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, 20212022
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.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)

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. See the definitions of "large accelerated filer," "accelerated filer" and "smaller reporting 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 44,378,70445,305,508 as of July 27, 2021.25, 2022.


Table of Contents
PROS Holdings, Inc.
Form 10-Q
For the Quarterly Period Ended June 30, 20212022

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.
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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, 2021December 31, 2020June 30, 2022December 31, 2021
Assets:Assets:Assets:
Current assets:Current assets:Current assets:
Cash and cash equivalentsCash and cash equivalents$318,326 $329,134 Cash and cash equivalents$215,178 $227,553 
Trade and other receivables, net of allowance of $1,182 and $4,122, respectively41,295 49,578 
Trade and other receivables, net of allowance of $1,044 and $1,206, respectivelyTrade and other receivables, net of allowance of $1,044 and $1,206, respectively34,415 40,581 
Deferred costs, currentDeferred costs, current5,879 5,941 Deferred costs, current5,961 5,772 
Prepaid and other current assetsPrepaid and other current assets9,376 9,647 Prepaid and other current assets11,935 9,623 
Total current assetsTotal current assets374,876 394,300 Total current assets267,489 283,529 
Property and equipment, netProperty and equipment, net34,267 36,504 Property and equipment, net27,341 30,958 
Operating lease right-of-use assetsOperating lease right-of-use assets27,632 30,689 Operating lease right-of-use assets20,195 25,732 
Deferred costs, noncurrentDeferred costs, noncurrent11,196 12,544 Deferred costs, noncurrent9,189 9,510 
Intangibles, netIntangibles, net6,596 8,341 Intangibles, net22,046 27,618 
GoodwillGoodwill49,698 50,044 Goodwill107,334 108,133 
Other assets, noncurrentOther assets, noncurrent7,238 7,549 Other assets, noncurrent8,156 9,003 
Total assetsTotal assets$511,503 $539,971 Total assets$461,750 $494,483 
Liabilities and Stockholders' 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$5,265 $4,246 Accounts payable and other liabilities$5,978 $4,034 
Accrued liabilitiesAccrued liabilities12,786 13,065 Accrued liabilities12,697 12,631 
Accrued payroll and other employee benefitsAccrued payroll and other employee benefits22,543 25,514 Accrued payroll and other employee benefits22,862 31,994 
Operating lease liabilities, currentOperating lease liabilities, current6,203 5,937 Operating lease liabilities, current7,393 8,457 
Deferred revenue, currentDeferred revenue, current101,235 99,156 Deferred revenue, current108,207 97,713 
Total current liabilitiesTotal current liabilities148,032 147,918 Total current liabilities157,137 154,829 
Deferred revenue, noncurrentDeferred revenue, noncurrent7,896 11,372 Deferred revenue, noncurrent7,278 8,553 
Convertible debt, netConvertible debt, net287,542 218,028 Convertible debt, net289,033 288,287 
Operating lease liabilities, noncurrentOperating lease liabilities, noncurrent40,837 44,099 Operating lease liabilities, noncurrent32,327 38,034 
Other liabilities, noncurrentOther liabilities, noncurrent1,468 1,517 Other liabilities, noncurrent1,065 1,196 
Total liabilitiesTotal liabilities485,775 422,934 Total liabilities486,840 490,899 
Commitments and contingencies (see Note 9)0
Stockholders' equity:
Preferred stock, $0.001 par value, 5,000,000 shares authorized; NaN issued
Common stock, $0.001 par value, 75,000,000 shares authorized; 49,020,405
and 48,142,267 shares issued, respectively; 44,339,682 and 43,461,544 shares outstanding, respectively
49 48 
Commitments and contingencies (see Note 10)Commitments and contingencies (see Note 10)0
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— — 
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
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 
Additional paid-in capitalAdditional paid-in capital526,926 589,040 Additional paid-in capital569,914 546,693 
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(467,518)(438,773)Accumulated deficit(559,698)(508,652)
Accumulated other comprehensive lossAccumulated other comprehensive loss(3,882)(3,431)Accumulated other comprehensive loss(5,509)(4,659)
Total stockholders' equity25,728 117,037 
Total liabilities and stockholders' equity$511,503 $539,971 
Total stockholders' (deficit) equityTotal stockholders' (deficit) equity(25,090)3,584 
Total liabilities and stockholders' (deficit) equityTotal liabilities and stockholders' (deficit) equity$461,750 $494,483 
The accompanying notes are an integral part of these unaudited condensed consolidated financial statements.
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PROS Holdings, Inc.
Condensed Consolidated Statements of Comprehensive Income (Loss)Loss
(In thousands, except per share data)
(Unaudited) 
Three Months Ended June 30,Six Months Ended June 30, Three Months Ended June 30,Six Months Ended June 30,
2021202020212020 2022202120222021
Revenue:Revenue:Revenue:
SubscriptionSubscription$44,224 $42,377 $86,872 $85,547 Subscription$50,386 $44,224 $99,151 $86,872 
Maintenance and supportMaintenance and support8,570 11,741 18,244 24,264 Maintenance and support7,249 8,570 15,104 18,244 
Total subscription, maintenance and supportTotal subscription, maintenance and support52,794 54,118 105,116 109,811 Total subscription, maintenance and support57,635 52,794 114,255 105,116 
ServicesServices9,607 9,629 18,663 20,247 Services10,727 9,607 20,599 18,663 
Total revenueTotal revenue62,401 63,747 123,779 130,058 Total revenue68,362 62,401 134,854 123,779 
Cost of revenue:Cost of revenue:Cost of revenue:
SubscriptionSubscription13,589 12,392 27,390 25,256 Subscription13,746 13,589 27,525 27,390 
Maintenance and supportMaintenance and support2,157 2,610 4,415 5,400 Maintenance and support1,988 2,157 4,155 4,415 
Total cost of subscription, maintenance and supportTotal cost of subscription, maintenance and support15,746 15,002 31,805 30,656 Total cost of subscription, maintenance and support15,734 15,746 31,680 31,805 
ServicesServices10,658 10,948 21,091 24,021 Services11,907 10,658 23,322 21,091 
Total cost of revenueTotal cost of revenue26,404 25,950 52,896 54,677 Total cost of revenue27,641 26,404 55,002 52,896 
Gross profitGross profit35,997 37,797 70,883 75,381 Gross profit40,721 35,997 79,852 70,883 
Operating expenses:Operating expenses:Operating expenses:
Selling and marketingSelling and marketing21,190 21,011 42,754 45,931 Selling and marketing24,020 21,190 49,307 42,754 
Research and developmentResearch and development20,095 18,397 40,553 37,533 Research and development23,401 20,454 47,868 41,379 
General and administrativeGeneral and administrative11,018 13,528 24,472 28,408 General and administrative13,837 10,659 28,166 23,646 
Impairment of fixed assetsImpairment of fixed assets— — 1,551 — 
Loss from operationsLoss from operations(16,306)(15,139)(36,896)(36,491)Loss from operations(20,537)(16,306)(47,040)(36,896)
Convertible debt interest and amortizationConvertible debt interest and amortization(1,576)(2,085)(3,152)(4,147)Convertible debt interest and amortization(1,576)(1,576)(3,152)(3,152)
Other income, net146 290 977 
Other (expense) income, netOther (expense) income, net(2)(420)290 
Loss before income tax provisionLoss before income tax provision(17,878)(17,078)(39,758)(39,661)Loss before income tax provision(22,115)(17,878)(50,612)(39,758)
Income tax provisionIncome tax provision168 130 317 282 Income tax provision291 168 434 317 
Net lossNet loss$(18,046)$(17,208)$(40,075)$(39,943)Net loss$(22,406)$(18,046)$(51,046)$(40,075)
Net loss per share:Net loss per share:Net loss per share:
Basic and dilutedBasic and diluted$(0.41)$(0.40)$(0.90)$(0.92)Basic and diluted$(0.50)$(0.41)$(1.13)$(0.90)
Weighted average number of shares:Weighted average number of shares:Weighted average number of shares:
Basic and dilutedBasic and diluted44,321 43,304 44,283 43,203 Basic and diluted45,222 44,321 45,154 44,283 
Other comprehensive income (loss), net of tax:
Other comprehensive loss, net of tax:Other comprehensive loss, net of tax:
Foreign currency translation adjustmentForeign currency translation adjustment$157 $86 $(451)$(84)Foreign currency translation adjustment$(628)$157 $(850)$(451)
Other comprehensive income (loss), net of tax157 86 (451)(84)
Other comprehensive (loss) income, net of taxOther comprehensive (loss) income, net of tax(628)157 (850)(451)
Comprehensive lossComprehensive loss$(17,889)$(17,122)$(40,526)$(40,027)Comprehensive loss$(23,034)$(17,889)$(51,896)$(40,526)

The accompanying notes are an integral part of these unaudited condensed consolidated financial statements.
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PROS Holdings, Inc.
Condensed Consolidated Statements of Cash Flows
(In thousands)
(Unaudited)
Six Months Ended June 30, Six Months Ended June 30,
20212020 20222021
Operating activities:Operating activities:Operating activities:
Net lossNet loss$(40,075)$(39,943)Net loss$(51,046)$(40,075)
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 amortization6,092 6,933 Depreciation and amortization8,448 6,092 
Amortization of debt discount and issuance costs746 3,448 
Amortization of debt issuance costsAmortization of debt issuance costs746 746 
Share-based compensationShare-based compensation16,776 12,099 Share-based compensation21,991 16,776 
Provision for doubtful accountsProvision for doubtful accounts(1,690)5,286 Provision for doubtful accounts(300)(1,690)
Impairment of fixed assetsImpairment 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 receivables9,919 5,116 Accounts and unbilled receivables6,441 9,919 
Deferred costsDeferred costs1,409 1,626 Deferred costs132 1,409 
Prepaid expenses and other assetsPrepaid expenses and other assets1,095 323 Prepaid expenses and other assets(1,395)1,095 
Operating lease right-of-use assets and liabilitiesOperating lease right-of-use assets and liabilities26 6,122 Operating lease right-of-use assets and liabilities(1,117)26 
Accounts payable and other liabilitiesAccounts payable and other liabilities899 (2,525)Accounts payable and other liabilities1,629 899 
Accrued liabilitiesAccrued liabilities(201)(6,623)Accrued liabilities(68)(201)
Accrued payroll and other employee benefitsAccrued payroll and other employee benefits(2,975)(14,979)Accrued payroll and other employee benefits(9,144)(2,975)
Deferred revenueDeferred revenue(1,435)(23,838)Deferred revenue9,187 (1,435)
Net cash used in operating activitiesNet cash used in operating activities(9,414)(46,955)Net cash used in operating activities(12,945)(9,414)
Investing activities:Investing activities:Investing activities:
Purchases of property and equipmentPurchases of property and equipment(2,085)(19,198)Purchases of property and equipment(769)(2,085)
Capitalized internal-use software development costs(806)
Investment in equity securitiesInvestment in equity securities(501)Investment in equity securities(169)(501)
Net cash used in investing activitiesNet cash used in investing activities(2,586)(20,004)Net cash used in investing activities(938)(2,586)
Financing activities:Financing activities:Financing activities:
Proceeds from employee stock plansProceeds from employee stock plans1,596 1,364 Proceeds from employee stock plans1,443 1,596 
Tax withholding related to net share settlement of stock awardsTax withholding related to net share settlement of stock awards(352)(20,221)Tax withholding related to net share settlement of stock awards(212)(352)
Net cash provided by (used in) financing activities1,244 (18,857)
Net cash provided by financing activitiesNet cash provided by financing activities1,231 1,244 
Effect of foreign currency rates on cashEffect of foreign currency rates on cash(52)(104)Effect of foreign currency rates on cash277 (52)
Net change in cash and cash equivalentsNet change in cash and cash equivalents(10,808)(85,920)Net change in cash and cash equivalents(12,375)(10,808)
Cash and cash equivalents:Cash and cash equivalents:Cash and cash equivalents:
Beginning of periodBeginning of period329,134 306,077 Beginning of period227,553 329,134 
End of periodEnd of period$318,326 $220,157 End of period$215,178 $318,326 
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$335 $3,538 Purchase of property and equipment accrued but not paid$140 $335 
The accompanying notes are an integral part of these unaudited condensed consolidated financial statements.
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PROS Holdings, Inc.
Condensed Consolidated Statements of Stockholders’ (Deficit) Equity
(In thousands, except share data)
(Unaudited) 


Three Months Ended June 30, 2021
 Common StockAdditional Paid-In CapitalTreasury StockAccumulated
(Deficit) Retained Earnings
Accumulated other comprehensive lossTotal Stockholders’ 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 income (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 

Three Months Ended June 30, 2022
Common StockAdditional Paid-In CapitalTreasury StockAccumulated
Deficit
Accumulated other comprehensive lossTotal Stockholders’
(Deficit) Equity
SharesAmountSharesAmount
Balance at March 31, 202245,179,184 $50 $559,148 4,680,723 $(29,847)$(537,292)$(4,881)$(12,822)
Stock awards net settlement68,095 — — — — — — — 
Proceeds from employee stock plans— — — — — — — — 
Noncash share-based compensation— — 10,766 — — — — 10,766 
Other comprehensive loss— — — — — — (628)(628)
Net loss— — — — — (22,406)— (22,406)
Balance at June 30, 202245,247,279 $50 $569,914 4,680,723 $(29,847)$(559,698)$(5,509)$(25,090)


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 

Three Months Ended June 30, 2020
 Common StockAdditional Paid-In CapitalTreasury StockAccumulated
(Deficit) Retained Earnings
Accumulated other comprehensive lossTotal Stockholders’ Equity
 SharesAmountSharesAmount
Balance at March 31, 202043,291,660 $48 $548,014 4,680,723 $(29,847)$(384,524)$(4,081)$129,610 
Stock awards net settlement12,801 — (49)— — — — (49)
Noncash share-based compensation— — 5,731 — — — — 5,731 
Other comprehensive income (loss)— — — — — — 86 86 
Net loss— — — — — (17,208)— (17,208)
Balance at June 30, 202043,304,461 $48 $553,696 4,680,723 $(29,847)$(401,732)$(3,995)$118,170 
The accompanying notes are an integral part of these unaudited condensed consolidated financial statements.
















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

Six Months Ended June 30, 2021Six Months Ended June 30, 2022
Common StockAdditional Paid-In CapitalTreasury StockAccumulated
(Deficit) Retained Earnings
Accumulated other comprehensive lossTotal Stockholders’ EquityCommon StockAdditional Paid-In CapitalTreasury StockAccumulated
Deficit
Accumulated other comprehensive lossTotal Stockholders’
(Deficit) Equity
SharesAmountSharesAmountSharesAmountSharesAmount
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 settlement677,492 (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— — 21,991 — — — — 21,991 
Other comprehensive income (loss)— — — — — — (451)(451)
Other comprehensive lossOther comprehensive loss— — — — — — (850)(850)
Net lossNet loss— — — — — (40,075)— (40,075)Net loss— — — — — (51,046)— (51,046)
Balance at June 30, 202144,339,682 $49 $526,926 4,680,723 $(29,847)$(467,518)$(3,882)$25,728 
Balance at June 30, 2022Balance 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, 2020Six Months Ended June 30, 2021
Common StockAdditional Paid-In CapitalTreasury StockAccumulated
(Deficit) Retained Earnings
Accumulated other comprehensive lossTotal Stockholders’ Equity Common StockAdditional Paid-In CapitalTreasury StockAccumulated
Deficit
Accumulated other comprehensive lossTotal Stockholders’
(Deficit) Equity
SharesAmountSharesAmount SharesAmountSharesAmount
Balance at December 31, 201942,630,123 $47 $560,496 4,680,723 $(29,847)$(361,789)$(3,911)$164,996 
Balance at December 31, 2020Balance at December 31, 202043,461,544 $48 $589,040 4,680,723 $(29,847)$(438,773)$(3,431)$117,037 
Stock awards net settlementStock awards net settlement647,401 (20,222)— — — — (20,221)Stock awards net settlement836,168 (353)— — — — (352)
Proceeds from employee stock plansProceeds from employee stock plans26,774 — 1,364 — — — — 1,364 Proceeds from employee stock plans41,970 — 1,596 — — — — 1,596 
Warrant exercise163 — — — — — — 
Cumulative effect of adoption of ASU 2020-06Cumulative effect of adoption of ASU 2020-06— — (80,098)— — 11,330 — (68,768)
Noncash share-based compensationNoncash share-based compensation— — 12,058 — — — — 12,058 Noncash share-based compensation— — 16,741 — — — — 16,741 
Other comprehensive income (loss)— — — — — — (84)(84)
Other comprehensive lossOther comprehensive loss— — — — — — (451)(451)
Net lossNet loss— — — — — (39,943)— (39,943)Net loss— — — — — (40,075)— (40,075)
Balance at June 30, 202043,304,461 $48 $553,696 4,680,723 $(29,847)$(401,732)$(3,995)$118,170 
Balance at June 30, 2021Balance 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.

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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 software-as-a-service ("SaaS") solutions that optimize shopping and selling experiences. Built on the PROS platform, these intelligent solutions leverage business artificial intelligence ("AI"), intuitive user experiencesself-learning and process automation to deliverensure that every transactional experience is fast, frictionless and personalized purchasing experiences designed to meet the real-time demands of today’sfor every shopper, supporting both business-to-business ("B2B") and business-to-consumer ("B2C") omnichannel shoppers, regardless of industry.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 buyers to move fluidly across its customers’ direct sales, partner, online, mobile and emerging channels with personalized experiences regardless of which channel those buyers choose. 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, 2021,2022, the results of operations for the three and six months ended June 30, 20212022 and 2020,2021, cash flows for the six months ended June 30, 2022 and 2021, and 2020, and stockholders' (deficit) equity for the three and six months ended June 30, 20212022 and 2020.2021.

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.
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, 20202021 ("Annual Report") filed with the SEC. The unaudited condensed consolidated balance sheet as of December 31, 20202021 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, 2020, 2021, except for the Company's adoption of certain accounting standards described in more detail under "Recently adopted accounting pronouncements" in this Note 2 below.
    
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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 $293.8179.0 million and $301.3$203.3 million at June 30, 20212022 and December 31, 2020,2021, 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.
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Trade and other receivables

    Trade and other receivables are primarily comprised of trade receivables, net of allowance for doubtful accounts, 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, 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 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 that are also tied to the value of customer contracts acquired. Deferred costs were $17.115.2 million and $18.5$15.3 million as of June 30, 20212022 and December 31, 2020,2021, respectively. Amortization expense for the deferred costs was $1.51.4 millionand $1.4$1.5 million for the three months ended June 30, 20212022 and 2020,2021, respectively, and $3.12.9 million and $2.9$3.1 million for the six months ended June 30, 20212022 and 2020,2021, respectively. Amortization of deferred costs is included in selling and marketing expense in the accompanying unaudited condensed consolidated statements of comprehensive income (loss).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 obligations in its customer contracts. The Company analyzes implementation costs and capitalizes those costs that are directly related to customer contracts that are expected to be recoverable and that enhance the resources which will be used 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 $2.7$2.0 million and $2.9$2.4 million as of June 30, 20212022 and December 31, 2020,2021, respectively. Amortization expense for the deferred implementation costs was $0.3 millionand $0.6 million for both the three months ended June 30, 20212022 and 2020, respectively,2021, and $0.6 million and $1.0 million for both the six months ended June 30, 20212022 and 2020, respectively.2021. 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 income (loss).loss.

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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, 2022, the Company recorded zero and $1.6 million, respectively, of impairment charge related to fixed assets. The 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. As a result of the adoption the non-cash interest expense was lower for three and six months ended June 30, 2021 and will be lower for the remaining term of the outstanding convertible notes. 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, there have been no other recent accounting pronouncements or changes in accounting pronouncements during the six months ended June 30, 2021,2022, as compared to the recent accounting pronouncements described in the Company's Annual Report, that are of significance or potential significance to the Company.

3. Deferred Revenue and Performance Obligations

    Deferred Revenue

    For the three months ended June 30, 20212022 and 2020,2021, the Company recognized approximately $45.3$48.6 million and $48.8$45.3 million, respectively, and forfor the six months ended June 30, 20212022 and 2020,2021, the Company recognized approximately $70.3approximately $71.2 million and $84.0$70.3 million, respectively, of revenue that was included in the deferred revenue balances at the beginning of the respective periods and primarily related to subscription, services, maintenance and support, and services.

    Performance Obligations

     As of June 30, 2021,2022, the Company expects to recognize approximately $390.5434.9 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 $190.3$197.4 million of these performance obligations over the next 12 months, with the balance recognized thereafter. However, as a result of uncertain economic conditions caused by COVID-19, the amount of revenue recognized from the Company's contractual remaining performance obligations could vary and be less than what the Company expects as revenue recognized could be delayed or not occur depending on the ongoing impact of COVID-19.thereafter.

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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, 20212022 and 2020.2021. 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 June 30,Six Months Ended June 30,
2021202020212020 2022202120222021
(in thousands)(in thousands)RevenuePercentRevenuePercentRevenuePercentRevenuePercent(in thousands)RevenuePercentRevenuePercentRevenuePercentRevenuePercent
United States of AmericaUnited States of America$21,875 35 %$20,715 32 %$42,751 35 %$42,515 33 %United States of America$23,908 35 %$21,875 35 %$47,102 35 %$42,751 35 %
EuropeEurope18,562 30 %17,682 28 %37,254 30 %37,612 29 %Europe20,865 30 %18,562 30 %41,688 31 %37,254 30 %
The rest of the worldThe rest of the world21,964 35 %25,350 40 %43,774 35 %49,931 38 %The rest of the world23,589 35 %21,964 35 %46,064 34 %43,774 35 %
Total revenue Total revenue$62,401 100 %$63,747 100 %$123,779 100 %$130,058 100 % Total revenue$68,362 100 %$62,401 100 %$134,854 100 %$123,779 100 %

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.

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5.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 1211 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, 2021,2022, 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,
2021202020212020
Cash paid for operating lease liabilities$1,917 $1,973 $4,378 $3,600 
Right-of-use asset obtained in exchange for operating lease liability$194 $$291 $1,759 

Three Months Ended June 30,Six Months Ended June 30,
2022202120222021
Cash paid for operating lease liabilities$2,353 $1,917 $4,195 $4,378 
Right-of-use asset obtained in exchange for operating lease liability$243 $194 $243 $291 

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

As of June 30, 2021,2022, maturities of lease liabilities were as follows (in thousands):
Year Ending December 31,Year Ending December 31,AmountYear Ending December 31,Amount
Remaining 2021$4,894 
202210,468 
Remaining 2022Remaining 2022$5,168 
2023202311,374 20239,618 
202420245,383 20245,260 
202520254,253 20254,211 
202620264,134 20264,109 
202720274,043 
ThereafterThereafter27,726 Thereafter23,685 
Total operating lease paymentsTotal operating lease payments68,232 Total operating lease payments56,094 
Less: Imputed interestLess: Imputed interest(19,807)Less: Imputed interest(16,374)
Less: Anticipated lease incentive(1,385)
Total operating lease liabilitiesTotal operating lease liabilities$47,040 Total operating lease liabilities$39,720 

6.7. 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, 20212022 and 2020:2021:
Three Months Ended June 30,Six Months Ended June 30, Three Months Ended June 30,Six Months Ended June 30,
(in thousands, except per share data)(in thousands, except per share data)2021202020212020(in thousands, except per share data)2022202120222021
Numerator:Numerator:Numerator:
Net lossNet loss$(18,046)$(17,208)$(40,075)$(39,943)Net loss$(22,406)$(18,046)$(51,046)$(40,075)
Denominator:Denominator:Denominator:
Weighted average shares (basic)Weighted average shares (basic)44,321 43,304 44,283 43,203 Weighted average shares (basic)45,222 44,321 45,154 44,283 
Dilutive effect of potential common sharesDilutive effect of potential common sharesDilutive effect of potential common shares— — — — 
Weighted average shares (diluted)Weighted average shares (diluted)44,321 43,304 44,283 43,203 Weighted average shares (diluted)45,222 44,321 45,154 44,283 
Basic loss per shareBasic loss per share$(0.41)$(0.40)$(0.90)$(0.92)Basic loss per share$(0.50)$(0.41)$(1.13)$(0.90)
Diluted loss per shareDiluted loss per share$(0.41)$(0.40)$(0.90)$(0.92)Diluted loss per share$(0.50)$(0.41)$(1.13)$(0.90)
    
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    Dilutive potential common shares consist of shares issuable upon the settlement of stock appreciation rights ("SARs"), and the vesting of restricted stock units ("RSUs") and, 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 approximately 2.4 million and 1.2 million, for the three months ended June 30, 2022 and 2021, respectively, and 2020,2.6 million and 1.3 million and 1.4 million for the six months ended June 30, 20212022 and 2020,2021, 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 three and six months ended June 30, 2021, and 2.2 million for the three and six months ended June 30, 2020.
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7.8. Noncash Share-based Compensation

    The Company's 2017 Equity Incentive Plan (as amended and restated, the "2017 Stock Plan") was approved by the Company's stockholders in May 2019 and reservedhas an aggregate amountauthorized limit of 4,550,0007,650,000 shares available for issuance. In May 2021, the Company's stockholders approved an amendment to the 2017 Stock Plan increasing the aggregate amount of shares available for issuance to 7,650,000. As of June 30, 2021, 4,047,0692022, 2,829,815 shares remain available for issuance under the 2017 Stock Plan.
    
    The following table presents the number of shares or units outstanding for each award type as of June 30, 20212022 and December 31, 2020,2021, respectively, (in thousands): 
Award typeAward typeJune 30, 2021December 31, 2020Award typeJune 30, 2022December 31, 2021
Restricted stock units (time-based)Restricted stock units (time-based)1,869 1,802 Restricted stock units (time-based)2,624 2,145 
Restricted stock units (performance-based)Restricted stock units (performance-based)140 162 Restricted stock units (performance-based)— 140 
Stock appreciation rights28 
Market stock unitsMarket stock units126 111 Market stock units216 126 
EveryMundo Equity considerationEveryMundo Equity consideration273 273 

During the three months ended June 30, 2021,2022, the Company granted 39,695205,642 RSUs (time-based) with a weighted average grant-date fair value of $38.32$24.05 per share.

During the six months ended June 30, 2021,2022, the Company granted 823,5891,353,221 RSUs (time-based) with a weighted average grant-date fair value of $47.59$30.23 per share. The Company also granted 125,541116,640 MSUs with a weighted average grant-date fair value of $56.05$37.65 to certain executive employees during the six months ended June 30, 2021.2022. These MSUs vest on January 31, 20242025 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, 2021.2022.

The assumptions used to value the MSUs granted during the six months ended June 30, 20212022 were as follows:
June 30, 20212022
Volatility53.2954.50 %
Risk-free interest rate0.221.20 %
Expected optionaward life in years2.97
Dividend yield0

Share-based compensation expense is allocated to expense categories on the unaudited condensed consolidated statements of comprehensive income (loss).loss. The following table summarizes share-based compensation expense included in the Company's unaudited condensed consolidated statements of comprehensive income (loss)loss for the three and six months ended June 30, 20212022 and 2020:
 Three Months Ended June 30,Six Months Ended June 30,
 2021202020212020
Share-based compensation:
Cost of revenue$976 $502 $1,802 $1,026 
Operating expenses:
Selling and marketing2,510 1,965 4,734 3,831 
Research and development2,117 1,368 3,943 2,875 
General and administrative3,003 1,917 6,297 4,367 
Total included in operating expenses7,630 5,250 14,974 11,073 
Total share-based compensation expense$8,606 $5,752 $16,776 $12,099 
2021:
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 Three Months Ended June 30,Six Months Ended June 30,
 2022202120222021
Share-based compensation:
Cost of revenue$1,006 $976 $1,831 $1,802 
Operating expenses:
Selling and marketing3,276 2,510 6,516 4,734 
Research and development2,899 2,117 6,612 3,943 
General and administrative3,585 3,003 7,032 6,297 
Total included in operating expenses9,760 7,630 20,160 14,974 
Total share-based compensation expense$10,766 $8,606 $21,991 $16,776 
    At June 30, 2021,2022, the Company had an estimated $78.4$94.7 million of total unrecognized compensation costs related to share-based compensation arrangements. These costs will be recognized over a weighted average period of 2.8 years.

    The Company's Employee Stock Purchase Plan (as amended, the "ESPP") provides for eligible employees to purchase 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, 2021,2022, the Company issued 0zero and 41,97049,245 shares under the ESPP, respectively. As of June 30, 2021,2022, 532,824444,466 shares remain authorized and available for issuance under the ESPP. As of June 30, 2021,2022, the Company held approximately $1.51.3 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.

8.9. Convertible Senior Notes

    The following is a summary of the Company's convertible senior notes as of June 30, 20212022 (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 $$141,210 1%1% Convertible Notes due in 2024 ("2024 Notes") May 2019$143,750 $— $142,106 1%
2.25% Convertible Notes due in 2027 ("2027 Notes")2.25% Convertible Notes due in 2027 ("2027 Notes")September 2020$150,000 $$146,332 2.25%2.25% Convertible Notes due in 2027 ("2027 Notes")September 2020$150,000 $— $146,927 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.

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.

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As of June 30, 2021,2022, the 2027 and 2024 Notes are not yet convertible and their remaining term is approximately 7462 months and 3422 months, respectively.

As of June 30, 20212022 and December 31, 2020,2021, the fair value of the principal amount of the Notes in the aggregate was $342.9266.7 million and $363.8$299.4 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 thethe 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$68.8 million to convertible debt, net. In addition, the Company recorded a reduction to additional paid-in capital of $80.1$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.
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The Notes consist of the following (in thousands):
June 30, 2021December 31, 2020
Liability component:
Principal$293,750 $293,750 
Less: debt discount and issuance cost, net of amortization(6,208)(75,722)
Net carrying amount$287,542 $218,028 
Equity component(1)
$$80,098 
(1)     Recorded within additional paid-in capital in the unaudited condensed consolidated balance sheet. As of December 31, 2020, it included $47.2 million and $32.9 million related to the 2027 and 2024 Notes, respectively, which was net of $1.3 million and $1.1 million issuance cost in equity, respectively.
June 30, 2022December 31, 2021
Principal$293,750 $293,750 
Less: debt issuance cost, net of amortization(4,717)(5,463)
Net carrying amount$289,033 $288,287 

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 June 30,Six Months Ended June 30,
20212020202120202022202120222021
Coupon interestCoupon interest$1,203 $359 $2,406 $719 Coupon interest$1,203 $1,203 $2,406 $2,406 
Amortization of debt issuance costsAmortization of debt issuance costs373 158 746 314 Amortization of debt issuance costs373 373 746 746 
Amortization of debt discount1,568 3,114 
TotalTotal$1,576 $2,085 $3,152 $4,147 Total$1,576 $1,576 $3,152 $3,152 

    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.

9.10. 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.

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Purchase commitments

In the ordinary course of business, the Company enters into various purchase commitments for goods and services.

In July 2021, the Company entered into a noncancelable agreement for data subscription services with a five-year term. The purchase commitment as of June 30, 2022 was $4.3 million and the agreement expires in June 2026.

In March 2019,November 2021, the Company entered into a noncancelable agreement with a computing infrastructure vendor that amended the existing agreement dated June 2017.March 2019. The amended agreement expires in March 2022. Thehad purchase commitmentcommitments of $166.1 million remaining as of June 30, 2021 was $24.9 million for the remaining period through the expiration of the agreement.2022, and expires in November 2026.

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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 20212022 Financial Overview

In the second quarter of 2022, we continued to grow our subscription revenue. For the three and six months ended June 30, 20212022, , our revenue was impacted by last year's lower customer subscription bookings, project delays and a decrease in revenue retention rates as a result of the COVID-19 pandemic. Our prior year new customer subscription bookings impacted this year’s subscription revenue growth given the lag between subscription bookings and the revenue recognized on those subscription bookings. As a result, our subscription revenue increased 4%14% as compared to the same periods in 2021. Total revenue increased 10% and 2%9% for the three and six months ended June 30, 2021,2022, respectively, as compared to the same periods in 2020, and our total revenue decreased 2% and 5% for the three and six months ended June 30, 2021, respectively, as compared to the same periods in 2020. Recurring2021. 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, 2021 as compared to2022, respectively, and 85% and 84%of total revenue for the three and six months ended June 30, 2020, respectively.2021.

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

Cash used in operating activities was $12.9 million for the six months ended June 30, 2022, as compared to $9.4 million for the six months ended June 30, 2021, as compared to $47.0 million for the six months ended June 30, 2020. 2021. The improvementincrease was primarily attributable to several customers during the first half of 2020 deferring payments as a result of COVID-19 as well as to a lowerhigher annual incentive payment in 20212022 as compared to prior year.year, partially offset by strong collections during the period.

Free cash flow is anothera 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 minus 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 threemonths ended June 30, 20212022 was $5.7$2.2 million, compared to $23.5$5.7 million for the three months ended June 30, 2020. 2021. This decrease was primarily due to strong collections during the period. Free cash flow used during the sixmonths ended June 30, 20212022 was $10.4$13.7 million, compared to $49.0$10.4 million for the six months ended June 30, 2020.2021. This improvementincrease was primarily due to a $37.5 million decrease in net cash used in operating activities mainly attributable to several customers during the first half of 2020 deferring payments as a result of COVID-19 as well as to a lowerhigher annual incentive payment in 20212022 as compared to prior year.year, partially offset by strong collections during the period. The following is a reconciliation of free cash flow to the most comparable GAAP measure, net cash used in operating activities (in thousands):
Three Months Ended June 30,Six Months Ended June 30,Three Months Ended June 30,Six Months Ended June 30,
20212020202120202022202120222021
Net cash used in operating activitiesNet cash used in operating activities$(4,985)$(22,782)$(9,414)$(46,955)Net cash used in operating activities$(1,931)$(4,985)$(12,945)$(9,414)
Purchase of property and equipment (excluding new headquarters)Purchase of property and equipment (excluding new headquarters)(741)(306)(944)(1,263)Purchase of property and equipment (excluding new headquarters)(308)(741)(769)(944)
Capitalized internal-use software development costs— (394)— (806)
Free Cash FlowFree Cash Flow$(5,726)$(23,482)$(10,358)$(49,024)Free Cash Flow$(2,239)$(5,726)$(13,714)$(10,358)
    
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Factors Affecting Our Performance

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

COVID-19 Global Impact.Macroeconomic EnvironmentThe duration. We believe that the combination of the COVID-19 pandemic remains uncertain, and the pace and timeframe for recoverysupply chain disruptions from the economic impactpandemic, tight labor markets, pricing volatility, inflation, the Russia-Ukraine conflict, rising interest rates, and other macroeconomic conditions will put pressure on corporate growth initiatives and increase near term focus on profitability. 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 COVID-19 continues to vary across theindustries. For example, pricing volatility and inflation are catalysts for demand for our price management and optimization solutions, while concurrently uncertain macroeconomic and industry conditions in countries and industriesregions in which we do business. The travel industry,operate create a sector served bychallenging selling environment for large enterprise technology deployment. COVID-19 impacted and is anticipated to continue impacting our solutions, was particularly adversely impacted by unprecedented declines in travel demand in 2020, forcing airlines to respond by significantly reducing capacity, grounding flights, reducing personnel and other costs, adjusting corporate liquidity and, in certain cases, filing for bankruptcy protection. The timeline for recovery of the travel industry remains fluid and dynamic, with significant geographic variation. For example, while airline travel demand in the United States has shown early signs of recovery in 2021 as COVID-19 vaccination rates increase, we expect international travel demand to recover more slowly due to ongoing international travel restrictions as vaccination rates vary significantly by geography. While COVID-19 has accelerated existing trends with respect to digital commerce as explained below, the economic impact and uncertainty attributable to the pandemic has affected our business, also as explained below. The global workplace environment has also substantially changed in the wake of COVID-19. To support the health and well-being of our employees, customers, partners and communities, our global workforce has been primarily working remotely since March 2020; although we have opened our offices where permitted for employees who choose to work in the office. Many of our customers are also continuing to work remotely, which in some cases has delayed, and may continue to impact the timing of new business and implementations of our solutions. The duration and extent of the impact of COVID-19 continues to be unknown and could continue to impact the pace and timing of adoption and implementation of our solutions, cash flow from operations and customer retention. For a full discussion on the risks and uncertainties to our business associated with COVID-19, please see the Risk Factors section of our Annual Report on Form 10-K.

COVID-19 Financial Impact.Given our primarily subscription-based revenue model, the global economic impact of COVID-19 in 2020 on new customer bookings, revenue retention, contract restructuring, and project delays adversely impacted our revenue in the first half of 2021. Our prior year new customer subscription bookings impacted this year’s subscription revenue growth givenrates adversely due to lower subscription bookings during the pandemic and the lag
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between subscription bookings and the revenue recognized on those subscription bookings. Although we supported certain customers who requested concessions during 2020 by deferring payments, we have since collected a substantial majority of the amounts associated with these concessions, as evidenced bypandemic reduced our strong cash collections in the first half of 2021. We expect the ongoing global economic impact of COVID-19 willrevenue growth rates compared to pre-pandemic growth rates and is affecting our 2022 revenue, we continue to impactgrow our subscription revenue and expect total revenue growth in 2021, as2022. However, the continuing impact of COVID-19 and rate of economic recovery remains uncertain and varies across industries and geographies. While our 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. For a full discussion on the risks and uncertainties to our business, please see the "Risk Factors" section in our Annual Report on Form 10-K.

Travel Industry Recovery. Early in the pandemic, the travel industry was materially adversely impacted by unprecedented declines in travel demand, forcing airlines 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 operations 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, which in turn has led 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 decline if inflation impacts consumer disposable income. While there remains significant 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 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.

Buying PreferencesDigital Purchasing Driving Technology Adoption.Adoption Corporate buyers are increasingly demanding the same type of. The pandemic accelerated long-term trends toward digital buying experience that they enjoy as consumers.purchasing by both consumers and corporate buyers. 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. This trend has accelerated as a result of the COVID-19 pandemic. In response, we believe that businessesAcross industries and geographies, companies are increasingly modernizing their sales process to compete in digital commerce by adopting technologies which provide fast, frictionless and personalized buying experiences across sales channels. We believe we are uniquely positioned to help power these buying experiences with ourOur AI-powered solutions that enable buyers to move fluidly and with personalized experiences across our customers’ direct sales, partner, online, mobile and partneremerging channels and our digital offer marketing solutions to help drive their customers directly into their direct selling channels.

Continued InvestmentsInvesting in Growth and Scaling our Business. As a result of the economic impact of COVID-19, we are continuing to be measured inWe believe that our investments and focused on cost control efforts across our organization, while continuing to create awareness for our solutions, expand our customer base and grow our subscription revenues. While we incurred losses in 2020 and in the first half of 2021, we believe our market opportunity is large and underpenetrated, and intend to continue investing in sales, marketing,our business while focusing on cash flow and profitability, to create awareness for our solutions, acquire new customers, and expand within our existing customer success, cloud support, security, privacy, infrastructure and other long-term initiatives to expand our ability to sell and renew our subscription offeringsbase globally. We also 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. SalesAs we migrate more and more of our cloud-based solutions have, and we expect future sales of our cloud-based solutions will continue to reduce our future maintenance and support revenue, as long-termhistorical on premises customers continue to migrate 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 and have announced to our customers end of support dates for certain of our on premises solutions.


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Results of Operations

The following table sets forth certain items in our unaudited condensed consolidated statements of comprehensive income (loss)loss as a percentage of total revenues for the three and six months ended June 30, 20212022 and 2020:2021:
Three Months Ended June 30,Six Months Ended June 30, Three Months Ended June 30,Six Months Ended June 30,
20212020202120202022202120222021
Revenue:Revenue:Revenue:
SubscriptionSubscription71 %66 %70 %66 %Subscription74 %71 %74 %70 %
Maintenance and supportMaintenance and support14 18 15 19 Maintenance and support11 14 11 15 
Total subscription, maintenance and supportTotal subscription, maintenance and support85 85 85 84 Total subscription, maintenance and support84 85 85 85 
ServicesServices15 15 15 16 Services16 15 15 15 
Total revenueTotal revenue100 100 100 100 Total revenue100 100 100 100 
Cost of revenue:Cost of revenue:Cost of revenue:
SubscriptionSubscription22 19 22 19 Subscription20 22 20 22 
Maintenance and supportMaintenance and supportMaintenance and support
Total cost of subscription, maintenance and supportTotal cost of subscription, maintenance and support25 24 26 24 Total cost of subscription, maintenance and support23 25 23 26 
ServicesServices17 17 17 18 Services17 17 17 17 
Total cost of revenueTotal cost of revenue42 41 43 42 Total cost of revenue40 42 41 43 
Gross profitGross profit58 59 57 58 Gross profit60 58 59 57 
Operating Expenses:Operating Expenses:Operating Expenses:
Selling and marketingSelling and marketing34 33 35 35 Selling and marketing35 34 37 35 
Research and developmentResearch and development32 29 33 29 Research and development34 33 35 33 
General and administrativeGeneral and administrative18 21 20 22 General and administrative20 17 21 19 
Impairment of fixed assetsImpairment of fixed assets— — — 
Total operating expensesTotal operating expenses84 83 87 86 Total operating expenses90 84 94 87 
Convertible debt interest and amortizationConvertible debt interest and amortization(3)(3)(3)(3)Convertible debt interest and amortization(2)(3)(2)(3)
Other income net— — — 
Other (expense) income netOther (expense) income net— — — — 
Loss before income tax provisionLoss before income tax provision(29)(27)(32)(30)Loss before income tax provision(32)(29)(38)(32)
Income tax provisionIncome tax provision— — — — Income tax provision— — — — 
Net lossNet loss(29)%(27)%(32)%(31)%Net loss(33)%(29)%(38)%(32)%

Revenue:
Three Months Ended June 30,VarianceSix Months Ended June 30,Variance Three Months Ended June 30,VarianceSix Months Ended June 30,Variance
(Dollars in thousands)(Dollars in thousands)20212020$%20212020$%(Dollars in thousands)20222021$%20222021$%
SubscriptionSubscription$44,224 $42,377 $1,847 %$86,872 $85,547 $1,325 %Subscription$50,386 $44,224 $6,162 14 %$99,151 $86,872 $12,279 14 %
Maintenance and supportMaintenance and support8,570 11,741 (3,171)(27)%18,244 24,264 (6,020)(25)%Maintenance and support7,249 8,570 (1,321)(15)%15,104 18,244 (3,140)(17)%
Total subscription, maintenance and supportTotal subscription, maintenance and support52,794 54,118 (1,324)(2)%105,116 109,811 (4,695)(4)%Total subscription, maintenance and support57,635 52,794 4,841 %114,255 105,116 9,139 %
ServicesServices9,607 9,629 (22)— %18,663 20,247 (1,584)(8)%Services10,727 9,607 1,120 12 %20,599 18,663 1,936 10 %
Total revenueTotal revenue$62,401 $63,747 $(1,346)(2)%$123,779 $130,058 $(6,279)(5)%Total revenue$68,362 $62,401 $5,961 10 %$134,854 $123,779 $11,075 %
    
Subscription revenue. Subscription revenue increased primarily due to revenue from our acquisition of EveryMundo and an increase in the sale of new and existing customer subscription contracts as compared to prior year. Our ability to manage customer attrition rates will directly impact our ability to continue to grow our subscription revenue. Due to the uncertainty over how long the economic conditions caused by the COVID-19 pandemic will persist, we expect subscription revenue to grow at a slower pace than what we have historically experienced.contracts.

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 decrease inlesser extent, customer retention due to the impact of COVID-19.maintenance churn. We expect maintenance revenue to continue to decline as we continue to migrate maintenance customers to our cloud solutions.

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Services revenue. Services revenue remained flat for the three months ended June 30, 2021. Services revenue decreased for the six months ended June 30, 2021increased primarily as a result of the timinghigher sales of professional services recognition related to our subscription contracts as comparedand follow-on professional services to the same period in 2020 due to the impact of COVID-19.existing customers. Services revenue varies from period to period
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depending on different factors, including the level of professional services required to implement our solutions, the timing of services revenue recognition on certain subscription contracts and any additionalefficiencies in our solutions implementations requiring less professional services requested by our customers during a particular period.

Cost of revenue and gross profit:
Three Months Ended June 30,VarianceSix Months Ended June 30,Variance Three Months Ended June 30,VarianceSix Months Ended June 30,Variance
(Dollars in thousands)(Dollars in thousands)20212020$%20212020$%(Dollars in thousands)20222021$%20222021$%
Cost of subscriptionCost of subscription$13,589 $12,392 $1,197 10 %$27,390 $25,256 $2,134 %Cost of subscription$13,746 $13,589 $157 %$27,525 $27,390 $135 — %
Cost of maintenance and supportCost of maintenance and support2,157 2,610 (453)(17)%4,415 5,400 (985)(18)%Cost of maintenance and support1,988 2,157 (169)(8)%4,155 4,415 (260)(6)%
Total cost of subscription, maintenance and supportTotal cost of subscription, maintenance and support15,746 15,002 744 %31,805 30,656 1,149 %Total cost of subscription, maintenance and support15,734 15,746 (12)— %31,680 31,805 (125)— %
Cost of servicesCost of services10,658 10,948 (290)(3)%21,091 24,021 (2,930)(12)%Cost of services11,907 10,658 1,249 12 %23,322 21,091 2,231 11 %
Total cost of revenueTotal cost of revenue26,404 25,950 454 %52,896 54,677 (1,781)(3)%Total cost of revenue27,641 26,404 1,237 %55,002 52,896 2,106 %
Gross profitGross profit$35,997 $37,797 $(1,800)(5)%$70,883 $75,381 $(4,498)(6)%Gross profit$40,721 $35,997 $4,724 13 %$79,852 $70,883 $8,969 13 %
    
Cost of subscription. Cost of subscription overall remained relatively unchanged year over year. Cost of subscription increased primarily due to increasedan increase in intangibles amortization and personnel costs associated with the acquisition of EveryMundo. The increase was offset by lower costs driven by infrastructure costs to support our current subscription customer base. Ourcost efficiencies and lower amortization expense for capitalized internal-use software. Our subscription gross profit percentages were 69%73% and 71%69% for the three months ended June 30, 20212022 and 2020,2021, respectively, and 68%72% and 70%68% for the six months ended June 30, 20212022 and 2020,2021, 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, and a decrease in amortization expense related to intangible assets which were fully amortized in 2021.solutions. Maintenance and support gross profit percentages were 75%73% and 78%75% for the three months ended June 30, 20212022 and 2020,2021, respectively, and 76%72% and 78%76% for the six months ended June 30, 20212022 and 2020,2021, respectively.
    
Cost of services. Cost of services decreased for the three and six months ended June 30, 2021increased primarily due to higher personnel costs to support the lower utilization of third-party contractors and reduced travel expenses due toincrease in our services revenue during the COVID-19 pandemicperiods. . Services gross profit percentages were (11)% and (14)% for the three months ended June 30, 2022 and 2021, and 2020, respectively, and (13)% and (19)% for the six months ended June 30, 20212022 and 2020, respectively. Services gross profit percentages for the three and six months ended June 30, 2021 improved primarily as a result of a decrease in utilization of higher cost third-party contractors.2021. Services gross profit percentages vary period to period depending on different factors, including the level of professional services required to implement our solutions, our mix ofthe utilization of our employees or third-party contractors and our effective man-day rates.

Gross profit.Operating expenses:
 Three Months Ended June 30,VarianceSix Months Ended June 30,Variance
(Dollars in thousands)20222021$%20222021$%
Selling and marketing$24,020 $21,190 $2,830 13 %$49,307 $42,754 $6,553 15 %
Research and development23,401 20,454 2,947 14 %47,868 41,379 6,489 16 %
General and administrative13,837 10,659 3,178 30 %28,166 23,646 4,520 19 %
Impairment of fixed assets— — — — %1,551 — 1,551 — %
Total operating expenses$61,258 $52,303 $8,955 17 %$126,892 $107,779 $19,113 18 %
Selling and marketing expenses. Gross profitDuring the three months ended June 30, 2022, 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 travel expenses. During the six months ended June 30, 2022, selling and marketing expenses increased primarily as a result of an increase in employee-related costs primarily 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.

Research and development expenses.Research and development expenses increased primarily due to an increase in employee-related costs due to higher headcount associated with the EveryMundo acquisition as well as an increase in noncash share-based compensation.

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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 conditions 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, decreased primarily duerespectively. In addition, our acquisition of EveryMundo also contributed to the decrease in total revenueoverall higher general and administrative expenses as compared to the same period in 2020.prior year.

Operating expenses:
 Three Months Ended June 30,VarianceSix Months Ended June 30,Variance
(Dollars in thousands)20212020$%20212020$%
Selling and marketing$21,190 $21,011 $179 %$42,754 $45,931 $(3,177)(7)%
Research and development20,095 18,397 1,698 %40,553 37,533 3,020 %
General and administrative11,018 13,528 (2,510)(19)%24,472 28,408 (3,936)(14)%
Total operating expenses$52,303 $52,936 $(633)(1)%$107,779 $111,872 $(4,093)(4)%
Selling and marketing expenses.Impairment of fixed assets. Sales and marketing expenses remained relatively unchanged forDuring the three months ended June 30, 2021. Sales and marketing expenses decreased for the six months ended June 30, 2021 primarily due to a decrease of $1.9 million for sales and marketing events and a decrease in travel expenses of $1.6 million due to the COVID-19 pandemic, partially offset by an increase of $0.3 million in overhead and other costs.

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Research and development expenses. Research and development expenses increased for the three and six months ended June 30, 2021 primarily due2022, we recorded a $1.6 million impairment charge related to an increasefixed assets. The impairment resulted from changes to our intentions for these assets in employee-related costs, including increases of $0.7 million and $1.1 million of non-cash share-based compensation for the three and six months ended June 30, 2021, respectively.connection with a new agreement with a software vendor.

General and administrative expenses.Non-operating expenses: General and administrative expenses decreased primarily due to a $1.1 million and $1.7 million reduction in bad debt expense during the three and six months ended June 30, 2021, respectively, due to improved credit conditions with certain customers. The decrease was partially offset by an increase in employee-related costs, including increases of $1.1 million and $1.9 million of non-cash share-based compensation for the three and six months ended June 30, 2021, respectively.

Other income, net:
Three Months Ended June 30,VarianceSix Months Ended June 30,Variance Three Months Ended June 30,VarianceSix Months Ended June 30,Variance
(Dollars in thousands)(Dollars in thousands)20212020$%20212020$%(Dollars in thousands)20222021$%20222021$%
Convertible debt interest and amortizationConvertible debt interest and amortization$(1,576)$(2,085)$509 (24)%$(3,152)$(4,147)$995 (24)%Convertible debt interest and amortization$(1,576)$(1,576)$— — %$(3,152)$(3,152)$— — %
Other income, net$$146 $(142)(97)%$290 $977 $(687)(70)%
Other (expense) income, netOther (expense) income, net$(2)$$(6)(150)%$(420)$290 $(710)(245)%
    
Convertible debt interest and amortization. Convertible debt expense for the three and six months ended June 30, 20212022 and 20202021 related to coupon interest and amortization of debt discount and issuance costs attributable to our Notes. Convertible debt interest and amortization decreased primarily as a result of the adoption of ASU 2020-06 on January 1, 2021. Upon adoption, there was no longer a debt discount on our outstanding notes and as a result the related amortization cost was no longer recognized in 2021.

Other (expense) income, net. The change in other (expense) income, net for the three and six months ended June 30, 2021,2022, primarily related to a decrease in interest income partially offset by foreign currency impact during the period.periods.

Income tax provision:
Three Months Ended June 30,VarianceSix Months Ended June 30, Variance Three Months Ended June 30,VarianceSix Months Ended June 30, Variance
(Dollars in thousands)(Dollars in thousands)20212020$%20212020$%(Dollars in thousands)20222021$%20222021$%
Effective tax rateEffective tax rate(0.9)%(0.8)%n/an/a(0.8)%(0.7)%n/an/aEffective tax rate(1.3)%(0.9)%n/an/a(0.9)%(0.8)%n/an/a
Income tax provisionIncome tax provision$168 $130 $38 29 %$317 $282 $35 12 %Income tax provision$291 $168 $123 73 %$434 $317 $117 37 %
    
Income tax provision. The tax provision for the three and six months ended June 30, 20212022 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)% and (0.9)% for the three and six months ended June 30, 2022, respectively, and (0.9)% and (0.8)% for the three and six months ended June 30, 2021, respectively, and (0.8)% and (0.7)% for the three and six months ended June 30, 2020, 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, 2021,2022, we had $318.3$215.2 million of cash and cash equivalents and $226.8$110.4 million of working capital as compared to $329.1$227.6 million of cash and cash equivalents and $246.4$128.7 million of working capital at December 31, 2020.2021.

Our principal sources of liquidity are our cash and cash equivalents, cash flows generated from operations and potential borrowings under ourequivalents. $50 million secured Credit Agreement ("Revolver") with the lenders party thereto and Wells Fargo Bank, National Association as agent for the lenders party thereto. The facility expires in July 2022. In addition, we could
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issue convertible senior notes have access to capital markets to supplement our overall 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 discount and issuance costs) and the timing of periodic invoicing and cash collections from customer revour customersenue.. Our operating cash flows are also impacted by the timing of payments to our vendors and the payments of our other liabilities.

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    We believe our existing cash and cash equivalents including funds available under our Revolver and our current estimates of future operating cash flows, 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 will depend on many factors, including the operations of our existing business, potential growth of our customer subscription services, future acquisitions we might undertake, expansion into complementary businesses, and the impact of COVID-19, including the pace and timing of adoption and implementation of our solutions and customer churn. During the period of uncertainty and volatility related to COVID-19, we will continue to monitor our liquidity.

    The following table presents key components of our unaudited condensed consolidated statements of cash flows for the six months ended June 30, 20212022 and 2020:2021: 
Six Months Ended June 30, Six Months Ended June 30,
(Dollars in thousands)(Dollars in thousands)20212020(Dollars in thousands)20222021
Net cash used in operating activitiesNet cash used in operating activities$(9,414)$(46,955)Net cash used in operating activities$(12,945)$(9,414)
Net cash used in investing activitiesNet cash used in investing activities(2,586)(20,004)Net cash used in investing activities(938)(2,586)
Net cash provided by (used in) financing activities1,244 (18,857)
Net cash provided by financing activitiesNet cash provided by financing activities1,231 1,244 
Cash and cash equivalents (beginning of period)Cash and cash equivalents (beginning of period)329,134 306,077 Cash and cash equivalents (beginning of period)227,553 329,134 
Cash and cash equivalents (end of period)(1)Cash and cash equivalents (end of period)(1)$318,326 $220,157 Cash and cash equivalents (end of period)(1)$215,178 $318,326 
(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 six months ended June 30, 20212022 was $9.4$12.9 million. The $37.5$3.5 million improvementincrease over last year was primarily attributable to several customers during the first half of 2020 deferring payments as a result of COVID-19 as well as to a lowerhigher annual incentive payment in 20212022 as compared to prior year.year, partially offset by strong collections during the period.

Investing Activities

Net cash used in investing activities for the six months ended June 30, 20212022 was $2.6 million, which$0.9 million. The decrease from prior year was primarily related to higher capital expenditures of $2.1 millionin 2021 mainly attributable to the build out of our new headquarters which was committed prior to the pandemic and $0.5 million investment in equity securities. The build out of our new headquarters mainly occurred in fiscal year 2020 and as a result capital expenditures decreased in the first half of 2021.pandemic.

Financing Activities

Net cash provided by financing activities for the six months ended June 30, 20212022 was $1.2 million whichand remained consistent with prior year. It was attributable to proceeds from employee stock plans, of $1.6 million, partially offset by $0.4 million paid forpayment of tax withholdings on vesting of employee share-based awards. Tax withholdings on vesting of employee share-based awards decreased significantly in the first half of 2021 as compared to prior year as a result of a sell-to-cover taxes program established in late 2020 for 2021 employee vested 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 910 above, there have been no material changes to our contractual obligations and commitments disclosed in our Annual Report.
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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 as of June 30, 2021. As of June 30, 2021, we had $0.1 million of unamortized debt issuance costs relatedprior to the Revolver included in prepaids and other current assets and other long-term assets in the unaudited condensed consolidated balance sheets. For the three and six months ended June 30, 2021 and 2020, we recorded an immaterial amount of amortization of debt issuance cost which is included in other income, net in the unaudited condensed consolidated statements of comprehensive income (loss).its expiration.

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Recent Accounting Pronouncements

    See "Recently adopted accounting pronouncements" in Note 2 above for discussion of recent accounting pronouncements including the respective expected dates of adoption.
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, 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 options,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.

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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, 20212022 would result in a loss of approximately $0.6 million. We are also exposed to foreign currency risk due to our operating subsidiaries in France, United Kingdom, Canada, Germany, Ireland, Australia, Bulgaria 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, 20212022 by approximately $0.5$0.9 million and $1.0$1.9 million, respectively. 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

    We are exposed to market risk for changes in interest rates related to the variable interest rate on borrowings under the Revolver. As of June 30, 2021, we had no borrowings under the Revolver.

    As of June 30, 2021,2022, 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, 2021.2022. Based on our evaluation of our disclosure controls and procedures as of June 30, 2021,2022, 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

    During the first quarter of 2021, the Company completed the implementation of a new enterprise resource planning ("ERP") system and the internal controls have been updated to reflect the change. There have been no other changes in our internal control over financial reporting during the three months ended June 30, 20212022 that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting. We have not experienced any material impact to our internal controls over financial reporting despite the fact that our employees are working remotely due to COVID-19. We are continually monitoring and assessing the impact of COVID-19 on our internal controls to minimize the impact on their design and operating effectiveness.

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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

    ThereExcept as set forth below, there 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.
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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, 2021,2022, $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, 2021.2022.

ITEM 3. DEFAULTS UPON SENIOR SECURITIES

None.

ITEM 4. MINE SAFETY DISCLOSURE

None.

ITEM 5. OTHER INFORMATION

None.

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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.
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*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.
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SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.
 PROS HOLDINGS, INC.
August 3, 2021July 28, 2022By: /s/ Andres Reiner
 Andres Reiner
 President and Chief Executive Officer
(Principal Executive Officer)
August 3, 2021July 28, 2022By: /s/ Stefan Schulz
 Stefan Schulz
 Executive Vice President and Chief Financial Officer
(Principal Financial Officer)
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