions leverage artificial intelligence ("AI"), self-learning and automation to ensure that every transactional experience is fast, frictionless and personalized for every shopper, supporting both business-to-business ("B2B") and business-to-consumer ("B2C") companies across industry verticals. Companies can use these selling, pricing, revenue optimization, distribution and retail, and digital offer marketing solutions to assess their market environments in real time to deliver customized prices and offers. The Company's solutions enable their customers to provide the buyers of their products the ability to move fluidly across its customers’from one sales channel to another, whether direct, sales, partner, online, mobile andor other emerging channels, each with a personalized experiencesexperience regardless of which channel buyers choose.is used. The Company's decades of data science and AI expertise are infused into its solutions and are designed to reduce time and complexity through actionable intelligence.

2. Summary of Significant Accounting Policies

Basis of presentation

The accompanying unaudited condensed consolidated financial statements of the Company have been prepared in accordance with generally accepted accounting principles in the United States ("GAAP") for interim financial reporting and applicable quarterly reporting regulations of the Securities and Exchange Commission ("SEC"). In management's opinion, the accompanying interim unaudited condensed consolidated financial statements include all adjustments necessary for a fair statement of the financial position of the Company as of June 30, 2022,March 31, 2023, the results of operations for the three and six months ended June 30,March 31, 2023 and 2022, and 2021, cash flows for the sixthree months ended June 30,March 31, 2023 and 2022, and 2021, and stockholders' (deficit) equity for the three and six months ended June 30, 2022March 31, 2023 and 2021.

Certain prior year amounts have been reclassified for consistency with the current year presentation. Such reclassifications impacted the classification of general and administrative expenses and research and development expenses. These insignificant reclassifications had no effect on the reported results of operations, cash flows, or financial position.2022.
Certain information and disclosures normally included in the notes to the annual financial statements prepared in accordance with GAAP have been omitted from these interim unaudited condensed consolidated financial statements pursuant to the rules and regulations of the SEC. Accordingly, these unaudited condensed consolidated financial statements should be read in conjunction with the consolidated financial statements in the Company's Annual Report on Form 10-K for the fiscal year ended December 31, 20212022 ("Annual Report") filed with the SEC. The unaudited condensed consolidated balance sheet as of December 31, 20212022 was derived from the Company's audited consolidated financial statements but does not include all disclosures required under GAAP.
Risks and uncertainties

Since its initial onset in early 2020, the coronavirus ("COVID-19") pandemic has created significant global uncertainty, and compliance with the various containment measures implemented by governmental authorities has impacted the Company's business, as well as the businesses of its customers, suppliers and other counterparties, and the scope and duration of the outbreak and timeframe for economic recovery is uncertain. As there are no comparable recent events that provide guidance as to the long-term effect of the COVID-19 pandemic, the Company is unable to predict the full impact that COVID-19 will have on its results from operations, financial condition, liquidity and cash flows due to numerous uncertainties, including the duration and severity of the pandemic and containment measures.

Changes in accounting policies

There have been no material changes in the Company’s significant accounting policies and their application as compared to the significant accounting policies described in the Company’s Annual Report on Form 10-K for the year ended December 31, 2021, 2022except for the Company's adoption of certain accounting standards described in more detail under "Recently adopted accounting pronouncements" in this Note 2below..
    
9

Table of Contents
Fair value measurement

The Company's financial assets that are included in cash and cash equivalents and that are measured at fair value on a recurring basis consisted of $179.0176.5 million and $203.3$168.1 million at June 30, 2022March 31, 2023 and December 31, 2021,2022, respectively, and were invested in treasury money market funds. The fair value of the treasury money market funds is determined based on quoted market prices, which represents level 1 in the fair value hierarchy as defined by ASC 820.

Trade and other receivables

Trade and other receivables are primarily comprised of trade receivables, net of allowance for doubtful accounts,credit losses, contract assets and unbilled receivables. The Company records trade accounts receivable for its unconditional rights to consideration arising from the Company's performance under contracts with customers. The Company's standard billing terms are that payment is due upon receipt of invoice, payable generally within thirty to sixty days. The carrying value of such receivables, net of the allowance for doubtful accounts,credit losses, represents their estimated net realizable value. When developing its estimate of expected credit losses on trade and other receivables, the Company considers the available information relevant to assessing the
8

Table of Contents
collectability of cash flows, which includes a combination of both internal and external information relating to past events, current conditions, and future forecasts as well as relevant qualitative and quantitative factors that relate to the environment in which the Company operates.

    Contract assets represent conditional rights to consideration that have been recognized as revenue in advance of billing the customer. Unbilled receivables represent unconditional rights to consideration arising from contingent revenue that have been recognized as revenue in advance of billing the customer.
    
Deferred costs

Sales commissions earned by the Company's sales representatives are considered incremental and recoverable costs of obtaining a customer contract. Sales commissions are deferred and amortized on a straight-line basis over the period of benefit, which the Company has determined to be five to eight years. The Company determined the period of benefit by taking into consideration its customer contracts, expected renewals of those customer contracts (as the Company currently does not pay an incremental sales commission for renewals), the Company's technology and other factors. The Company also defers amounts earned by employees other than sales representatives who earn incentive payments under compensation plans also tied to the value of customer contracts acquired. Deferred costs were $15.214.4 million and $15.314.8 million as of June 30, 2022March 31, 2023 and December 31, 2021,2022, respectively. Amortization expense for the deferred costs was $1.41.5 millionand $1.5$1.4 million for the three months ended June 30,March 31, 2023 and 2022, and 2021, respectively, and $2.9 million and $3.1 million for the six months ended June 30, 2022 and 2021, respectively. Amortization of deferred costs is included in selling and marketing expense in the accompanying unaudited condensed consolidated statements of comprehensive loss.

    Deferred implementation costs

The Company capitalizes certain contract fulfillment costs, including personnel and other costs (such as hosting, employee salaries, benefits and payroll taxes), that are associated with arrangements where professional services are not distinct from other undelivered performance obligations in its customer contracts. The Company analyzes implementation costs and capitalizes those costs that are directly related to customer contracts expected to be recoverable to satisfy the undelivered performance obligations in those contracts. Deferred implementation costs are amortized ratably over the remaining contract term once the revenue recognition criteria for the respective performance obligation has been met and revenue recognition commences. Deferred implementation costs were $2.0$1.5 million and $2.4$1.6 million as of June 30, 2022March 31, 2023 and December 31, 2021,2022, respectively. Amortization expense for the deferred implementation costs was $0.30.2 million and $0.3 million for both the three months ended June 30,March 31, 2023 and 2022, and 2021, and $0.6 million for both the six months ended June 30, 2022 and 2021.respectively. Deferred implementation costs are included in prepaid and other current assets and other assets, noncurrent in the unaudited condensed consolidated balance sheets. Amortization of deferred implementation costs is included in cost of subscription and cost of services revenues in the accompanying unaudited condensed consolidated statements of comprehensive loss.

10

Table of Contents
Impairment of Long-Lived Assets

Long-lived assets are reviewed for impairment whenever an event or change in circumstances indicates that the carrying amount of an asset or group of assets may not be recoverable. The impairment review includes comparison of future cash flows expected to be generated by the asset or group of assets with the associated assets’ carrying value. If the carrying value of the asset or group of assets exceeds its expected future cash flows (undiscounted and without interest charges), an impairment loss is recognized to the extent that the carrying amount of the asset exceeds its fair value. During the three and six months ended June 30,March 31, 2023 and 2022, the Company recorded zero and $1.6 million, respectively, of impairment charge related to fixed assets. The 2022 impairment resulted from the Company's changed intentions for these assets in connection with a new agreement with a software vendor. The Company did not record any impairment charges during the three and six months ended June 30, 2021.

    Recently adopted accounting pronouncements

    In August 2020, the FASB issued ASU 2020-06, Debt - Debt with Conversion and Other Options ("Subtopic 470-20") and Derivatives and Hedging - Contracts in an Entity's Own Equity ("Subtopic 815-40"), which simplifies the accounting for certain convertible instruments, amends the guidance on derivative scope exceptions for contracts in an entity's own equity, and modifies the guidance on diluted earnings per share calculations as a result of these changes. This new standard is effective for the Company's interim and annual periods beginning January 1, 2022, and earlier adoption is permitted on January 1, 2021. The Company may elect to apply the amendments on a retrospective or modified retrospective basis. The Company early adopted the new standard effective January 1, 2021 on the modified retrospective basis. The adoption decreased additional paid-in capital by $80.1 million related to the equity conversion component of the outstanding convertible notes which was previously separated and recorded in equity, and increased convertible debt, net by $68.8 million related to the removal of the debt discounts and adjustment of debt issuance cost recorded under the previous standard. The net cumulative effect of the adjustments of $11.3 million was recorded as a decrease to the opening balance of the accumulated deficit as of January 1, 2021. The adoption had no impact on the condensed consolidated statements of cash flows.

Recently issued accounting pronouncements not yet adopted

    With the exception of the new standard discussed above, thereThere have been no other recent accounting pronouncements or changes in accounting pronouncements during the sixthree months ended June 30, 2022,March 31, 2023, as compared to the recent accounting pronouncements described in the Company's Annual Report, that are of significance or potential significance to the Company.

9

Table of Contents
3. Deferred Revenue and Performance Obligations

    Deferred Revenue

For the three months ended June 30,March 31, 2023 and 2022, and 2021, the Company recognized approximately $48.6$49.4 million and $45.3 million, respectively, and for the six months ended June 30, 2022 and 2021, the Company recognized approximately $71.2 million and $70.3$44.3 million, respectively, of revenue that was included in the deferred revenue balances at the beginning of the respective periods and primarily related to subscription, maintenance and support, and services.

    Performance Obligations

As of June 30, 2022,March 31, 2023, the Company expects to recognize approximately $434.9430.6 million of revenue from remaining performance obligations. The Company expects, based on the terms of the related, underlying contractual arrangements, to recognize revenue on approximately $197.4$210.0 million of these performance obligations over the next 12 months, with the balance recognized thereafter. Remaining performance obligations represent contractually committed revenue that has not yet been recognized, which includes deferred revenue and unbilled amounts that will be recognized as revenue in future periods.

11

Table of Contents
4. Disaggregation of Revenue

    Revenue by Geography

    The geographic information in the table below is presented for the three and six months ended June 30, 2022March 31, 2023 and 2021.2022. The Company categorizes geographic revenues based on the location of the customer's headquarters. Because the Company's contracts are predominately denominated in U.S. dollars, it has limited exposure to foreign currency exchange risk as discussed under "Foreign Currency Exchange Risk" of Part I, Item 3 below.
Three Months Ended June 30,Six Months Ended June 30, Three Months Ended March 31,
2022202120222021 20232022
(in thousands)(in thousands)RevenuePercentRevenuePercentRevenuePercentRevenuePercent(in thousands)RevenuePercentRevenuePercent
United States of AmericaUnited States of America$23,908 35 %$21,875 35 %$47,102 35 %$42,751 35 %United States of America$26,232 36 %$23,194 35 %
EuropeEurope20,865 30 %18,562 30 %41,688 31 %37,254 30 %Europe22,949 31 %20,823 31 %
The rest of the worldThe rest of the world23,589 35 %21,964 35 %46,064 34 %43,774 35 %The rest of the world24,001 33 %22,475 34 %
Total revenue Total revenue$68,362 100 %$62,401 100 %$134,854 100 %$123,779 100 % Total revenue$73,182 100 %$66,492 100 %

5. Business Combination

EveryMundo

On November 30, 2021, the Company acquired EveryMundo LLC ("EveryMundo"), a privately held company based in Miami, Florida, for cash consideration, net of cash acquired, of approximately $79.5 million and an equity consideration of approximately $10.0 million. Since the equity consideration is contingent on certain employee' continued employment with the Company for a two-year period, it was determined, based on accounting guidance, the related amounts should be treated as post-combination compensation and accordingly are not included as part of the purchase price allocation. EveryMundo is a digital offer marketing pioneer that enables brands to broaden their digital reach and deepen customer engagement, providing greater control over direct and indirect channels they participate in to help create superior brand experiences and foster brand loyalty over time.

The preliminary allocation of the purchase price for EveryMundo is as follows (in thousands):
Current assets$2,193 
Noncurrent assets736 
Intangibles23,300 
Goodwill58,915 
Current liabilities(4,972)
Noncurrent liabilities(542)
Purchase consideration$79,630 

The following are the identifiable intangible assets acquired (in thousands) with respect to the EveryMundo acquisition, and their respective useful lives:
Weighted Average Useful Life
Amount(years)
Developed technology$15,700 5
Customer relationships5,500 4
Trade name2,100 8
Total$23,300 

The goodwill recognized was primarily attributable to the assembled workforce and expanded market opportunities from integrating EveryMundo's technology into the Company's product portfolio. The goodwill is deductible for U.S. federal income tax purposes.

12

Table of Contents
The Company made a preliminary determination that $2.8 million of deferred tax asset was assumed on the acquisition date. The deferred tax asset is comprised of excess tax basis in goodwill. A full valuation allowance of $2.8 million was recorded offsetting the deferred tax asset as of the acquisition date.

6. Leases

    The Company has operating leases for data centers, computer infrastructure, corporate offices and certain equipment. These leases have remaining lease terms ranging from 1 year to 11 years.10 years. Some of these leases include options to extend for up to 15 years, and some include options to terminate within 1 year.

    As of June 30, 2022,March 31, 2023, the Company did not have any finance leases.

    Supplemental cash flow information related to leases was as follows (in thousands):
Three Months Ended June 30,Six Months Ended June 30,Three Months Ended March 31,
202220212022202120232022
Cash paid for operating lease liabilitiesCash paid for operating lease liabilities$2,353 $1,917 $4,195 $4,378 Cash paid for operating lease liabilities$2,251 $1,842 
Right-of-use asset obtained in exchange for operating lease liabilityRight-of-use asset obtained in exchange for operating lease liability$243 $194 $243 $291 Right-of-use asset obtained in exchange for operating lease liability$— $— 

10

Table of Contents
    In January 2023 and 2022, an existing operating lease was modified due to a change in future payments. The result of the 2023 modification was a decrease in the related right-of-use asset and corresponding lease liability of $1 million and the result of the 2022 modification was a decrease in the related right-of-use asset and corresponding lease liability of $2.7 million.

As of June 30, 2022,March 31, 2023, maturities of lease liabilities were as follows (in thousands):
Year Ending December 31,Year Ending December 31,AmountYear Ending December 31,Amount
Remaining 2022$5,168 
20239,618 
Remaining 2023Remaining 2023$6,649 
202420245,260 20244,869 
202520254,211 20254,057 
202620264,109 20264,039 
202720274,043 20273,965 
202820284,029 
ThereafterThereafter23,685 Thereafter19,223 
Total operating lease paymentsTotal operating lease payments56,094 Total operating lease payments46,831 
Less: Imputed interestLess: Imputed interest(16,374)Less: Imputed interest(14,235)
Total operating lease liabilitiesTotal operating lease liabilities$39,720 Total operating lease liabilities$32,596 

7.6. Earnings per Share

    The following table sets forth the computation of basic and diluted earnings per share for the three and six months ended June 30, 2022March 31, 2023 and 2021:2022:
Three Months Ended June 30,Six Months Ended June 30, Three Months Ended March 31,
(in thousands, except per share data)(in thousands, except per share data)2022202120222021(in thousands, except per share data)20232022
Numerator:Numerator:Numerator:
Net lossNet loss$(22,406)$(18,046)$(51,046)$(40,075)Net loss$(19,002)$(28,640)
Denominator:Denominator:Denominator:
Weighted average shares (basic)Weighted average shares (basic)45,222 44,321 45,154 44,283 Weighted average shares (basic)45,926 45,085 
Dilutive effect of potential common sharesDilutive effect of potential common shares— — — — Dilutive effect of potential common shares— — 
Weighted average shares (diluted)Weighted average shares (diluted)45,222 44,321 45,154 44,283 Weighted average shares (diluted)45,926 45,085 
Basic loss per shareBasic loss per share$(0.50)$(0.41)$(1.13)$(0.90)Basic loss per share$(0.41)$(0.64)
Diluted loss per shareDiluted loss per share$(0.50)$(0.41)$(1.13)$(0.90)Diluted loss per share$(0.41)$(0.64)
    
13

Table of Contents
    Dilutive potential common shares consist of shares issuable upon the settlement of stock appreciation rights ("SARs"), and the vesting of restricted stock units ("RSUs"), market stock units ("MSUs") and equity consideration related to the EveryMundo LLC acquisition. Potential common shares determined to be antidilutive and excluded from diluted weighted average shares outstanding were approximately2.4 million and 2.2 million and 1.2 million, for the three months ended June 30,March 31, 2023 and 2022, and 2021, respectively, and 2.6 million and 1.3 million for the six months ended June 30, 2022 and 2021, respectively. In addition, potential common shares related to the convertible notes determined to be antidilutive and excluded from diluted weighted average shares outstanding were 5.8 million for both the three and six months ended June 30, 2022March 31, 2023 and 2021.2022.

8.7. Noncash Share-based Compensation

The Company's 2017 Equity Incentive Plan (as amended and restated, the "2017 Stock Plan") has an aggregate authorized limit of 7,650,000 shares for issuance. As of June 30, 2022, 2,829,815March 31, 2023, 1,344,949 shares remain available for issuance under the 2017 Stock Plan.
    
11

Table of Contents
    The following table presents the number of shares or units outstanding for each award type as of June 30, 2022March 31, 2023 and December 31, 2021,2022, respectively, (in thousands): 
Award typeAward typeJune 30, 2022December 31, 2021Award typeMarch 31, 2023December 31, 2022
Restricted stock units (time-based)Restricted stock units (time-based)2,624 2,145 Restricted stock units (time-based)3,209 2,235 
Restricted stock units (performance-based)— 140 
Market stock unitsMarket stock units216 126 Market stock units358 216 
EveryMundo Equity consideration273 273 
EveryMundo equity considerationEveryMundo equity consideration137 137 

During the three months ended June 30, 2022,March 31, 2023, the Company granted 205,6421,547,607 RSUs (time-based) with a weighted average grant-date fair value of $24.05 per share.

During the six months ended June 30, 2022, the Company granted 1,353,221 RSUs (time-based) with a weighted average grant-date fair value of $30.23$25.59 per share. The Company also granted 116,640142,386 MSUs with a weighted average grant-date fair value of $37.65$30.42 to certain executive employees during the sixthree months ended June 30, 2022.March 31, 2023. These MSUs vest on January 31, 20252026 and the actual number of MSUs that will be eligible to vest is based on the total stockholder return of the Company relative to the total stockholder return of the Index over the performance period, as defined by each award's plan documents or individual award agreements. The maximum number of shares issuable upon vesting is 200% of the MSUs initially granted.

The Company did not grant any stock options, SARs or performance-based RSUs during the three and six months ended June 30, 2022.

The assumptions usedused to value the MSUs granted during the sixthree months ended June 30, 2022March 31, 2023 were as follows:
June 30, 2022Three Months Ended March 31, 2023
Volatility54.5063.26 %
Risk-free interest rate1.203.76 %
Expected award life in years2.97
Dividend yield%

Share-based compensation expense is allocated to expense categories on the unaudited condensed consolidated statements of comprehensive loss. The following table summarizes share-based compensation expense included in the Company's unaudited condensed consolidated statements of comprehensive loss for the three and six months ended June 30, 2022March 31, 2023 and 2021:2022:
14

Table of Contents
Three Months Ended June 30,Six Months Ended June 30, Three Months Ended March 31,
2022202120222021 20232022
Share-based compensation:Share-based compensation:Share-based compensation:
Cost of revenueCost of revenue$1,006 $976 $1,831 $1,802 Cost of revenue$832 $825 
Operating expenses:Operating expenses:Operating expenses:
Selling and marketingSelling and marketing3,276 2,510 6,516 4,734 Selling and marketing2,928 3,240 
Research and developmentResearch and development2,899 2,117 6,612 3,943 Research and development2,350 3,713 
General and administrativeGeneral and administrative3,585 3,003 7,032 6,297 General and administrative3,794 3,447 
Total included in operating expensesTotal included in operating expenses9,760 7,630 20,160 14,974 Total included in operating expenses9,072 10,400 
Total share-based compensation expenseTotal share-based compensation expense$10,766 $8,606 $21,991 $16,776 Total share-based compensation expense$9,904 $11,225 
    
    At June 30, 2022,March 31, 2023, the Company had an estimated $94.7$100.7 million of total unrecognized compensation costs related to share-based compensation arrangements. These costs will be recognized over a weighted average period of 2.83.0 years.

    The Company's Employee Stock Purchase Plan (as amended, the "ESPP") provides forpermits eligible employees to purchase Company shares on an after-tax basis in an amount between 1% and 10% of their annual pay: (i) on June 30 of each year at a 15% discount of the fair market value of the Company's common stock on January 1 or June 30, whichever is lower, and (ii) on December 31 of each year at a 15% discount of the fair market value of the Company's common stock on July 1 or December 31, whichever is lower. An employee may not purchase more than $5,000 in either of the six-month measurement periods described above or more than $10,000 annually. In May 2021, the Company's stockholders approved an amendment to the ESPP Plan increasing the aggregate amount of shares available for issuance under the ESPP to 1,000,000. During the three and six months ended June 30, 2022,March 31, 2023, the Company issued zero and 49,24555,149 shares under the ESPP, respectively.ESPP. As of June 30, 2022,March 31, 2023, 444,466331,976 shares remain authorized and available for issuance under the ESPP. As of June 30, 2022,March 31, 2023, the Company held approximately $1.30.7 million on behalf of employees for future purchases under the ESPP, and this amount was recorded in accrued payroll and other employee benefits in the Company's unaudited condensed consolidated balance sheet.

9.
12

Table of Contents
8. Convertible Senior Notes

The following is a summary of the Company's convertible senior notes as of June 30, 2022March 31, 2023 (in thousands):
Date of IssuanceUnpaid Principal BalanceNet Carrying AmountContractual Interest RatesDate of IssuanceUnpaid Principal BalanceNet Carrying AmountContractual Interest Rates
CurrentNoncurrentCurrentNoncurrent
1% Convertible Notes due in 2024 ("2024 Notes")1% Convertible Notes due in 2024 ("2024 Notes") May 2019$143,750 $— $142,106 1%1% Convertible Notes due in 2024 ("2024 Notes") May 2019$143,750 $— $142,779 1%
2.25% Convertible Notes due in 2027 ("2027 Notes")2.25% Convertible Notes due in 2027 ("2027 Notes")September 2020$150,000 $— $146,927 2.25%2.25% Convertible Notes due in 2027 ("2027 Notes")September 2020$150,000 $— $147,373 2.25%

The 2027 and 2024 Notes (collectively, the "Notes") are general unsecured obligations and rank senior in right of payment to all of the Company's indebtedness that is expressly subordinated in right of payment to the Notes, rank equally in right of payment with all of the Company's existing and future liabilities that are not so subordinated, are effectively junior to any of the Company's secured indebtedness to the extent of the value of the assets securing such indebtedness and are structurally subordinated to all indebtedness and other liabilities of the Company's subsidiaries (including trade payables but excluding intercompany obligations owed to the Company or its subsidiaries).

Interest related to the 2027 Notes is payable semiannually in arrears in cash on March 15 and September 15 of each year, beginning on March 15, 2021. Interest related to the 2024 Notes is payable semi-annually in arrears on May 15 and November 15 of each year, beginning on November 15, 2019.

The 2027 Notes mature on September 15, 2027 and the 2024 Notes mature on May 15, 2024, unless redeemed or converted in accordance with their terms prior to such date.At March 31, 2023, the Company had $192.4 million of cash and cash equivalents. The Company believes its existing cash and cash equivalents will provide adequate liquidity and capital resources to meet its operational requirements, anticipated capital expenditures and coupon interest payments for the Notes for the next twelve months. Capital markets have tightened recently in response to the macroeconomic environment making new financing more difficult and/or expensive and the Company may not be able to obtain such financing on terms acceptable to it or at all.

Each $1,000 of principal of the 2027 Notes will initially be convertible into 23.9137 shares of the Company’s common stock, which is equivalent to an initial conversion price of approximately $41.82 per share. Each $1,000 of principal of the 2024 Notes will initially be convertible into 15.1394 shares of the Company’s common stock, which is equivalent to an initial conversion price of approximately $66.05 per share. The initial conversion price for the 2027 and the 2024 Notes is subject to adjustment upon the occurrence of certain specified events.

15

Table of Contents
As of June 30, 2022,March 31, 2023, the 2027 and 2024 Notes are not yet convertible and their remaining term is approximately 6253 months and 2213 months, respectively.

As of June 30, 2022March 31, 2023 and December 31, 2021,2022, the fair value of the principal amount of the Notes in the aggregate was $266.7277.3 million and $299.4$263.7 million, respectively. The estimated fair value was determined based on inputs that are observable in the market or that could be derived from, or corroborated with, observable market data, including the Company's stock price and interest rates, which represents level 2 in the fair value hierarchy.
    
Effective January 1, 2021, the Company early adopted ASU 2020-06, Debt - Debt with Conversion and Other Options and Derivatives and Hedging - Contracts in an Entity's Own Equity. Upon adoption of the new standard, the Company removed the debt discount and adjusted the debt issuance cost which was previously allocated between the liability and the equity component, resulting in an increase of $68.8 million to convertible debt, net. In addition, the Company recorded a reduction to additional paid-in capital of $80.1 million related to the equity conversion component of the outstanding convertible notes which was previously separated and recorded in equity. The net cumulative impact of the adoption of the standard was recorded as a decrease to accumulated deficit.

The Notes consist of the following (in thousands):
June 30, 2022December 31, 2021March 31, 2023December 31, 2022
PrincipalPrincipal$293,750 $293,750 Principal$293,750 $293,750 
Less: debt issuance cost, net of amortizationLess: debt issuance cost, net of amortization(4,717)(5,463)Less: debt issuance cost, net of amortization(3,598)(3,971)
Net carrying amountNet carrying amount$289,033 $288,287 Net carrying amount$290,152 $289,779 

13

Table of Contents
The following table sets forth total interest expense recognized related to the Notes (in thousands):
Three Months Ended June 30,Six Months Ended June 30,Three Months Ended March 31,
202220212022202120232022
Coupon interestCoupon interest$1,203 $1,203 $2,406 $2,406 Coupon interest$1,203 $1,203 
Amortization of debt issuance costsAmortization of debt issuance costs373 373 746 746 Amortization of debt issuance costs373 373 
TotalTotal$1,576 $1,576 $3,152 $3,152 Total$1,576 $1,576 

    Capped Call Transactions

    In September 2020 and in May 2019, in connection with the offering of the 2027 and 2024 Notes, respectively, the Company entered into privately negotiated capped call transactions (collectively, the "Capped Call") with certain option counterparties. The Capped Call transactions cover, subject to customary anti-dilution adjustments, the number of shares of the Company’s common stock initially underlying the Notes, at a strike price that corresponds to the initial conversion price of the Notes, also subject to adjustment, and are exercisable upon conversion of the Notes. The Capped Call transactions are intended to reduce potential dilution to the Company’s common stock and/or offset any cash payments the Company will be required to make in excess of the principal amounts upon any conversion of Notes, and to effectively increase the overall conversion price of the 2027 Notes from $41.82 to $78.90 per share, and for the 2024 Notes from $66.05 to $101.62 per share. As the Capped Call transactions meet certain accounting criteria, they are recorded in stockholders’ equity and are not accounted for as derivatives. The cost of the Capped Call was $25.3 million and $16.4 million for the 2027 and 2024 Notes, respectively, and was recorded as part of additional paid-in capital.

10.9. Commitments and Contingencies

    Litigation

    In the ordinary course of business, the Company regularly becomes involved in contract and other negotiations and, in more limited circumstances, becomes involved in legal proceedings, claims and litigation. The outcomes of these matters are inherently unpredictable. The Company is not currently involved in any outstanding litigation that it believes, individually or in the aggregate, will have a material adverse effect on its business, financial condition, results of operations or cash flows.

16

Table of Contents
Purchase commitments

In the ordinary course of business, the Company enters into various purchase commitments for goods and services, mainly related to infrastructure platforms, business technology software and support, and other services.

In July 2021,January 2023, the Company entered into a noncancelable agreement for data subscriptionsoftware support services with a five-yearfour-year term. The remaining purchase commitment as of June 30, 2022March 31, 2023 was $4.3$3.5 million and the agreement expires in June 2026.March 2027. There were no other material changes outside the ordinary course of business to the noncancellable purchase commitments disclosed in the Annual Report.


10. Severance and Other Related Costs

In November 2021,the quarter ended March 31, 2023, the Company entered into a noncancelable agreement with a computing infrastructure vendor that amendedmade additional organizational changes and incurred approximately $3.6 million of severance, employee benefits, outplacement and related costs during the existing agreement dated period. These costs were recorded primarily as operating expenses in the unaudited condensed consolidated statements of comprehensive loss, mainly research and development, and sales and marketing. During the quarter ended March 2019. The amended agreement had purchase commitments31, 2023, cash payments of$3.2 million $166.1were recorded for the incurred costs. The Company expects to settle the remaining accrued expense of approximately $1.3 million remaining as of June 30, 2022, and expires in November 2026.during 2023.

1714

Table of Contents
ITEM 2. MANAGEMENT'S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF OPERATIONS

    The terms “we,” “us,” “PROS” and “our” refer to PROS Holdings, Inc. and all of its subsidiaries that are consolidated in conformity with generally accepted accounting principles in the United States.

    This management's discussion and analysis of financial condition and results of operations should be read along with the unaudited condensed consolidated financial statements and unaudited notes to unaudited condensed consolidated financial statements included in Part I, Item 1 ("Interim Condensed Consolidated Financial Statements (Unaudited)"), as well as the audited consolidated financial statements and notes to consolidated financial statements and management's discussion and analysis of financial condition and results of operations set forth in our Annual Report.

Q2 2022Q1 2023 Financial Overview

In the secondfirst quarter of 20222023, we continued to grow our subscription revenue. For the three and six months ended June 30, 2022,March 31, 2023, our subscription revenue increased 14%15% and total revenue increased 10% for the three months ended March 31, 2023, each as compared to the same periodsperiod in 2021. Total revenue increased 10% and 9% for the three and six months ended June 30, 2022, respectively, as compared to the same periods in 2021.2022. Recurring revenue (which consists of subscription revenue and maintenance and support revenue) as a percentage of total revenue accounted for 84% and 85% of total revenue for the three and six months ended June 30,March 31, 2023 and 2022, respectively, and 85% of total revenue for the three and six months ended June 30, 2021.

respectively. Our gross revenue retention rates remained consistent above 93% during the trailing twelve months ended June 30, 2022March 31, 2023.

Cash used in operating activities was $12.9$6.1 million for the sixthree months ended June 30, 2022,March 31, 2023, as compared to $9.4$11.0 million for the sixthree months ended June 30, 2021.March 31, 2022. The increaseimprovement was primarily attributable to increased cash collections during the period and a higherlower annual incentive payment in 20222023 as compared to prior year, partially offset by strong collections during the period.year.

Free cash flow is a key metric to assess the strength of our business. We define free cash flow, a non-GAAP financial measure, as net cash provided by (used in) operating activities, minusexcluding severance payments, less capital expenditures, (excluding expenditures for our new headquarters), purchases of other (non-acquisition-related) intangible assets and capitalized internal-use software development costs. We believe free cash flow may be useful to investors and other users of our financial information in evaluating the amount of cash generated by our business operations. Free cash flow used during the three months ended June 30, 2022March 31, 2023 was $2.2$4.5 million, compared to $5.7$11.5 million for the three months ended June 30, 2021. March 31, 2022This decrease. The improvement was primarily dueattributable to strongincreased cash collections during the period. Free cash flow used during the sixmonths ended June 30, 2022 was $13.7 million, compared to $10.4 million for the six months ended June 30, 2021. This increase was primarily due toperiod and a higherlower annual incentive payment in 20222023 as compared to prior year, partially offset by strong collections during the period.year. The following is a reconciliation of free cash flow to the most comparable GAAP measure, net cash used in operating activities (in thousands):
Three Months Ended June 30,Six Months Ended June 30,Three Months Ended March 31,
202220212022202120232022
Net cash used in operating activitiesNet cash used in operating activities$(1,931)$(4,985)$(12,945)$(9,414)Net cash used in operating activities$(6,143)$(11,014)
Purchase of property and equipment (excluding new headquarters)(308)(741)(769)(944)
SeveranceSeverance3,170 — 
Purchase of property and equipmentPurchase of property and equipment(1,546)(461)
Free Cash FlowFree Cash Flow$(2,239)$(5,726)$(13,714)$(10,358)Free Cash Flow$(4,519)$(11,475)
    
Factors Affecting Our Performance

    Key factors and trends that have affected, and we believe will continue to affect, our operating results include:

Macroeconomic Environment. We believe that the combination of increased inflation, rising interest rates, volatile capital and financial markets, supply chain disruptions, from the pandemic, tight labor markets, pricing volatility, inflation, the Russia-Ukraine conflict, rising interest rates, and other macroeconomic conditions will put pressure onincreases corporate growth initiatives and increase near term focus on profitability. Despiteprofitable growth. Despite this challenging macro environment, we remain confident in our ability to continue to help optimize shopping and selling experiences for our customers across a wide variety of industries.customers. For example, pricing volatility and inflation are catalysts for demand for our price management and optimization solutions, while concurrently uncertainsolutions. Uncertain macroeconomic and industry conditions in countries and regions in which we operate create a challenging selling environment for large enterprise technology deployment. COVID-19 impacteddeployment and is anticipatedwe believe in the near term will lead new customers to continue impactingincreasingly emphasize smaller scope initial purchases with faster implementations. While our subscription revenue growth rates adversely due to lower subscription bookings during the pandemic and the lag
18

Table of Contents
between subscription bookings and the revenue recognized on those subscription bookings. Although the pandemic reduced our revenue growth rates compared to pre-pandemic growth rates and is affecting our 2022 revenue, we continue to grow our subscription revenue and expect total revenue growth in 2022. However, the continuing impact of COVID-19 and rate of economic recovery remains uncertain and varies across industries and geographies. While ourrecurring revenue and earnings are relatively predictable as a result of our subscription-based business model, the broader implications of these macroeconomic events on our business, results of operations, cash flows and overall financial position, particularly in the long term, remain uncertain. Under this model, our lower subscription bookings during the pandemic has adversely impacted our subscription revenue growth rates due to the timing lag between subscription
15

Table of Contents
bookings and the revenue recognized on those bookings. However, despite the impact of the pandemic on our prior revenue growth rates, we had double digit growth for both subscription revenue and total revenue in the first quarter of 2023. For a full discussion on the risks and uncertainties to our business, please see the "Risk Factors" section in our Annual ReportReport.

Profitable Growth as a Priority. We believe our market opportunity is large and underpenetrated and intend to continue investing in our business to create awareness for our solutions, acquire new customers, and expand within our existing customer base globally, while focusing on Form 10-K.cash flow and profitability. We intend to continue investing for growth and also seek opportunities to mitigate the growth in our costs and reduce our existing cost structure. We also plan to continue investing in product development to enhance our existing technologies, including initiatives to accelerate customer time-to-value, improve efficiency, provide out-of-the-box integration with third-party commerce solutions and develop new applications and technologies.

Travel Industry RecoveryRecovering. EarlyDespite operational headwinds and regional variances in the pandemic,timing of travel restrictions being lifted, the travel industry, was materially adversely impactedparticularly the airline industry, continues to recover from the unprecedented disruption caused by unprecedented declines inthe pandemic. While global capacity has not fully returned to pre-pandemic levels, demand for air travel demand, forcing airlinescontinues to focus on their core operations, significantly reduce costs, de-prioritize new technology investments, and in certain cases, file for bankruptcy protection. Certain airlines responded by increasing their air cargo operationsincrease as a result of increased global e-commerce during the pandemic which helped offset losses from traveler demand. In turn, we have seen an increase in airline interest in our price optimization and CPQ solutions. As travel restrictions have lifted, airlines have experienced strong pent-up demand from leisure travelers, whichbeen lifted. Travel in turnNorth America has led this recovery with Asia Pacific lagging, particularly as China has only recently lifted international travel restrictions. The International Air Transport Association is forecasting airline industry profitability in 2023 with certain U.S.-based airlines to begin to reprioritize technology investments as their businesses recover, while still addressing ongoing operational challenges, such as staffing shortages. This pent-up demand may declinealready publicly reporting profitable quarters. Still, the rate of airline industry recovery could be impacted negatively if inflation impacts consumer disposable income. While there remains significantincome or limits business travel. Despite geographic variation, based on ongoing travel restrictions in certain regions, we expect airlines to increasingly prioritize technology investments as travel returns to pre-COVID levels. The

Digital Purchasing Driving Technology Adoption. We believe the long-term trends toward digital purchasing by both consumers and corporate buyers will increasingly drive demand for technology that provides fast, frictionless and personalized buying experiences across direct sales, partner, online, mobile and emerging channels. Buyers often prefer not to interact with sales representatives as their primary source of research, and increasingly prefer to buy online when they have already decided what to buy. For example, in the airline industry, the pandemic also accelerated a long-term trend towards direct booking channels, in part due to a significant reduction in business travel, and we anticipate airlines continuing to invest in technology, including mobile device-enabled solutions, to enhance their ability to capture a greater percentage of bookings through their own channels such as their websites.

Digital Purchasing Driving Technology Adoption. The pandemic accelerated long-term trends toward digital purchasing by both consumers and corporate buyers. Buyers often prefer not to interact with We believe companies must adopt technologies which power these types of experiences across sales representativeschannels as their primary source of research, and increasingly prefer to buy online when they have already decided what to buy. Across industries and geographies, companies are increasingly modernizingmodernize their sales process to compete in digital commerce by adopting technologies which provide fast, frictionlesscommerce. Increasingly, companies are looking to AI to deliver actionable insights from their data, improve and personalized buying experiences across sales channels.customize their offerings and drive process efficiencies. Our AI-powered solutions enable buyers to move fluidly and with personalized experiences across our customers’ direct sales partner, online, mobile and emerging channels, and our digital offer marketing solutions to help our customers drive their customersbuyers directly into their direct selling channels.

Investing in Growth and Scaling our Business. We believe that our market opportunity is large and underpenetrated, and intend to continue investing in our business while focusing on cash flow and profitability, to create awareness for our solutions, acquire new customers, and expand within our existing customer base globally. We plan to continue investing in product development to enhance our existing technologies, including initiatives to accelerate customer time-to-value, improve efficiency, and provide out-of-the-box integration with third-party commerce solutions, and develop new applications and technologies. We have also increased our investments in our people to continue to attract, develop, retain and reward our employees in light of highly competitive labor markets.

Cloud Migrations. As we continue to migrate more and more of our historical on premiseson-premises customers from our legacy licensed solutions to our current cloud solutions, we expect our future maintenance and support revenue to continue to decline and subscription revenue to correspondingly increase. We are encouraging these migrations andcontinue to encourage our customers to migrate to our cloud solutions as we have announced to our customers end of support dates for certain of our on premiseson-premises solutions.


1916

Table of Contents
Results of Operations

The following table sets forth certain items in our unaudited condensed consolidated statements of comprehensive loss as a percentage of total revenues for the three and six months ended June 30, 2022March 31, 2023 and 2021:2022:
Three Months Ended June 30,Six Months Ended June 30, Three Months Ended March 31,
202220212022202120232022
Revenue:Revenue:Revenue:
SubscriptionSubscription74 %71 %74 %70 %Subscription76 %73 %
Maintenance and supportMaintenance and support11 14 11 15 Maintenance and support12 
Total subscription, maintenance and supportTotal subscription, maintenance and support84 85 85 85 Total subscription, maintenance and support84 85 
ServicesServices16 15 15 15 Services16 15 
Total revenueTotal revenue100 100 100 100 Total revenue100 100 
Cost of revenue:Cost of revenue:Cost of revenue:
SubscriptionSubscription20 22 20 22 Subscription19 21 
Maintenance and supportMaintenance and supportMaintenance and support
Total cost of subscription, maintenance and supportTotal cost of subscription, maintenance and support23 25 23 26 Total cost of subscription, maintenance and support22 24 
ServicesServices17 17 17 17 Services18 17 
Total cost of revenueTotal cost of revenue40 42 41 43 Total cost of revenue40 41 
Gross profitGross profit60 58 59 57 Gross profit60 59 
Operating Expenses:Operating Expenses:Operating Expenses:
Selling and marketingSelling and marketing35 34 37 35 Selling and marketing36 38 
Research and developmentResearch and development34 33 35 33 Research and development30 37 
General and administrativeGeneral and administrative20 17 21 19 General and administrative19 22 
Impairment of fixed assetsImpairment of fixed assets— — — Impairment of fixed assets— 
Total operating expensesTotal operating expenses90 84 94 87 Total operating expenses85 99 
Convertible debt interest and amortizationConvertible debt interest and amortization(2)(3)(2)(3)Convertible debt interest and amortization(2)(2)
Other (expense) income net— — — — 
Other income (expense), netOther income (expense), net(1)
Loss before income tax provisionLoss before income tax provision(32)(29)(38)(32)Loss before income tax provision(26)(43)
Income tax provisionIncome tax provision— — — — Income tax provision— — 
Net lossNet loss(33)%(29)%(38)%(32)%Net loss(26)%(43)%

Revenue:
Three Months Ended June 30,VarianceSix Months Ended June 30,Variance Three Months Ended March 31,Variance
(Dollars in thousands)(Dollars in thousands)20222021$%20222021$%(Dollars in thousands)20232022$%
SubscriptionSubscription$50,386 $44,224 $6,162 14 %$99,151 $86,872 $12,279 14 %Subscription$55,969 $48,765 $7,204 15 %
Maintenance and supportMaintenance and support7,249 8,570 (1,321)(15)%15,104 18,244 (3,140)(17)%Maintenance and support5,712 7,855 (2,143)(27)%
Total subscription, maintenance and supportTotal subscription, maintenance and support57,635 52,794 4,841 %114,255 105,116 9,139 %Total subscription, maintenance and support61,681 56,620 5,061 %
ServicesServices10,727 9,607 1,120 12 %20,599 18,663 1,936 10 %Services11,501 9,872 1,629 17 %
Total revenueTotal revenue$68,362 $62,401 $5,961 10 %$134,854 $123,779 $11,075 %Total revenue$73,182 $66,492 $6,690 10 %
    
Subscription revenue. Subscription revenue increased primarily due to revenue from our acquisition of EveryMundo and an increase in new and existing customer subscription contracts.contracts and a recovery of approximately $1 million from a customer that previously declared bankruptcy.

Maintenance and support revenue. Maintenance and support revenue decreased primarily as a result of existing maintenance customers migrating to our cloud solutions and, to a lesser extent, customer maintenance churn. We expect maintenance revenue to continue to decline as we continue to migrate maintenance customers to our cloud solutions.

Services revenue. Services revenue increased primarily as a result of higher sales of professional services related to our subscription contracts and follow-on professional services to existing customers. Services revenue varies from period to period
20

Table of Contents
depending on different factors, including the level of professional services required to implement our solutions, the timing of
17

Table of Contents
services revenue recognition on certain subscription contracts and efficiencies in our solutions implementations requiring less professional services during a particular period.

Cost of revenue and gross profit:
Three Months Ended June 30,VarianceSix Months Ended June 30,Variance Three Months Ended March 31,Variance
(Dollars in thousands)(Dollars in thousands)20222021$%20222021$%(Dollars in thousands)20232022$%
Cost of subscriptionCost of subscription$13,746 $13,589 $157 %$27,525 $27,390 $135 — %Cost of subscription$14,093 $13,779 $314 %
Cost of maintenance and supportCost of maintenance and support1,988 2,157 (169)(8)%4,155 4,415 (260)(6)%Cost of maintenance and support2,282 2,167 115 %
Total cost of subscription, maintenance and supportTotal cost of subscription, maintenance and support15,734 15,746 (12)— %31,680 31,805 (125)— %Total cost of subscription, maintenance and support16,375 15,946 429 %
Cost of servicesCost of services11,907 10,658 1,249 12 %23,322 21,091 2,231 11 %Cost of services13,167 11,415 1,752 15 %
Total cost of revenueTotal cost of revenue27,641 26,404 1,237 %55,002 52,896 2,106 %Total cost of revenue29,542 27,361 2,181 %
Gross profitGross profit$40,721 $35,997 $4,724 13 %$79,852 $70,883 $8,969 13 %Gross profit$43,640 $39,131 $4,509 12 %
    
Cost of subscription. Cost of subscription overall remained relatively unchanged year over year. Cost of subscription increased slightly primarily due to anincreased infrastructure cost to support our current subscription customer base and higher employee-related costs mainly due to increase in intangibles amortization and personnel costs associated with the acquisition of EveryMundo.headcount. The increase was partially offset by lower costs driven by infrastructure cost efficiencies and lowera decrease in amortization expense for capitalizedintangible assets and internal-use software. Our subscription gross profit percentages were 73%75% and 69%72% for the three months ended June 30,March 31, 2023 and 2022, and 2021, respectively, and 72% and 68% for the six months ended June 30, 2022 and 2021, respectively.

Cost of maintenance and support. Cost of maintenance and support decreased primarily due to a decrease in personnel costs as a result of the need to support a declining maintenance customer base as we migrate customers to our subscription solutions.remained relatively unchanged. Maintenance and support gross profit percentages were 73%60% and 75%72% for the three months ended June 30,March 31, 2023 and 2022, respectively. The decrease in gross profit percentages was primarily due to lower maintenance and 2021, respectively,support revenue as we continue to migrate customers to our subscription solutions and the cost of maintenance and 72% and 76% for the six months ended June 30, 2022 and 2021, respectively.support being relatively fixed.
    
Cost of services. Cost of services increased primarily due to higher personnel costs to support the increase in our services revenue during the periods.period. Services gross profit percentages were (11)(14)% and (16)% for the three months ended June 30,March 31, 2023 and 2022, and 2021, and (13)% for the six months ended June 30, 2022 and 2021.respectively. Services gross profit percentages vary period to period depending on different factors, including the level of professional services required to implement our solutions, the utilization of our employees and our effective man-day rates.

Operating expenses:
Three Months Ended June 30,VarianceSix Months Ended June 30,Variance Three Months Ended March 31,Variance
(Dollars in thousands)(Dollars in thousands)20222021$%20222021$%(Dollars in thousands)20232022$%
Selling and marketingSelling and marketing$24,020 $21,190 $2,830 13 %$49,307 $42,754 $6,553 15 %Selling and marketing$26,010 $25,287 $723 %
Research and developmentResearch and development23,401 20,454 2,947 14 %47,868 41,379 6,489 16 %Research and development22,291 24,467 (2,176)(9)%
General and administrativeGeneral and administrative13,837 10,659 3,178 30 %28,166 23,646 4,520 19 %General and administrative14,135 14,329 (194)(1)%
Impairment of fixed assetsImpairment of fixed assets— — — — %1,551 — 1,551 — %Impairment of fixed assets— 1,551 (1,551)(100)%
Total operating expensesTotal operating expenses$61,258 $52,303 $8,955 17 %$126,892 $107,779 $19,113 18 %Total operating expenses$62,436 $65,634 $(3,198)(5)%
    
Selling and marketing expenses. During the three months ended June 30, 2022,March 31, 2023, selling and marketing expenses increased primarily due to higher employee-related costs and intangibles amortization related to the EveryMundo acquisition as well as an increase in sales and marketing initiatives and travel expenses. During the six months ended June 30, 2022, selling and marketing expenses increased primarily asThe increase was partially offset by a result of an increasedecrease in employee-related costs primarilymainly due to higher headcount related to our EveryMundo acquisition and higher severance cost primarily related to the separation of our Chief Operations Officer in the first quarter of 2022. In addition, there was an increase in intangibles amortization related to the EveryMundo acquisition and higher travel related expenses.organizational changes.

Research and development expenses. Research and development expenses increaseddecreased primarily due to an increase in employee-related costs due to higher headcount associated with the EveryMundo acquisition as well as an increasea decrease in noncash share-based compensation.n and contractors expense. The noncash share-based compensation was higher in prior year mainly due to the acceleration of equity awards related to the retirement of a senior officer in the first quarter of 2022.

21

Table of Contents
General and administrative expenses. General and administrative expenses increased primarily due to an increase in employee-related costs and a change in bad debt expense as we had a expense recovery during 2021 as a result of improved credit conditionsremained relatively consistent with certain customers. The bad debt expense recovery was $1.1 million and $1.7 million for the three and six months ended June 30, 2021, respectively. In addition, our acquisition of EveryMundo also contributed to overall higher general and administrative expenses as compared to the prior year.

Impairment of fixed assets. During the sixthree months ended June 30,March 31, 2023 and 2022, we recorded azero and $1.6 million impairment charge related to fixed assets.assets, respectively. The 2022 impairment resulted from changes to our intentions for these assets in connection with a new agreement with a software vendor.

18

Table of Contents
Non-operating expenses:
Three Months Ended June 30,VarianceSix Months Ended June 30,Variance Three Months Ended March 31,Variance
(Dollars in thousands)(Dollars in thousands)20222021$%20222021$%(Dollars in thousands)20232022$%
Convertible debt interest and amortizationConvertible debt interest and amortization$(1,576)$(1,576)$— — %$(3,152)$(3,152)$— — %Convertible debt interest and amortization$(1,576)$(1,576)$— — %
Other (expense) income, net$(2)$$(6)(150)%$(420)$290 $(710)(245)%
Other income (expense), netOther income (expense), net$1,451 $(418)$1,869 (447)%
    
Convertible debt interest and amortization. Convertible debt expense for the three and six months ended June 30,March 31, 2023 and 2022 and 2021 related to coupon interest and amortization of debt issuance costs attributable to our Notes.

Other income (expense) income,, net. The change in other income (expense) income,, net for the three and six months ended June 30, 2022,March 31, 2023, primarily related to higher interest income and to a smaller extent due to the impact of foreign currency impact during the periods.fluctuations.

Income tax provision:
Three Months Ended June 30,VarianceSix Months Ended June 30, Variance Three Months Ended March 31, Variance
(Dollars in thousands)(Dollars in thousands)20222021$%20222021$%(Dollars in thousands)20232022$%
Effective tax rateEffective tax rate(1.3)%(0.9)%n/an/a(0.9)%(0.8)%n/an/aEffective tax rate(0.4)%(0.5)%n/an/a
Income tax provisionIncome tax provision$291 $168 $123 73 %$434 $317 $117 37 %Income tax provision$81 $143 $(62)(43)%
    
Income tax provision. The tax provision for the three and six months ended June 30, 2022March 31, 2023 included both foreign income and withholding taxes. No tax benefit was recognized on jurisdictions with a projected loss for the year due to the valuation allowances on our deferred tax assets.

Our effective tax rate was (1.3)(0.4)% and (0.9)(0.5)% for the three and six months ended June 30,March 31, 2023 and 2022, respectively, and (0.9)% and (0.8)% for the three and six months ended June 30, 2021, respectively. The income tax rate varies from the 21% federal statutory rate primarily due to the valuation allowances on our deferred tax assets. While our expected tax rate would be 0% due to the full valuation allowance on our deferred tax assets, the income tax provision and related effective tax rates is due to foreign income and withholding taxes.

Jurisdictions with a projected loss for the year where no tax benefit can be recognized due to the valuation allowances on our deferred tax assets are excluded from the estimated annual federal effective tax rate. The impact of such an exclusion could result in a higher or lower effective tax rate during a particular quarter depending on the mix and timing of actual earnings versus annual projections.

Liquidity and Capital Resources

At June 30, 2022,March 31, 2023, we had $215.2$192.4 million of cash and cash equivalents and $110.4$95.9 million of working capital as compared to $227.6$203.6 million of cash and cash equivalents and $128.7$106.3 million of working capital at December 31, 2021.2022.

Our principal sources of liquidity are our cash and cash equivalents. In addition, we could have access to capital markets to supplement our liquidity position. Our material drivers or variants of operating cash flow are net income (loss), noncash expenses (principally share-based compensation, intangible amortization and amortization of debt issuance costs) and the timing of invoicing and cash collections from our customers. Our operating cash flows are also impacted by the timing of payments to our vendors and the payments of other liabilities.

22

Table of Contents
    We believe our existing cash and cash equivalents will provide adequate liquidity and capital resources to meet our operational requirements, anticipated capital expenditures and coupon interest payments for our Notes for the next twelve months. Our future working capital requirements depend on many factors, including the operations of our existing business, growth of our customer subscription services, future acquisitions we might undertake, expansion into complementary businesses, timing of adoption and implementation of our solutions and customer churn. Capital markets have tightened recently in response to the macroeconomic environment making new financing more difficult and/or expensive and we may not be able to obtain such financing on terms acceptable to us or at all. During the first quarter of 2023, the financial markets experienced disruption due to certain bank failures. We have not experienced any material impact from the disruption but will continue to monitor the situation and take action accordingly.

Our 2024 Notes, with a principal amount of $143.8 million, mature on May 15, 2024, unless redeemed or converted in accordance with their terms prior to such date.

19

Table of Contents
    The following table presents key components of our unaudited condensed consolidated statements of cash flows for the sixthree months ended June 30, 2022March 31, 2023 and 2021:2022: 
Six Months Ended June 30, Three Months Ended March 31,
(Dollars in thousands)(Dollars in thousands)20222021(Dollars in thousands)20232022
Net cash used in operating activitiesNet cash used in operating activities$(12,945)$(9,414)Net cash used in operating activities$(6,143)$(11,014)
Net cash used in investing activitiesNet cash used in investing activities(938)(2,586)Net cash used in investing activities(1,546)(461)
Net cash provided by financing activities1,231 1,244 
Net cash (used in) provided by financing activitiesNet cash (used in) provided by financing activities(3,573)1,231 
Cash and cash equivalents (beginning of period)Cash and cash equivalents (beginning of period)227,553 329,134 Cash and cash equivalents (beginning of period)203,627 227,553 
Cash and cash equivalents (end of period) (1)Cash and cash equivalents (end of period) (1)$215,178 $318,326 Cash and cash equivalents (end of period) (1)$192,376 $217,393 
(1) The decrease in cash and cash equivalents year over year was primarily due to the acquisition of EveryMundo in November 2021. Refer to note 5 for further detail.

Operating Activities
    
    Net cash used in operating activities for the sixthree months ended June 30, 2022March 31, 2023 was $12.9$6.1 million. The $3.5$4.9 million increaseimprovement over last year was primarily attributable to increased cash collections during the period and a higherlower annual incentive payment in 20222023 as compared to prior year, partially offset by strong collections during the period.year.

Investing Activities

Net cash used in investing activities for the sixthree months ended June 30, 2022March 31, 2023 was $0.9$1.5 million. The decrease from prior yearincrease was primarily relateddue to higher capital expenditures, primarily related to third-party software license renewal, in 2021 mainly attributable2023 as compared to the build out of our new headquarters which was committedsame period in prior to the pandemic.year.

Financing Activities

Net cash provided byused in financing activities for the sixthree months ended June 30, 2022March 31, 2023 was $1.2 million and remained consistent with prior year. It$3.6 million. The increase was primarily attributable to proceeds from employee stock plans, partially offset by payment ofhigher tax withholdingswithholding payments on the vesting of employee share-based awards.

Off-Balance Sheet Arrangements

We do not have any off-balance sheet arrangements that have or are reasonably likely to have a current or future effect on our financial condition, changes in financial condition, revenues or expenses, results of operations, liquidity, capital expenditures or capital resources that are material. We do not have any relationships with unconsolidated entities or financial partnerships, such as variable interest entities, that would have been established for the purpose of facilitating off-balance sheet arrangements or other contractually narrow or limited purposes.

Contractual Obligations and Commitments

Other than changes described in Note 109 above, there have been no material changes to our contractual obligations and commitments disclosed in our Annual Report.

Credit facility

Our $50 million secured Credit Agreement ("Revolver") with the lenders party thereto and Wells Fargo Bank, National Association as agent for the lenders party thereto expired in March 2022. There were no outstanding borrowings under the Revolver prior to its expiration.

23

Table of Contents
Recent Accounting Pronouncements

    See "Recently adoptedissued accounting pronouncements not yet adopted" in Note 2 above for discussion of recent accounting pronouncements including the respective expected dates of adoption.adoption, if any.
20

Table of Contents
Critical accounting policies and estimates

    Our consolidated financial statements are prepared in accordance with GAAP. The preparation of these consolidated financial statements requires us to make estimates and assumptions that affect the reported amounts of assets, liabilities, revenues, costs and expenses, and related disclosures. Actual results could differ from those estimates. The complexity and judgment required in our estimation process, as well as issues related to the assumptions, risks and uncertainties inherent in determining the nature and timing of satisfaction of performance obligations and determining the standalone selling price of performance obligations, affect the amounts of revenue, expenses, unbilled receivables and deferred revenue. Estimates are also used for, but not limited to, receivables, allowance for doubtful accounts,credit losses, operating lease right-of-use assets and operating lease liabilities, useful lives of assets, depreciation, income taxes and deferred tax asset valuation, valuation of stock awards, other current liabilities and accrued liabilities. Numerous internal and external factors can affect estimates. Our critical accounting policies related to the estimates and judgments are discussed in our Annual Report under management's discussion and analysis of financial condition and results of operations.

2421

Table of Contents
ITEM 3. QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK

Foreign Currency Exchange Risk

    Although our contracts are predominately denominated in U.S. dollars, we are exposed to foreign currency exchange risk because we also have some contracts denominated in foreign currencies. The effect of a hypothetical 10% adverse change in exchange rates on our foreign denominated receivables as of June 30, 2022March 31, 2023 would result in a loss of approximately $0.6$0.9 million. We are also exposed to foreign currency risk due to our operating subsidiaries in France, United Kingdom, Canada, Germany, Ireland, Australia, Bulgaria, Ecuador and United Arab Emirates. A hypothetical 10% adverse change in the value of the U.S. dollar in relation to the euro, which is our single most significant foreign currency exposure, would have decreased revenue for the three and six months ended June 30, 2022March 31, 2023 by approximately $0.9 million and $1.9 million, respectively.$1.1 million. However, due to the relatively low volume of payments made and received through our foreign subsidiaries, we do not believe that we have significant exposure to foreign currency exchange risks. Fluctuations in foreign currency exchange rates could harm our financial results in the future.

    We currently do not use derivative financial instruments to mitigate foreign currency exchange risks. We continue to review this matter and may consider hedging certain foreign exchange risks through the use of currency derivatives in future years.

Interest Rate Risk

    As of June 30, 2022,March 31, 2023, we had outstanding principal amounts of $150.0 million and $143.8 million of the 2027 and the 2024 Notes, respectively, which are fixed rate instruments. Therefore, our results of operations are not subject to fluctuations in interest rates. The fair value of the Notes may change when the market price of our stock fluctuates.

    We believe that we do not have any material exposure to changes in the fair value as a result of changes in interest rates due to the short-term nature of our cash equivalents.

ITEM 4. CONTROLS AND PROCEDURES

Disclosure Controls and Procedures

    Our management, with the participation of our chief executive officer and chief financial officer, evaluated the effectiveness of our disclosure controls and procedures (as defined in Rules 13a-15(e) or 15d-15(e) under the Exchange Act) as of June 30, 2022.March 31, 2023. Based on our evaluation of our disclosure controls and procedures as of June 30, 2022,March 31, 2023, our chief executive officer and chief financial officer concluded that our disclosure controls and procedures were effective to ensure that information we are required to disclose in reports that we file or submit under the Exchange Act (i) is recorded, processed, summarized and reported within the time periods specified in SEC rules and forms, and (ii) is accumulated and communicated to our management, including our chief executive officer and chief financial officer, as appropriate to allow timely decisions regarding required disclosure.

Changes in Internal Control over Financial Reporting

    There have been no changes in our internal control over financial reporting during the three months ended June 30, 2022March 31, 2023 that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

2522

Table of Contents
PART II. OTHER INFORMATION
ITEM 1. LEGAL PROCEEDINGS

From time to time, we are a party to legal proceedings and claims arising in the ordinary course of business. We are not currently aware of any such proceedings or claims that we believe will have, individually or in the aggregate, a material adverse effect on our business, financial condition, results of operations or cash flows.

ITEM 1A. RISK FACTORS

    Except as set forth below, thereThere have been no material changes in the Company's risk factors from those disclosed in Part I, Item 1A, of our Annual Report.

We are a multinational corporation exposed to risks inherent in international operations.

The majority of our revenues is derived from our customers outside the U.S. To date, the majority of our sales has been denominated in U.S. dollars, although the majority of our expenses that we incur in our international operations is denominated in local currencies. To date, we have not used risk management techniques or "hedged" the risks associated with fluctuations in foreign currency exchange rates. Consequently, our results of operations, cash flows, and financial condition, including our revenue and operating margins, can be subject to losses from fluctuations in foreign currency exchange rates, as well as regulatory, political, social and economic developments or instability in the foreign jurisdictions in which we operate.For additional financial information about geographic areas, see Note 19 of the Notes to the Consolidated Financial Statements in our Annual Report on Form 10-K.

Our operations outside the U.S. are subject to risks inherent in doing business internationally, requiring resources and management attention, and may subject us to new or larger levels of regulatory, economic, foreign currency exchange, tax and political risks. We have customers in over 60 countries internationally, which we service through our operations in the U.S., Australia, Bulgaria, Canada, France, Germany, Ireland, United Arab Emirates, United Kingdom and Singapore. We expect our international operations to continue to grow. In addition to navigating the challenges related to the ongoing COVID-19 pandemic in foreign jurisdictions, we face other risks with respect to our international operations, including:

economic conditions in various parts of the world, particularly impacts from the COVID-19 pandemic, disruptions in supply chains, turmoil in labor markets and inflation;

sustained disruption to international travel from the COVID-19 pandemic and variations or mutations thereof as well as any other outbreaks of contagious diseases;

differing labor and employment regulations, especially where labor laws are generally more advantageous to employees as compared to the U.S.;

the difficulty of managing and staffing our international operations and the increased travel, infrastructure and legal costs associated with multiple international locations;

new and different sources of competition;

compliance with multiple, conflicting, ambiguous or rapidly evolving governmental laws and regulations, including tax, privacy, data protection and sovereignty, cybersecurity, anti-corruption, import/export, antitrust and industry-specific laws and regulations and our ability to identify and respond timely to compliance issues when they occur;

vetting and monitoring our third-party business partners in new and evolving markets to confirm they maintain standards consistent with our brand and reputation and comply with our Supplier Code of Conduct as applicable;

less favorable intellectual property laws;

tariffs and trade barriers and other regulatory or contractual limitations on our ability to sell or develop our solutions in certain foreign markets;

availability of sufficient network connectivity required for certain of our products; and

difficulties in enforcing contracts and collecting accounts receivable, especially in developing countries.
26

Table of Contents


In addition, while there has been no material impact on our business to date, we are subject to risks from the direct and indirect impacts from the Russian invasion of Ukraine and the ensuing sanctions. These risks include general geopolitical unrest, turmoil in certain financial markets, instability in the financial system, disruption to domestic and international travel, displacement of persons, disruption of supply chains and routes, including energy supplies, commodity and other price inflation, increased cybersecurity threats and attacks, the possibility of military activity or risk of wider war in countries near or adjacent to Ukraine. For example, in Sofia, Bulgaria, we have marketing, research and development, professional services, customer success, maintenance and support and general and administrative staff, representing approximately 14% of our personnel.

If we continue to expand our business globally, our success will depend, in large part, on our ability to anticipate and effectively manage these and other risks associated with our international operations. Our failure to manage any of these risks successfully could harm our international operations and reduce our international sales, adversely affecting our business, operating results and financial condition.

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

We have an ongoing authorization from our board of directors to repurchase up to $15.0 million in shares of our common stock in the open market or through privately negotiated transactions. As of June 30, 2022,March 31, 2023, $10.0 million remained available for repurchase under the existing repurchase authorization. We did not make any purchases of our common stock under this program for the three months ended June 30, 2022.March 31, 2023.

ITEM 3. DEFAULTS UPON SENIOR SECURITIES

None.

ITEM 4. MINE SAFETY DISCLOSURE

None.

ITEM 5. OTHER INFORMATION

None.

27

Table of Contents
ITEM 6. EXHIBITS
Index to Exhibits
ProvidedIncorporated by Reference
Exhibit No.DescriptionHerewithFormFiling Date
31.1X
31.2X
32.1*X
Exhibit No.Description
101.INSXBRL Instance Document.
101.SCHXBRL Taxonomy Extension Schema Document.
101.CALXBRL Taxonomy Extension Calculation Linkbase Document.
101.DEFXBRL Taxonomy Extension Definition Linkbase Document.
101.LABXBRL Taxonomy Extension Label Linkbase Document.
101.PREXBRL Taxonomy Extension Presentation Linkbase Document.
23

Table of Contents
*This certification shall not be deemed “filed” for purposes of Section 18 of the Securities Act of 1934, or otherwise subject to the liability of that Section, nor shall it be deemed to be incorporated by reference into any filing under the Securities Act of 1933 or the Securities Exchange Act of 1934.
2824

Table of Contents
SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.
 PROS HOLDINGS, INC.
July 28, 2022May 2, 2023By: /s/ Andres Reiner
 Andres Reiner
 President and Chief Executive Officer
(Principal Executive Officer)
July 28, 2022May 2, 2023By: /s/ Stefan Schulz
 Stefan Schulz
 Executive Vice President and Chief Financial Officer
(Principal Financial Officer)
2925