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 SeptemberJune 30, 20192020
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-20200630_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.)

Delaware76-0168604
(State of Incorporation)(I.R.S. Employer Identification No.)
3100 Main Street, Suite 90077002
HoustonTX
(Address of Principal Executive Offices)(Zip Code)
(713)335-5151
(Registrant's telephone number, including area code)

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 42,076,53543,343,144 as of October 21, 2019.
July 23, 2020.



Table of Contents
PROS Holdings, Inc.
Form 10-Q
For the Quarterly Period Ended SeptemberJune 30, 20192020

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"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"). Forward-lookingAll statements relate to future events or our future financial performance. Thesein this report other than historical facts are forward-looking statements regarding future events and our future results are based on current expectations, estimates, forecastsassumptions, trends, and projections, andprojections. Statements which include the beliefs and assumptionswords "believes," "seeks," "expects," "may," "should," "intends," "likely," "targets," "plans," "anticipates," "estimates," or the negative version of our management including, without limitation, our expectations regarding the following: our ability to execute on our revenue strategy shift to cloud-first, the license and subscription revenues generated by our software products and services; the impact of our revenue recognition policies; our belief that our current assets, including cash, cash equivalents, short-term investments, and expected cash flows from operating activities, will be sufficient to fund our operations; our belief that we will successfully integrate our acquisitions; our anticipated additions to property, plant and equipment; our belief that our facilities are suitable and adequate to meet our current operating needs; and our belief that we do not have any material exposure to changes in the fair value of our investment portfolio as a result of changes in foreign currency exchange rates or interest rates. Words such as, but not limited to, “we expect,” “anticipate,” “target,” “project,” “believe,” “goals,” “estimate,” “potential,” “predict,” “may,” “might,” “could,” “would,” “intend,” and variations of these types ofthose words and similar expressions are intended to identify these forward-looking statements. You should also carefully review the riskNumerous important factors, risks and cautionary statementsuncertainties 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 titled “Riskof our Annual Report on Form 10-K entitled "Risk Factors" and the section of this Quarterly Report on Form 10-Q entitled "Risk Factors." You should also carefully review the cautionary statements described in the other documents we file with the Securities and Exchange Commission, specifically the Annual Report on Form 10-K, all Quarterly Reports on Form 10-Q and Current Reports on Form 8-K.

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

             3

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

PROS Holdings, Inc.
Condensed Consolidated Balance Sheets
(In thousands, except share and per share amounts)
(Unaudited) 
September 30, 2019 December 31, 2018June 30, 2020December 31, 2019
Assets:   Assets:
Current assets:   Current assets:
Cash and cash equivalents$319,162
 $295,476
Cash and cash equivalents$220,157  $306,077  
Trade and other receivables, net of allowance of $968 and $978, respectively55,986
 41,822
Trade and other receivables, net of allowance of $4,982 and $214, respectivelyTrade and other receivables, net of allowance of $4,982 and $214, respectively54,677  65,074  
Deferred costs, current5,415
 4,089
Deferred costs, current5,888  5,756  
Prepaid and other current assets8,764
 4,756
Prepaid and other current assets8,591  9,038  
Total current assets389,327
 346,143
Total current assets289,313  385,945  
Property and equipment, net13,972
 14,676
Property and equipment, net33,662  14,794  
Operating lease right-of-use assets28,548
 
Operating lease right-of-use assets23,169  26,550  
Deferred costs, noncurrent15,172
 13,373
Deferred costs, noncurrent13,720  15,478  
Intangibles, net16,191
 19,354
Intangibles, net11,398  14,605  
Goodwill48,878
 38,231
Goodwill49,116  49,104  
Other assets, noncurrent6,650
 5,190
Other assets, noncurrent6,900  6,831  
Total assets$518,738
 $436,967
Total assets$427,278  $513,307  
Liabilities and Stockholders' Equity:   Liabilities and Stockholders' Equity:
Current liabilities:   Current liabilities:
Accounts payable and other liabilities$7,003
 $6,934
Accounts payable and other liabilities$8,506  $9,098  
Accrued liabilities17,433
 9,506
Accrued liabilities17,700  22,748  
Accrued payroll and other employee benefits27,420
 22,519
Accrued payroll and other employee benefits17,663  32,656  
Operating lease liabilities, current7,222
 
Operating lease liabilities, current7,286  7,173  
Deferred revenue, current113,430
 99,262
Deferred revenue, current107,503  124,459  
Current portion of convertible debt, net42,343
 136,529
Total current liabilities214,851
 274,750
Total current liabilities158,658  196,134  
Deferred revenue, noncurrent14,502
 17,903
Deferred revenue, noncurrent10,893  17,801  
Convertible debt, net109,024
 88,661
Convertible debt, net114,131  110,704  
Operating lease liabilities, noncurrent23,377
 
Operating lease liabilities, noncurrent24,144  22,391  
Other liabilities, noncurrent1,032
 754
Other liabilities, noncurrent1,282  1,281  
Total liabilities362,786
 382,068
Total liabilities309,108  348,311  
Commitments and contingencies (see Note 10)

  
Commitments and contingencies (see Note 9)Commitments and contingencies (see Note 9)
Stockholders' equity:   Stockholders' equity:
Preferred stock, $0.001 par value, 5,000,000 shares authorized; none issued
 
Common stock, $0.001 par value, 75,000,000 shares authorized; 46,460,212
and 41,573,491 shares issued, respectively; 42,042,627 and 37,155,906 shares outstanding, respectively
47
 42
Preferred stock, $0.001 par value, 5,000,000 shares authorized; NaN issued
Preferred stock, $0.001 par value, 5,000,000 shares authorized; NaN issued
—  —  
Common stock, $0.001 par value, 75,000,000 shares authorized; 47,985,184
and 47,310,846 shares issued, respectively; 43,304,461 and 42,630,123 shares outstanding, respectively
Common stock, $0.001 par value, 75,000,000 shares authorized; 47,985,184
and 47,310,846 shares issued, respectively; 43,304,461 and 42,630,123 shares outstanding, respectively
48  47  
Additional paid-in capital518,456
 364,877
Additional paid-in capital553,696  560,496  
Treasury stock, 4,417,585 common shares, at cost(13,938) (13,938)
Treasury stock, 4,680,723 common shares, at costTreasury stock, 4,680,723 common shares, at cost(29,847) (29,847) 
Accumulated deficit(344,489) (292,708)Accumulated deficit(401,732) (361,789) 
Accumulated other comprehensive loss(4,124) (3,374)Accumulated other comprehensive loss(3,995) (3,911) 
Total stockholders' equity155,952
 54,899
Total stockholders' equity118,170  164,996  
Total liabilities and stockholders' equity$518,738
 $436,967
Total liabilities and stockholders' equity$427,278  $513,307  
The accompanying notes are an integral part of these unaudited condensed consolidated financial statements.

4

Table of Contents
PROS Holdings, Inc.
Condensed Consolidated Statements of Comprehensive Income (Loss)
(In thousands, except per share data)
(Unaudited) 
Three Months Ended September 30, Nine Months Ended September 30, Three Months Ended June 30,Six Months Ended June 30,
2019 2018 2019 2018 2020201920202019
Revenue:       Revenue:
Subscription$37,463
 $23,888
 $100,958
 $66,876
Subscription$42,377  $35,108  $85,547  $66,029  
Maintenance and support14,405
 16,238
 44,772
 49,037
Maintenance and support11,741  15,040  24,264  30,367  
Total subscription, maintenance and support51,868
 40,126
 145,730
 115,913
Total subscription, maintenance and support54,118  50,148  109,811  96,396  
License1,129
 1,093
 3,663
 2,854
Services11,153
 7,856
 34,766
 25,644
Services9,629  13,730  20,247  23,613  
Total revenue64,150
 49,075
 184,159
 144,411
Total revenue63,747  63,878  130,058  120,009  
Cost of revenue:       Cost of revenue:
Subscription11,039
 9,053
 30,543
 26,308
Subscription12,392  9,819  25,256  19,605  
Maintenance and support2,632
 2,852
 8,269
 8,762
Maintenance and support2,610  2,835  5,400  5,637  
Total cost of subscription, maintenance and support13,671
 11,905
 38,812
 35,070
Total cost of subscription, maintenance and support15,002  12,654  30,656  25,242  
License51
 63
 152
 200
Services12,661
 7,508
 31,792
 22,451
Services10,948  10,929  24,021  19,131  
Total cost of revenue26,383
 19,476
 70,756
 57,721
Total cost of revenue25,950  23,583  54,677  44,373  
Gross profit37,767
 29,599
 113,403
 86,690
Gross profit37,797  40,295  75,381  75,636  
Operating expenses:       Operating expenses:
Selling and marketing21,600
 17,513
 66,030
 53,671
Selling and marketing21,011  22,945  45,931  44,430  
General and administrative11,553
 10,179
 35,260
 31,013
General and administrative13,528  12,040  28,408  23,707  
Research and development16,878
 13,773
 50,132
 41,517
Research and development18,397  17,455  37,533  33,254  
Acquisition-related248
 
 248
 95
Loss from operations(12,512) (11,866) (38,267) (39,606)Loss from operations(15,139) (12,145) (36,491) (25,755) 
Convertible debt interest and amortization(3,717) (4,266) (12,347) (12,671)Convertible debt interest and amortization(2,085) (4,274) (4,147) (8,630) 
Other (expense) income, net(1,010) 521
 (601) 967
Other income (expense), netOther income (expense), net146  (862) 977  409  
Loss before income tax provision(17,239) (15,611) (51,215) (51,310)Loss before income tax provision(17,078) (17,281) (39,661) (33,976) 
Income tax provision108
 175
 566
 176
Income tax provision130  236  282  458  
Net loss$(17,347) $(15,786) $(51,781) $(51,486)Net loss$(17,208) $(17,517) $(39,943) $(34,434) 
       
Net loss per share:       Net loss per share:
Basic and diluted$(0.42) $(0.44) $(1.31) $(1.53)Basic and diluted$(0.40) $(0.44) $(0.92) $(0.89) 
Weighted average number of shares:       Weighted average number of shares:
Basic and diluted41,276
 35,676
 39,438
 33,568
Basic and diluted43,304  39,413  43,203  38,518  
Other comprehensive income (loss), net of tax:       Other comprehensive income (loss), net of tax:
Foreign currency translation adjustment$(658) $(88) $(750) $(350)Foreign currency translation adjustment$86  $178  $(84) $(92) 
Other comprehensive income (loss), net of tax(658) (88) (750) (350)Other comprehensive income (loss), net of tax86  178  (84) (92) 
Comprehensive loss$(18,005) $(15,874) $(52,531) $(51,836)Comprehensive loss$(17,122) $(17,339) $(40,027) $(34,526) 

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

5

Table of Contents
PROS Holdings, Inc.
Condensed Consolidated Statements of Cash Flows
(In thousands)
(Unaudited)
 Nine Months Ended September 30,
 2019 2018
Operating activities:   
Net loss$(51,781) $(51,486)
Adjustments to reconcile net loss to net cash used in operating activities:   
Depreciation and amortization10,264
 9,785
Amortization of debt discount and issuance costs9,159
 8,958
Share-based compensation18,234
 16,355
Deferred income tax, net
 (252)
Provision for doubtful accounts
 215
Loss on disposal of assets
 37
Loss on debt extinguishment5,000
 
Changes in operating assets and liabilities:   
Accounts and unbilled receivables(13,888) (13,898)
Deferred costs(3,124) (1,517)
Prepaid expenses and other assets(4,582) (1,884)
Accounts payable and other liabilities(492) 2,569
Accrued liabilities9,877
 (533)
Accrued payroll and other employee benefits2,717
 (342)
Deferred revenue11,009
 22,508
Net cash used in operating activities(7,607) (9,485)
Investing activities:   
Purchases of property and equipment(3,360) (1,406)
Capitalized internal-use software development costs(1,021) (3,686)
Acquisition of Travelaer, net of cash acquired(10,510) 
Investment in equity securities(180) 
Purchase of intangible assets(50) 
Net cash used in investing activities(15,121) (5,092)
Financing activities:   
Exercise of stock options
 1,142
Proceeds from employee stock plans1,995
 1,720
Tax withholding related to net share settlement of stock awards(21,598) (9,153)
Proceeds from Secondary Offering, net
 141,954
Payments of notes payable
 (54)
Proceeds from issuance of convertible debt, net140,156
 
Debt issuance cost related to convertible debt(860) 
Purchase of capped call(16,445) 
Retirement of convertible debt(76,018) 
Proceeds from termination of bond hedge64,819
 
Payment for termination of warrant(45,243) 
Net cash provided by financing activities46,806
 135,609
Effect of foreign currency rates on cash(392) 352
Net change in cash and cash equivalents23,686
 121,384

Six Months Ended June 30,
20202019
Operating activities:Operating activities:
Net lossNet loss$(39,943) $(34,434) 
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 amortization6,933  6,829  
Amortization of debt discount and issuance costsAmortization of debt discount and issuance costs3,448  6,295  
Share-based compensationShare-based compensation12,099  12,025  
Provision for doubtful accountsProvision for doubtful accounts5,286  —  
Loss on debt extinguishmentLoss on debt extinguishment—  2,266  
Changes in operating assets and liabilities:Changes in operating assets and liabilities:
Accounts and unbilled receivablesAccounts and unbilled receivables5,116  (11,247) 
Deferred costsDeferred costs1,626  (1,933) 
Prepaid expenses and other assetsPrepaid expenses and other assets323  (3,523) 
Accounts payable and other liabilitiesAccounts payable and other liabilities3,597  (568) 
Accrued liabilitiesAccrued liabilities(6,623) 5,231  
Accrued payroll and other employee benefitsAccrued payroll and other employee benefits(14,979) (4,020) 
Deferred revenueDeferred revenue(23,838) 11,435  
Net cash used in operating activitiesNet cash used in operating activities(46,955) (11,644) 
Investing activities:Investing activities:
Purchases of property and equipmentPurchases of property and equipment(19,198) (2,307) 
Capitalized internal-use software development costsCapitalized internal-use software development costs(806) (868) 
Investment in equity securitiesInvestment in equity securities—  (68) 
Purchase of intangible assetsPurchase of intangible assets—  (50) 
Net cash used in investing activitiesNet cash used in investing activities(20,004) (3,293) 
Financing activities:Financing activities:
Proceeds from employee stock plansProceeds from employee stock plans1,364  943  
Tax withholding related to net share settlement of stock awardsTax withholding related to net share settlement of stock awards(20,221) (18,642) 
Proceeds from issuance of convertible debt, netProceeds from issuance of convertible debt, net—  140,156  
Debt issuance cost related to convertible debtDebt issuance cost related to convertible debt—  (648) 
Purchase of capped callPurchase of capped call—  (16,445) 
Settlement of convertible debtSettlement of convertible debt—  (75,958) 
Proceeds from termination of bond hedgeProceeds from termination of bond hedge—  64,819  
Payment for termination of warrantPayment for termination of warrant—  (45,243) 
Net cash (used in) provided by financing activitiesNet cash (used in) provided by financing activities(18,857) 48,982  
Effect of foreign currency rates on cashEffect of foreign currency rates on cash(104) 41  
Net change in cash and cash equivalentsNet change in cash and cash equivalents(85,920) 34,086  
Cash and cash equivalents:   Cash and cash equivalents:
Beginning of period295,476
 160,505
Beginning of period306,077  295,476  
End of period$319,162
 $281,889
End of period$220,157  $329,562  
   
Supplemental disclosure of cash flow information:   Supplemental disclosure of cash flow information:
Noncash investing activities:   Noncash investing activities:
Purchase of property and equipment accrued but not paid$422
 $8
Purchase of property and equipment accrued but not paid$3,538  $922  
   
The accompanying notes are an integral part of these unaudited condensed consolidated financial statements.

6

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

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, 2020Balance at March 31, 202043,291,660  $48  $548,014  4,680,723  $(29,847) $(384,524) $(4,081) $129,610  
Stock awards net settlementStock awards net settlement12,801  —  (49) —  —  —  —  (49) 
Three Months Ended September 30, 2019
Common Stock Additional Paid-In Capital Treasury Stock Accumulated
(Deficit) Retained Earnings
 Accumulated other comprehensive loss Total Stockholders’ Equity
Shares Amount Shares Amount 
Balance at June 30, 201940,183,723
 $45
 $439,995
 4,417,585
 $(13,938) $(327,142) $(3,466) $95,494
Stock awards net settlement69,764
 
 (2,956) 
 
 
 
 (2,956)
Proceeds from employee stock plans39,964
 
 1,052
 
 
 
 
 1,052
Retirement of convertible debt1,749,176
 2
 74,176
 
 
 
 
 74,178
Noncash share-based compensation
 
 6,189
 
 
 
 
 6,189
Noncash share-based compensation—  —  5,731  —  —  —  —  5,731  
Other comprehensive income (loss)
 
 
 
 
 
 (658) (658)Other comprehensive income (loss)—  —  —  —  —  —  86  86  
Net loss
 
 
 
 
 (17,347) 
 (17,347)Net loss—  —  —  —  —  (17,208) —  (17,208) 
Balance at September 30, 201942,042,627
 $47
 $518,456
 4,417,585
 $(13,938) $(344,489) $(4,124) $155,952
Balance at June 30, 2020Balance at June 30, 202043,304,461  $48  $553,696  4,680,723  $(29,847) $(401,732) $(3,995) $118,170  

Three Months Ended June 30, 2019
 Common StockAdditional Paid-In CapitalTreasury StockAccumulated
(Deficit) Retained Earnings
Accumulated other comprehensive lossTotal Stockholders’ Equity
 SharesAmountSharesAmount
Balance at March 31, 201937,872,661  $42  $357,635  4,417,585  $(13,938) $(309,625) $(3,644) $30,470  
Stock awards net settlement134,561   (4,404) —  —  —  —  (4,403) 
Retirement of convertible debt2,176,501   44,809  —  —  —  —  44,811  
Termination of bond hedge—  —  64,819  —  —  —  —  64,819  
Termination of warrant—  —  (45,243) —  —  —  —  (45,243) 
Equity component of the convertible debt issuance, net—  —  32,883  —  —  —  —  32,883  
Purchase of capped call—  —  (16,445) —  —  —  —  (16,445) 
Noncash share-based compensation—  —  5,941  —  —  —  —  5,941  
Other comprehensive income (loss)—  —  —  —  —  —  178  178  
Net loss—  —  —  —  —  (17,517) —  (17,517) 
Balance at June 30, 201940,183,723  $45  $439,995  4,417,585  $(13,938) $(327,142) $(3,466) $95,494  





7

 Three Months Ended September 30, 2018
 Common Stock Additional Paid-In Capital Treasury Stock Accumulated
(Deficit) Retained Earnings
 Accumulated other comprehensive loss Total Stockholders’ Equity
 Shares Amount  Shares Amount  
Balance at June 30, 201832,711,339
 $37
 $212,481
 4,417,585
 $(13,938) $(264,161) $(3,078) $(68,659)
Exercise of stock options2,440
 1
 (60) 
 
 
 
 (59)
Stock awards net settlement16,825
 
 (185) 
 
 
 
 (185)
Proceeds from employee stock plans38,431
 
 886
 
 
 
 
 886
Proceeds from Secondary Offering, net4,370,000
 4
 141,950
 
 
 
 
 141,954
Noncash share-based compensation
 
 4,949
 
 
 
 
 4,949
Cumulative effect of adoption of section 606
 
 
 
 
 (1) 
 (1)
Other comprehensive income (loss)
 
 
 
 
 
 (88) (88)
Net loss
 
 
 
 
 (15,786) 
 (15,786)
Balance at September 30, 201837,139,035
 $42
 $360,021
 4,417,585
 $(13,938) $(279,948) $(3,166) $63,011
Table of Contents










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

Six Months Ended June 30, 2020
 Common StockAdditional Paid-In CapitalTreasury StockAccumulated
(Deficit) Retained Earnings
Accumulated other comprehensive lossTotal Stockholders’ Equity
 SharesAmountSharesAmount
Balance at December 31, 201942,630,123  $47  $560,496  4,680,723  $(29,847) $(361,789) $(3,911) $164,996  
Stock awards net settlement647,401   (20,222) —  —  —  —  (20,221) 
Proceeds from employee stock plans26,774  —  1,364  —  —  —  —  1,364  
Warrant exercise163  —  —  —  —  —  —  —  
Noncash share-based compensation—  —  12,058  —  —  —  —  12,058  
Other comprehensive income (loss)—  —  —  —  —  —  (84) (84) 
Net loss—  —  —  —  —  (39,943) —  (39,943) 
Balance at June 30, 202043,304,461  $48  $553,696  4,680,723  $(29,847) $(401,732) $(3,995) $118,170  

 Nine Months Ended September 30, 2019
 Common Stock Additional Paid-In Capital Treasury Stock Accumulated
(Deficit) Retained Earnings
 Accumulated other comprehensive loss Total Stockholders’ Equity
 Shares Amount  Shares Amount  
Balance at December 31, 201837,155,906
 $42
 $364,877
 4,417,585
 $(13,938) $(292,708) $(3,374) $54,899
Stock awards net settlement885,740
 1
 (21,599) 
 
 
 
 (21,598)
Proceeds from employee stock plans75,304
 
 1,995
 
 
 
 
 1,995
Retirement of convertible debt3,925,677
 4
 118,985
 
 
 
 
 118,989
Termination of bond hedge
 
 64,819
 
 
 
 
 64,819
Termination of warrant
 
 (45,243) 
 
 
 
 (45,243)
Equity component of the convertible debt issuance, net
 
 32,883
 
 
 
 
 32,883
Purchase of capped call
 
 (16,445) 
 
 
 
 (16,445)
Noncash share-based compensation
 
 18,184
 
 
 
 
 18,184
Other comprehensive income (loss)
 
 
 
 
 
 (750) (750)
Net loss
 
 
 
 
 (51,781) 
 (51,781)
Balance at September 30, 201942,042,627
 $47
 $518,456
 4,417,585
 $(13,938) $(344,489) $(4,124) $155,952

Six Months Ended June 30, 2019
Nine Months Ended September 30, 2018 Common StockAdditional Paid-In CapitalTreasury StockAccumulated
(Deficit) Retained Earnings
Accumulated other comprehensive lossTotal Stockholders’ Equity
Common Stock Additional Paid-In Capital Treasury Stock Accumulated
(Deficit) Retained Earnings
 Accumulated other comprehensive loss Total Stockholders’ Equity SharesAmountSharesAmount
Shares Amount Shares Amount 
Balance at December 31, 201731,939,175
 $36
 $207,924
 4,417,585
 $(13,938) $(238,185) $(2,816) $(46,979)
Exercise of stock options161,997
 1
 1,141
 
 
 
 
 1,142
Balance at December 31, 2018Balance at December 31, 201837,155,906  $42  $364,877  4,417,585  $(13,938) $(292,708) $(3,374) $54,899  
Stock awards net settlement592,317
 1
 (9,154) 
 
 
 
 (9,153)Stock awards net settlement815,976   (18,643) —  —  —  —  (18,642) 
Proceeds from employee stock plans75,546
 
 1,720
 
 
 
 
 1,720
Proceeds from employee stock plans35,340  —  943  —  —  —  —  943  
Proceeds from Secondary Offering, net4,370,000
 4
 141,950
 
 
 
 
 141,954
Retirement of convertible debtRetirement of convertible debt2,176,501   44,809  —  —  —  —  44,811  
Termination of bond hedgeTermination of bond hedge—  —  64,819  —  —  —  —  64,819  
Termination of warrantTermination of warrant—  —  (45,243) —  —  —  —  (45,243) 
Equity component of the convertible debt issuance, netEquity component of the convertible debt issuance, net—  —  32,883  —  —  —  —  32,883  
Purchase of capped callPurchase of capped call—  —  (16,445) —  —  —  —  (16,445) 
Noncash share-based compensation
 
 16,440
 
 
 
 
 16,440
Noncash share-based compensation—  —  11,995  —  —  —  —  11,995  
Cumulative effect of adoption of section 606
 
 
 
 
 9,723
 
 9,723
Other comprehensive income (loss)
 
 
 
 
 
 (350) (350)Other comprehensive income (loss)—  —  —  —  —  —  (92) (92) 
Net loss
 
 
 
 
 (51,486) 
 (51,486)Net loss—  —  —  —  —  (34,434) —  (34,434) 
Balance at September 30, 201837,139,035
 $42
 $360,021
 4,417,585
 $(13,938) $(279,948) $(3,166) $63,011
Balance at June 30, 2019Balance at June 30, 201940,183,723  $45  $439,995  4,417,585  $(13,938) $(327,142) $(3,466) $95,494  
The accompanying notes are an integral part of these unaudited condensed consolidated financial statements.


8

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

1. Organization and Nature of Operations
        
PROS Holdings, Inc., a Delaware corporation, through its operating subsidiaries (collectively, the "Company"), provides artificial intelligence ("AI") solutions that power commerce in the digital economy by providing fast, frictionless and personalized buying experiences. PROS solutions enable dynamic buying experiences for both business-to-business ("B2B") and business-to-consumer ("B2C") companies across industry verticals. Companies can use the Company's dynamicselling, pricing, revenue optimization sales effectiveness, revenue management and commerceeCommerce 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, online, mobile and partner channels with personalized experiences regardless of which channel those customersbuyers 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. The Company provides standard configurations of its software based on the industries it serves and offers professional services to configure these solutions to meet the specific needs of each customer.

2. Summary of Significant Accounting Policies

The accompanying unaudited condensed consolidated financial statements reflect the application of significant accounting policies as described below and elsewhere in these notes to the unaudited condensed consolidated financial statements.

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 SeptemberJune 30, 2019,2020, the results of operations for the three and ninesix months ended SeptemberJune 30, 20192020 and 2018,2019, cash flows for the ninesix months ended SeptemberJune 30, 20192020 and 2018,2019, and stockholders' equity for the three and ninesix months ended SeptemberJune 30, 20192020 and 2018.2019.

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, 20182019 ("Annual Report") filed with the SEC. The unaudited condensed consolidated balance sheet as of December 31, 20182019 was derived from the Company's audited consolidated financial statements but does not include all disclosures required under GAAP.

Certain prior year amounts have been reclassified for consistency with the current year presentation. This reclassification had no effect on the reported results of operations. License revenue and license cost of revenue are now combined with subscription revenue and subscription cost of revenue, respectively.

Risks and uncertainties

Coronavirus ("COVID-19") continues to spread throughout the U.S. and the world 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 this impact could last for an indefinite period of time. There are no comparable recent events that provide guidance as to the effect of the spread of COVID-19 as a global pandemic, and as a result, 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. For a full discussion on the ongoing impact of COVID-19 to the Company's business, please see "We must successfully navigate the demand, supply and operational challenges associated with the ongoing coronavirus (COVID-19) pandemic" under Part II, Item 1A of this Quarterly Report on Form 10-Q.

Changes in accounting policies

The Company has consistently applied these        There have been no material changes in the Company’s significant accounting policies and their application as compared to all periods presentedthe significant accounting policies described in these consolidated financial statements,the Company’s Annual Report on Form 10-K for the year ended December 31, 2019, except for the Company's adoption of certain accounting standards described in more detail under "Recently adopted accounting pronouncements" in this Note 2 below.

9

Basis
Table of consolidation

The unaudited condensed consolidated financial statements include the accounts of the Company, its wholly owned subsidiaries and a subsidiary where the Company exercises control. All intercompany transactions and balances have been eliminated in consolidation. The functional currency of PROS France SAS ("PROS France") is the euro. The financial statements of this subsidiary are translated into U.S. dollars using period-end rates of exchange for assets and liabilities, historical rates of exchange for equity, and average rates of exchange for the period for revenue and expenses. Translation gains (losses) are recorded in accumulated other comprehensive loss as a component of stockholders' equity.

Dollar amounts

The dollar amounts presented in the tabular data within these footnote disclosures are stated in thousands of dollars, except per share amounts, or as noted within the context of each footnote disclosure.

Use of estimates

The Company makes estimates and assumptions in the preparation of its unaudited condensed consolidated financial statements, and its estimates and assumptions may affect the reported amounts of assets and liabilities and the disclosure of contingent assets and liabilities at the date of the unaudited condensed consolidated financial statements, and the reported amounts of revenue and expenses during the reporting periods. Actual results could differ from those estimates. The complexity and judgment required in the Company's 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 and amortization, income taxes and deferred tax asset valuation, valuation of stock options, other current liabilities and accrued liabilities. Numerous internal and external factors can affect estimates. The critical accounting policies related to estimates and judgments are discussed in the Annual Report under management's discussion and analysis of financial condition and results of operations and are also discussed under Item 2 "Management's discussion and analysis of financial condition and results of operations".Contents

Revenue recognition

The Company derives its revenues primarily from subscription services, professional services, perpetual licensing of its software products and associated software maintenance and support services.

The Company determines revenue recognition through the following steps:
Identification of the contract, or contracts, with a customer;
Identification of the performance obligations in the customer contract(s);
Determination of the transaction price;
Allocation of the transaction price to each performance obligation in the customer contract(s); and
Recognition of revenue when, or as, the Company satisfies a performance obligation.

Subscription services revenue

Subscription services primarily include customer access to one or more of the Company's cloud applications and associated customer support. Subscription services revenue is generally recognized ratably over the contractual subscription term, beginning on the date that the Company's subscription service is made available to the customer. The Company's subscription contracts do not provide customers with the right to take possession of the software supporting the service and, as a result, are accounted for as service contracts. The Company's subscription contracts are generally two to five years in length, billed annually in advance, and non-cancelable.

Maintenance and support revenue

Maintenance and support revenue includes post-implementation customer support for on-premise licenses and the right to unspecified software updates and enhancements. The Company recognizes revenue from maintenance and support arrangements ratably over the period in which the services are provided. The Company's maintenance and support contracts are generally one to three years in length, billed annually in advance, and non-cancelable.

License revenue

Licenses to on-premise software provide the customer with a right to use, in the customer's environment, the Company's software as it exists when made available to the customer. License revenue from customer contracts with distinct on-premises licenses is recognized at the point in time when the software is made available to the customer. For customer contracts that contain license and professional services that are not considered distinct, both the license and professional services are determined to be a single performance obligation and the revenue is recognized over time based upon the Company's efforts to satisfy the performance obligation.


Professional services revenue

Professional services revenue primarily consists of fees for deployment and configuration services, as well as training services. Professional services revenues are generally recognized as the services are rendered for time and material contracts, or on a proportional performance basis for fixed fee contracts. The majority of the Company's professional services contracts are on a fixed fee basis. Training revenues are recognized as the services are rendered.

Significant judgment is required in determining whether professional services contained in a customer subscription services contract are capable of being distinct and are separately identifiable in the customer contract. Professional services determined to be distinct are accounted for as a separate performance obligation and revenue is recognized as the services are performed. If the professional services are not determined to be distinct, the professional services and the subscription services are accounted for as a single performance obligation and revenue is recognized over the contractual term of the subscription beginning on the date that subscription services are made available to the customer.

Customer contracts with multiple performance obligations

A portion of the Company's customer contracts contain multiple performance obligations. Significant judgment is required in determining whether multiple performance obligations contained in a single customer contract are capable of being distinct and are separately identifiable. An obligation determined to be distinct is accounted for as a separate performance obligation and revenue for that separate performance obligation is recognized when, or as, the Company satisfies the performance obligation. If obligations are not determined to be distinct, those obligations are accounted for as a single, combined performance obligation. The transaction price is allocated to each performance obligation on a relative standalone selling price basis.

Leases
        
The Company determines if an arrangement is a lease at inception. Operating leases are included in operating lease right-of-use ("ROU") assets, current operating lease liabilities and noncurrent operating lease liabilities in the Company's unaudited condensed consolidated balance sheet.

ROU assets represent the Company’s right to use an underlying asset over the lease term and lease liabilities represent the Company’s obligation to make lease payments arising from the lease. ROU assets and lease liabilities are recognized at the lease commencement date based on the estimated present value of lease payments over the lease term. The Company includes any anticipated lease incentives in the determination of lease liability.

The Company uses its estimated incremental borrowing rate, which is derived from information available at the lease commencement date, in determining the present value of lease payments. The Company gives consideration to its recent debt issuances as well as publicly available data for instruments with similar characteristics when determining its incremental borrowing rates.

The Company’s lease terms will include options to extend the lease when it is reasonably certain that the Company will exercise that option. Leases with a term of 12 months or less are not recorded on the Company's unaudited condensed consolidated balance sheet. The Company’s lease agreements do not contain any residual value guarantees.

Internal-use software

Costs incurred to develop internal-use software during the development stage are capitalized, stated at cost, and amortized using the straight-line method over the estimated useful lives of the assets. Development stage costs generally include salaries and personnel costs and third-party contractor expenses associated with internal-use software configuration, coding, installation and testing. For the three months ended September 30, 2019 and 2018, the Company capitalized $0.2 million and $1.2 million, respectively, of internal-use software development costs related to cloud-based offerings, and for the nine months ended September 30, 2019 and 2018, the Company capitalized $1.0 million and $3.7 million, respectively, of internal-use software development costs related to cloud-based offerings. Capitalized internal-use software development costs related to cloud-based offerings are amortized using the straight-line method over the useful life of the asset. For the
three months ended September 30, 2019 and 2018, the Company amortized $0.8 million and $0.3 million, respectively, and for the nine months ended September 30, 2019 and 2018, the Company amortized $2.0 million and $0.7 million, respectively, of capitalized internal-use software development costs. Capitalized software for internal use is included in property and equipment, net in the unaudited condensed consolidated balance sheets. Amortization of capitalized internal-use software development costs, once it commences, is included in cost of subscription and cost of services revenues in the accompanying unaudited condensed consolidated statements of comprehensive income (loss).

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. The Company recorded 0 impairment charges during the three and nine months ended September 30, 2019 and 2018.

Noncash share-based compensation

The Company measures all share-based payments to its employees based on the grant date fair value of the awards and recognizes expenses in the Company's unaudited consolidated statement of comprehensive income (loss) on a straight-line basis over the periods during which the recipient is required to perform services (generally over the vesting period of the awards). To date, the Company has granted stock options, Restricted Stock Units ("RSUs"), stock settled Stock Appreciation Rights ("SARs") and Market Stock Units ("MSUs"). RSUs include (i) time-based awards, (ii) performance-based awards in which the number of shares that vest are based upon achievement of certain internal performance metrics set by the Company, and (iii) market-based awards in which the number of shares that vest are based upon attainment of target average per share closing price over a requisite trading period. MSUs are performance-based awards in which the number of shares that vest are based upon the Company's relative stockholder return.

The following table presents the number of shares or units outstanding for each award type as of September 30, 2019 and December 31, 2018, respectively, (in thousands):
Award type September 30, 2019 December 31, 2018
Restricted stock units (time-based) 1,876
 1,969
Restricted stock units (performance-based) 114
 
Restricted stock units (market-based) 
 215
Stock appreciation rights 165
 287
Market stock units 267
 419
Stock options, time-based RSUs and SARs vest ratably between one and 4 years. Performance-based RSUs vest on the third anniversary of the grant and the maximum number of shares issuable upon vesting is 200% of the initially granted shares based upon achievement of certain internal performance metrics set by the Company, as defined by each award's plan documents or individual award agreements. Market-based RSUs vest if the average trailing closing price of the Company's common stock meets certain minimum performance hurdles for at least 105 calendar days prior to September 9, 2020, with 25% vesting at $27, an additional 25% vesting at $33, and the remaining 50% vesting at $41. 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 Russell 2000 Index ("Index") over their respective performance periods, as defined by each award's plan documents. The Company did not grant any stock options, SARs or MSUs during the three and nine months ended September 30, 2019 or 2018.

The fair value of the time-based and performance-based RSUs is based on the closing price of the Company's stock on the date of grant.

The Company estimates the fair value and the derived service period of the market-based RSUs on the date of grant using a 'Monte Carlo' simulation model. The model requires the use of a number of assumptions including the expected volatility of the Company's stock, its risk-free interest rate and expected dividends. The Company's expected volatility at the date of grant was based on the historical volatility of the Company over the performance period.

The fair value of the market-based RSUs is expensed over the derived service period for each separate vesting tranche. The derived service period for the vesting tranches of the market-based RSUs ranges between 1.01 and 1.98 years.

The Company estimates the fair value of MSUs on the date of grant using a 'Monte Carlo' simulation model. The determination of fair value of the MSUs is affected by the Company's stock price and a number of assumptions including the expected volatilities of the Company's stock and the Index, its risk-free interest rate and expected dividends. The Company's

expected volatility at the date of grant was based on the historical volatilities of the Company and the Index over the performance period.

Earnings per share

The Company computes basic earnings (loss) per share by dividing net income (loss) attributable to common stockholders by the weighted average number of common shares outstanding. Diluted earnings (loss) per share is computed by giving effect to all dilutive potential common shares outstanding during the period using the treasury stock method and convertible notes using the if-converted method. Dilutive potential common shares consist of shares issuable upon the exercise of stock options, shares of unvested restricted stock units and market stock units, and settlement of stock appreciation rights. When the Company incurs a net loss, the effect of the Company's outstanding stock options, stock appreciation rights, restricted stock units, market stock units and convertible notes are not included in the calculation of diluted earnings (loss) per share as the effect would be anti-dilutive. Accordingly, basic and diluted net loss per share are identical.
Equity investment
Investments in equity securities of privately held companies without readily determinable fair value, where the Company does not exercise significant influence over the investee, are recorded at cost, less impairment and adjusted for subsequent observable price changes obtained from orderly transactions for identical or similar investments issued by the same investee.  Adjustments resulting from impairment, fair value, or observable price changes are accounted for in the unaudited condensed consolidated statements of comprehensive income (loss).

As of September 30, 2019 and December 31, 2018, the Company held $2.2 million and $2.0 million, respectively, of equity securities in a privately held company. This investment is accounted for at cost, less impairment and adjusted for subsequent observable price changes obtained from orderly transactions for identical or similar investments issued by the same investee. The Company estimates fair value of its equity investment considering available information such as pricing in recent rounds of financing, current cash positions, earnings and cash flow forecasts, recent operational performance and any other readily available market data, which represents level 3 in the fair value hierarchy as defined by Accounting Standard Codification ("ASC") 820, "Fair Value Measurement and Disclosure" ("ASC 820"). As of September 30, 2019 and December 31, 2018, the Company determined there were no other-than-temporary impairments on its equity investment. 

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 $289.8$209.2 million and $268.6$273.1 million at SeptemberJune 30, 20192020 and December 31, 2018,2019, respectively, and were invested in treasury money market funds. The fair value of the treasury money market funds is determined based on quoted market prices, which represents level 1 in the fair value hierarchy as defined by ASC 820.

Trade and other receivables

Trade and other receivables are primarily comprised of trade receivables, net of allowance for doubtful accounts, 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. TheWhen developing its estimate of expected credit losses on trade and other receivables, the Company estimates its allowance for doubtful accounts for specific trade receivable balances based on historical collection trends,considers the ageavailable information relevant to assessing the collectability of outstanding trade receivables, existing economiccash flows, which includes a combination of both internal and external information relating to past events, current conditions, and any financial security associated withfuture forecasts as well as relevant qualitative and quantitative factors that relate to the receivables.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.

        There are no comparable recent events that provide guidance as to the effect of the spread of COVID-19 as a global pandemic. As a result, the impact of COVID-19 is highly uncertain and subject to change. The Company does not yet know the full extent of the impact from COVID-19 to the Company's business operations or the global economy as a whole; however, the impact could have an adverse effect on the Company's customers and inherently the related receivables.

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), 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 $20.6$19.6 million and $17.5$21.2 million as of SeptemberJune 30, 20192020 and December 31, 2018,2019, respectively. Amortization expense for the deferred costs was $1.3$1.4 million and $0.8$1.1 million for the three months ended SeptemberJune 30, 20192020 and 2018,2019, respectively, and $3.5$2.9 million and $2.1$2.2 million for the ninesix months ended SeptemberJune 30, 20192020 and 2018,2019, respectively.

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 $4.8$3.5 million and $3.9$4.4 million as of SeptemberJune 30, 20192020 and December 31, 2018,2019, respectively. Amortization expense for the deferred implementation costs was $0.4$0.6 million and $0.1$0.4 million for the three months ended SeptemberJune 30, 20192020 and 2018,2019, respectively, and $1.0 million and $0.4$0.6 million for the ninesix months ended SeptemberJune 30, 20192020 and 2018,2019, respectively. Deferred implementation costs are included in prepaid and other current assets and other assets, noncurrent in the unaudited condensed consolidated balance sheets. Amortization of deferred implementation costs is included in cost of subscription and cost of services revenues in the accompanying unaudited condensed consolidated statements of comprehensive income (loss).

10

Deferred revenue

Deferred revenue primarily consistsTable of customer invoicing in advance of revenues being recognized. The Company generally invoices its customers annually in advance for subscription services and maintenance and support services. Deferred revenue that is anticipated to be recognized during the next twelve-month period is recorded as current deferred revenue and the remaining portion is recorded as long-term.Contents

Credit facility

As of September 30, 2019, the Company had 0 outstanding borrowings under its $50.0 million secured Credit Agreement ("Revolver") with the lenders party thereto and Wells Fargo Bank, National Association as agent for the lenders party thereto. The Company included $0.1 million of unamortized debt issuance costs related to the Revolver in prepaid and other current assets and other assets, noncurrent in the unaudited condensed consolidated balance sheets. For the three and nine months ended September 30, 2019 and 2018, the Company recorded an immaterial amount of amortization of debt issuance cost which is included in other income (expense), net in the unaudited condensed consolidated statements of comprehensive income (loss).

Income taxes

The Company recorded an income tax provision of $0.1 million and $0.2 million for the three months ended September 30, 2019 and 2018, respectively, and $0.6 million and $0.2 million for the nine months ended September 30, 2019 and 2018, respectively, primarily related to foreign income taxes and withholding taxes. The effective tax rate was (0.6)% and (1.1)% for the three months ended September 30, 2019 and 2018, respectively, and (1.1)% and (0.3)% for the nine months ended September 30, 2019 and 2018, respectively. The income tax rates vary from the federal and state statutory rates primarily due to the valuation allowances on the Company’s deferred tax assets and foreign and state taxes not based on income. The Company estimates its annual effective tax rate at the end of each quarterly period. Jurisdictions with a projected loss for the year where no tax benefit can be recognized due to the valuation allowances on the Company’s deferred tax assets are excluded from the estimated annual 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.

Recently adopted accounting pronouncements

In FebruaryJune 2016, the FASB issued ASU 2016-02, "2016-13, LeasesFinancial Instruments-Credit Losses (Topic 842)"326): Measurement of Credit Losses on Financial Instruments ("Topic 842"326"), whichin order to improve financial reporting of expected credit losses on financial instruments and other commitments to extend credit. Topic 326 requires that an entity measure and recognize expected credit losses for financial assets held at amortized cost and replaces the lesseeincurred loss impairment methodology in current GAAP with a methodology that requires consideration of a broader range of information to recognize most leases on the balance sheet thereby resulting in the recognition of right-of-use ("ROU") assets and lease liabilities for those leases currently classified as operating leases. Lessor accounting remains largely unchanged from current guidance, however, Topic 842 provides improvements that are intended to align lessor accounting with the lessee model and with updated revenue recognition guidance. This standard took effect in the first quarter of 2019, including interim periods within that reporting

period.estimate credit losses. The Company adopted Topic 842326 as of January 1, 20192020 using the modified retrospective method by recognizing the cumulative effect of initially applying the new standard as an adjustment to the opening balances of operating ROU assets and lease liabilities, while prior period amounts are not adjusted and continue to be reported in accordance with the Company's historic accounting under the prior lease accounting rules in ASC 840, "Leases".

The Company elected the package of practical expedients permitted under the transition guidance within the new Topic 842 standard for all asset classes, which among other things, allowed the Company to carryforward the historical lease classification. The Company also elected the hindsight practical expedient to determine the reasonably certain lease term for existing leases. The Company made an accounting policy election to not recognize leases with an initial term of 12 months or less on the balance sheet and instead would recognize those lease payments on a straight-line basis over the lease term in the unaudited condensed consolidated statement of comprehensive income (loss).

The adoption of the standard had a material impact on the Company’s unaudited condensed consolidated balance sheet as a result of the increase of $26.9 million in assets and liabilities from recognition of ROU assets and lease liabilities. The standard did not have a material impact on the Company's unaudited condensed consolidated statement of comprehensive income (loss).

In August 2018, the FASB issued ASU 2018-15, "Intangibles - Goodwill and Other - Internal-Use Software (Subtopic 350-40): Customer's Accounting for Implementation Costs Incurred in a Cloud Computing Arrangement That is a Service Contract" ("Subtopic 350-40"). The amendment aligns the requirements for capitalizing implementation costs in a cloud computing arrangement service contract with the requirements for capitalizing implementation costs incurred to develop or obtain an internal-use software. The standard is effective for annual periods, including interim periods within those annual periods, beginning after December 15, 2019; early adoption is permitted. The Company early adopted Subtopic 350-40 prospectively effective January 1, 2019 and there was no material impact on the Company's unaudited condensed consolidated financial statements as of the adoption date. In addition,The Company recognized a $2.4 million expense related to the new standard had no significant impact onprovision for credit losses in the unaudited condensed consolidated financial statementsfirst half of 2020 representing the Company’s estimate of additional allowance for doubtful accounts related to trade receivables due to increased credit risk from uncertain economic conditions caused by COVID-19. The Company also recorded a write-off of a portion of the allowance of doubtful accounts related to the increased credit risks of $0.5 million during the three and nine months ended SeptemberJune 30, 2019.2020.

Recently issued accounting pronouncements not yet adopted

In January 2017, the FASB issued ASU 2017-04, "Intangibles - Goodwill and Other (Topic 350): Simplifying the Test for Goodwill Impairment" ("Topic 350"), which eliminates step two from the goodwill impairment test. Under the amendments in this standard, an entity should recognize an impairment charge for the amount by which the carrying amount of a reporting unit exceeds its fair value; however, the loss recognized should not exceed the total amount of goodwill allocated to that reporting unit. The standard is effective for interim and annual reporting periods beginning after December 15, 2019; earlier adoption is permitted for goodwill impairment tests performed after January 1, 2017. The Company is currently assessing the impact of Topic 350 on its unaudited condensed consolidated financial statements.

With the exception of the new standards discussed above, there have been no other recent accounting pronouncements or changes in accounting pronouncements during the ninesix months ended SeptemberJune 30, 2019,2020, 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 SeptemberJune 30, 20192020 and 2018,2019, the Company recognized approximately $45.1$48.8 million and $32.4$43.7 million, respectively, and for the ninesix months ended SeptemberJune 30, 20192020 and 2018,2019, the Company recognized approximately $86.2$84.0 million and $64.4$67.1 million, respectively, in each case 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 SeptemberJune 30, 2019,2020, the Company expects to recognize approximately $365.2$374.5 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 $176.6 $180.8 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.


4. Disaggregation of Revenue

Revenue by Geography

The geographic information in the table below is presented for the three and ninesix months ended SeptemberJune 30, 20192020 and 2018.2019. 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,
 2020201920202019
(in thousands)RevenuePercentRevenuePercentRevenuePercentRevenuePercent
United States of America$20,715  32 %$20,862  33 %$42,515  33 %$40,642  34 %
Europe17,682  28 %18,720  29 %37,612  29 %36,007  30 %
The rest of the world25,350  40 %24,296  38 %49,931  38 %43,360  36 %
      Total revenue$63,747  100 %$63,878  100 %$130,058  100 %$120,009  100 %
 Three Months Ended September 30, Nine Months Ended September 30,
 2019 2018 2019 2018
 Revenue Percent Revenue Percent Revenue Percent Revenue Percent
United States of America$21,631
 34% $16,610
 34% $62,273
 34% $50,538
 35%
Europe19,279
 30% 15,019
 31% 55,286
 30% 45,110
 31%
The rest of the world23,240
 36% 17,446
 35% 66,600
 36% 48,763
 34%
      Total revenue$64,150
 100% $49,075
 100% $184,159
 100% $144,411
 100%


11

Table of Contents
5. Business Combination

On August 14, 2019, the Company acquired Travelaer SAS ("Travelaer"), a privately held company based near Nice, France, for a total cash consideration, net of cash acquired, of approximately $10.5 million. Travelaer is a digital innovator for the travel industry with a focus on improving the customer experience across all phases of travel, and brings an Internet booking engine and NDC (New Distribution Capability) platform to the Company's portfolio. The Company has included the financial results of Travelaer in the unaudited condensed consolidated financial statements from the date of the acquisition, which have not been material to date. The transaction cost associated with the acquisition was $0.2 million for the three and nine months ended September 30, 2019.

The Company accounted for the transaction as a business combination and all of the assets acquired and the liabilities assumed in the transaction have been recognized at their acquisition date fair values. The Company recorded approximately $2 million for developed technology and customer relationships with estimated useful lives of seven years and five years, respectively. The Company recorded approximately $11 million of goodwill which is primarily related to the assembled workforce and expanded market opportunities from integrating Travelaer's technology with the Company's solutions. The goodwill balance is not deductible for U.S. income tax purposes. The Company expects to finalize the valuation as soon as practicable, but no later than one year from 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 1413 years. Some of these leases include options to extend for up to 15 years, and some include options to terminate within 1 year.

In July 2019,February 2020, the Company amended its existingentered into an agreement with a computingcomputer infrastructure vendor the result of which was an increaseresulted in future consideration to be paid by the Company.Company for services provided. The Company accounted for this change in considerationagreement as an operating lease and as a modification and remeasured the valueresult obtained a $1.5 million right-of-use asset in exchange for a new lease liability of the right-of-use asset and relatedsame amount at lease liability on such date, which resulted in an increase of $5.7 million to each respectively.inception.

As of SeptemberJune 30, 2019,2020, the Company did not have any finance leases.

The components of operating lease expense were as follows (in thousands):
 Three Months Ended September 30, 2019 Nine Months Ended September 30, 2019
Operating lease cost$2,285
 $6,778
Variable lease cost498
 1,389
Sublease income(99) (248)
Total lease cost$2,684
 $7,919


Supplemental information related to leases was as follows (in thousands):
Three Months Ended June 30,Six Months Ended June 30,
2020201920202019
Cash paid for amounts included in the measurement of lease liability:
Operating cash flows from operating leases$1,973  $1,866  $3,600  $2,882  
 Three Months Ended September 30, 2019 Nine Months Ended September 30, 2019
Cash paid for amounts included in the measurement of lease liability:   
Operating cash flows from operating leases$1,467
 $4,349


September 30, 2019
Weighted average remaining lease term:
Operating leases7.0 years
Weighted average discount rate:
Operating leases7.26%


As of SeptemberJune 30, 2019,2020, maturities of lease liabilities were as follows (in thousands):
Year Ending December 31,Amount
Remaining 2020$3,744  
20219,106  
20228,470  
20234,902  
20244,952  
2025 and thereafter34,082  
Total operating lease payments65,256  
Less: Imputed interest(23,600) 
Less: Anticipated lease incentive(10,226) 
Total operating lease liabilities$31,430  
Year Ending December 31, Amount
Remaining 2019 $2,327
2020 7,558
2021 10,109
2022 4,542
2023 4,562
2024 and thereafter 38,654
Total operating lease payments 67,752
Less: Imputed interest (22,945)
Less: Anticipated lease incentive (14,207)
Total operating lease liabilities $30,600


As of September 30, 2019, the Company has additional operating leases of approximately $1.5 million that have not yet commenced, as the lessor has not made the underlying assets available for use by the Company. These operating leases will commence in fiscal year 2020 with lease terms of 5 years to 14 years.

As of December 31, 2018, the future minimum lease commitments related to lease agreements under Topic 840, the predecessor of Topic 842, were as follows:

Year Ending December 31, Amount
2019 $4,164
2020 1,649
2021 5,115
2022 6,181
2023 5,679
2024 and thereafter 57,365
Total minimum lease payments $80,153




7.6. Earnings per Share

The following table sets forth the computation of basic and diluted earnings per share for the three and ninesix months ended SeptemberJune 30, 20192020 and 2018:2019:
 Three Months Ended September 30, Nine Months Ended September 30,
(in thousands, except per share data)2019 2018 2019 2018
Numerator:       
Net loss$(17,347) $(15,786) $(51,781) $(51,486)
Denominator:       
Weighted average shares (basic)41,276
 35,676
 39,438
 33,568
Dilutive effect of potential common shares
 
 
 
Weighted average shares (diluted)41,276
 35,676
 39,438
 33,568
Basic loss per share$(0.42) $(0.44) $(1.31) $(1.53)
Diluted loss per share$(0.42) $(0.44) $(1.31) $(1.53)

 Three Months Ended June 30,Six Months Ended June 30,
(in thousands, except per share data)2020201920202019
Numerator:
Net loss$(17,208) $(17,517) $(39,943) $(34,434) 
Denominator:
Weighted average shares (basic)43,304  39,413  43,203  38,518  
Dilutive effect of potential common shares—  —  —  —  
Weighted average shares (diluted)43,304  39,413  43,203  38,518  
Basic loss per share$(0.40) $(0.44) $(0.92) $(0.89) 
Diluted loss per share$(0.40) $(0.44) $(0.92) $(0.89) 
        
Dilutive potential common shares consist of shares issuable upon the exercise of stock options, settlement of SARs,stock appreciation rights ("SARs"), and the vesting of RSUsrestricted stock units ("RSUs") and MSUs.market stock units ("MSUs"). Potential common shares determined to be antidilutive and excluded from diluted weighted average shares outstanding were approximately 2.11.2 million and 2.22.0 million for the three months ended SeptemberJune 30, 20192020 and 2018,2019, respectively, and 2.11.4 million and 2.1
12

Table of Contents
2.0 million for the ninesix months ended SeptemberJune 30, 2020 and 2019, and 2018, respectively. PotentialIn addition, potential common shares related to the convertible notes determined to be antidilutive and excluded from diluted weighted average shares outstanding were 3.12.2 million for the three and ninesix months ended SeptemberJune 30, 2019.2020 and 4.8 million for the three and six months ended June 30, 2019, respectively.

8.7. Noncash Share-based Compensation

        The Company's 2017 Equity Incentive Plan (as amended and restated, the "2017 Stock Plan") was approved by stockholders in May 2017 and reserved an aggregate amount of 2,500,000 shares for issuance. In May 2019, the shareholders approved an amendment to the 2017 Stock Plan which increased the aggregate amount of shares for issuance to a total of 4,550,000. As of June 30, 2020, 1,857,201 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, 2020 and December 31, 2019, respectively, (in thousands):
Award typeJune 30, 2020December 31, 2019
Restricted stock units (time-based)1,674  1,893  
Restricted stock units (performance-based)190  114  
Stock appreciation rights32  65  
Market stock units157  267  

During the three months ended SeptemberJune 30, 2019,2020, the Company granted 19,625173,060 RSUs with a weighted average grant-date fair value of $69.13$31.29 per share. The Company granted no MSUs,stock options, SARs, performance-based RSUs ("PRSUs") or SARsmarket stock units ("MSUs") during this period.

During the ninesix months ended SeptemberJune 30, 2019,2020, the Company granted 759,084632,559 RSUs (time-based) with a weighted average grant-date fair value of $34.16 $56.67 per share. The Company also granted 113,919 performance-based RSUs ("PRSUs")76,200 PRSUs with a weighted average grant-date fair value of $33.05$54.23 to certain executive employees during the ninesix months ended SeptemberJune 30, 2019.2020. These PRSUs vest on January 15, 202213, 2023 and the actual number of PRSUs that will be eligible to vest is based upon achievement of certain internal performance metrics, as defined by each award's plan documents or individual award agreements. The maximum number of shares issuable upon vesting is 200% of the PRSUs initially granted. The Company did not grant any stock options, SARs or MSUs during the ninesix months ended SeptemberJune 30, 2019.2020.

Share-based compensation expense is allocated to expense categories on the unaudited condensed consolidated statements of comprehensive income (loss). The following table summarizes share-based compensation expense included in the Company's unaudited condensed consolidated statements of comprehensive income (loss) for the three and ninesix months ended SeptemberJune 30, 20192020 and 2018:2019:
 Three Months Ended September 30, Nine Months Ended September 30,
 2019 2018 2019 2018
Share-based compensation:       
Cost of revenue$503
 $445
 $1,535
 $1,325
Operating expenses:       
Selling and marketing1,515
 779
 4,329
 3,347
General and administrative2,901
 2,635
 8,521
 8,202
Research and development1,290
 1,098
 3,849
 3,481
Total included in operating expenses5,706
 4,512
 16,699
 15,030
Total share-based compensation expense$6,209
 $4,957
 $18,234
 $16,355

 Three Months Ended June 30,Six Months Ended June 30,
 2020201920202019
Share-based compensation:
Cost of revenue$502  $494  $1,026  $1,032  
Operating expenses:
Selling and marketing1,965  1,414  3,831  2,814  
General and administrative1,917  2,808  4,367  5,620  
Research and development1,368  1,263  2,875  2,559  
Total included in operating expenses5,250  5,485  11,073  10,993  
Total share-based compensation expense$5,752  $5,979  $12,099  $12,025  
        
The Company's 2017 Equity Incentive Plan (as amended and restated, the "2017 Stock Plan") was approved by stockholders in May 2017 and reserved an aggregate amount of 2,500,000 shares for issuance. In May 2019, the shareholders

approved an amendment to the 2017 Stock Plan which increased the aggregate amount of shares for issuance to a total of 4,550,000. As of September        At June 30, 2019, 2,512,077 shares remain available for issuance under the 2017 Stock Plan.
At September 30, 2019,2020, the Company had an estimated $46.7$59.6 million of total unrecognized compensation costs related to share-based compensation arrangements. These costs will be recognized over a weighted average period of 2.5 years.of 2.9 years.

The Company's Employee Stock Purchase Plan ("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.
13

Table of Contents
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. During the three and ninesix months ended SeptemberJune 30, 2019,2020, the Company issued 39,9640 and 75,30426,774 shares, respectively, under the ESPP. As of SeptemberJune 30, 2019, 140,2512020, 113,477 shares remain authorized and available for issuance under the ESPP. As of SeptemberJune 30, 2019,2020, the Company held approximately $0.8$1.5 million on behalf of employees for future purchases under the ESPP, and this amount was recorded in accrued payroll and other employee benefits in the Company's unaudited condensed consolidated balance sheet.

9.8. Convertible Senior Notes

The following is a summary of the Company's convertible senior notes as of SeptemberJune 30, 20192020 (in thousands):
Date of IssuanceUnpaid Principal BalanceNet Carrying AmountContractual Interest Rates
CurrentNoncurrent
1% Convertible Notes due in 2024 ("2024 Notes")May 2019$143,750  $—  $114,131  1%
 Date of Issuance Unpaid Principal Balance Net Carrying Amount Contractual Interest Rates
   Current Noncurrent 
2% Convertible Senior Note due in 2019 ("2019 Notes")December 2014 $21,606
 $21,415
 
 2%
2% Convertible Senior Notes due in 2047 ("2047 Notes")June 2017 $24,075
 $20,928
 
 2%
1% Convertible Notes due in 2024 ("2024 Notes")May 2019 $143,750
 $
 $109,024
 1%


In MayThe 2024 Notes, along with the previously issued convertible notes with original due dates in 2019 the Company issuedand 2047 (the "2019 Notes" and "2047 Notes," and together with the 2024 Notes, in an aggregate principal amount of $143.8 million. The interest rate for the 2024 Notes is fixed at 1% per annum. Interest is payable semi-annually in arrears on May 15 and November 15 of each year, commencing on November 15, 2019. 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 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 2024 Notes is subject to adjustment upon the occurrence of certain specified events.

On or after February 15, 2024 to the close of business on the second scheduled trading day immediately preceding the maturity date, holders may convert all or any portion of their 2024 Notes regardless of the contingent conversion conditions described herein. Upon conversion, the Company will pay or deliver cash, shares of its common stock or a combination of cash and shares of its common stock, at its election, as described in the indenture governing the 2024 Notes.

Holders may convert their 2024 Notes at their option at any time prior to the close of business on the business day immediately preceding February 15, 2024 only under the following circumstances:

during the five consecutive business day period immediately following any five consecutive trading day period (the "Measurement Period") in which the trading price per 2024 Note for each day of that Measurement Period was less than 98% of the product of the last reported sale price of the Company's common stock and the conversion rate on each such day;
during any calendar quarter commencing after the calendar quarter ending on June 30, 2019, if the last reported sale price of the common stock for 20 or more trading days (whether or not consecutive) in a period of 30 consecutive trading days ending on the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price on each applicable trading day; or
upon the occurrence of specified corporate events.


The 2019 Notes, the 2024 Notes and 2047 Notes (collectively,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).

In accounting for the transaction costs for each of the Notes issuance, the Company allocated the costs incurred to the liability and equity components in proportion to the allocation of the proceeds from issuance to the liability and equity components. Issuance costs attributable to the liability component, totaling $4.3 million for the The 2019 Notes $3.4 million forand 2047 Notes were settled as of December 31, 2019 and no longer remain outstanding.

Interest related to the 2024 Notes is payable semi-annually in arrears on May 15 and $2.7 million for the 2047 Notes, are being amortized to expense over the expected lifeNovember 15 of each notes using the effective interest method. Issuance costs attributable to the equity component related to the conversion option, totaling $1.2 million for the 2019 Notes, $1.1 million for theyear, commencing on November 15, 2019. The 2024 Notes and $0.3 million for the 2047 Notes, were nettedmature on May 15, 2024, unless redeemed or converted in accordance with the equity component in stockholders' equity.their terms prior to such date.

In May 2019, the Company used a portionEach $1,000 of the net proceeds of the offeringprincipal of the 2024 Notes to exchange and retire $122.1 million in aggregate principal of the 2019 Notes for an aggregate cash consideration of $76.0 million and approximately 2.18 million shares of the Company's common stock (the "Exchange Transactions"). The Company recorded a $2.3 million loss on debt extinguishment related to the Exchange Transactions. The loss on extinguishment is included in the other (expense) income, net in the the accompanying unaudited condensed consolidated statements of comprehensive income (loss).

In August 2019, the Company issued a notice of redemption to the holders of its outstanding 2047 Notes, pursuant to which it will redeem the outstanding 2047 Notes for cash at a price of 92.39% of the principal amount of the 2047 Notes, plus accrued and unpaid interest, if any (the “Redemption”). The Redemption will occur on October 30, 2019, unless earlier converted. Prior to the consummation of the Redemption, the holders of the 2047 Notes are entitled to convert such notesinitially be convertible into 15.1394 shares of the Company’s common stock, at a rate of 21.2861 shares per $1,000 principal amount of the 2047 Notes, which is equivalent to aan initial conversion price of $46.98approximately $66.05 per share. The Company intendsinitial conversion price for the 2024 Notes is subject to satisfy its conversion obligation with respect to 2047 Notes tendered by delivering sharesadjustment upon the occurrence of its common stock, together with cash in lieu of delivering any fractional shares of common stock (if applicable). As of September 30, 2019, the Company has converted $82.2 million of aggregate principal of the 2047 Notes and delivered approximately 1.7 million shares of its common stock upon conversion. The Company recorded a $2.7 million loss on debt extinguishment related to the Redemption. The loss on extinguishment is included in the other (expense) income, net in the accompanying unaudited condensed consolidated statements of comprehensive income (loss).certain specified events.

As of SeptemberJune 30, 2019,2020, the 2019 and 2024 Notes are not yet convertible and the 2047 Notes are convertible pursuant to the Redemption notice issued by the Company. As of September 30, 2019, thetheir remaining term of the Notes is approximately 2 months, 55 months and 1 month, respectively.46 months.

As of SeptemberJune 30, 20192020 and December 31, 2018,2019, the fair value of the principal amount of the 2024 Notes was $231.0$138.1 million and $251.5$163.2 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.
        In accounting for the transaction costs for the 2024 Notes issuance, the Company allocated the costs incurred to the liability and equity components in proportion to the allocation of the proceeds from issuance to the liability and equity components. Issuance costs attributable to the liability component, totaling $3.4 million for the 2024 Notes are being amortized to expense over the expected life of the notes using the effective interest method. Issuance costs attributable to the equity component related to the conversion option, totaling $1.1 million for the 2024 Notes were netted with the equity component in stockholders' equity.

The 2024 Notes consist of the following (in thousands):
June 30, 2020December 31, 2019
Liability component:
Principal$143,750  $143,750  
Less: debt discount and issuance cost, net of amortization(29,619) (33,046) 
Net carrying amount$114,131  $110,704  
Equity component(1)
$32,883  $32,883  
(1)  Recorded within additional paid-in capital in the unaudited condensed consolidated balance sheet. As of June 30, 2020 and December 31, 2019, it included $32.9 million related to the 2024 Notes, which was net of $1.1 million issuance cost in equity.
14

Table of Contents
 September 30, 2019 December 31, 2018
Liability component:   
Principal$189,431
 $250,000
Less: debt discount and issuance cost, net of amortization(38,064) (24,810)
Net carrying amount$151,367
 $225,190
    
Equity component(1)
$70,443
 $37,560
(1)Recorded within additional paid-in capital in the consolidated balance sheet. As of September 30, 2019, it included $28.7 million, $32.9 million and $8.8 million related to the 2019 Notes, the 2024 Notes and the 2047 Notes, respectively, which was net of $1.2 million, $1.1 million and $0.3 million issuance cost in equity, respectively.


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,
2020201920202019
Coupon interest$359  $1,106  $719  $2,356  
Amortization of debt issuance costs158  341  314  706  
Amortization of debt discount1,568  2,827  3,114  5,568  
Total$2,085  $4,274  $4,147  $8,630  
 Three Months Ended September 30, Nine Months Ended September 30,
 2019 2018 2019 2018
Coupon interest$863
 $1,250
 $3,219
 $3,750
Amortization of debt issuance costs286
 357
 992
 1,058
Amortization of debt discount2,568
 2,659
 8,136
 7,863
Total$3,717
 $4,266
 $12,347
 $12,671


Note Hedge and Warrant Transactions

Concurrently with the offering of the 2019 Notes, the Company entered into separate convertible note hedge (the "Note Hedge") and warrant (the "Warrant") transactions. Taken together, the purchase of the Note Hedge and the sale of the Warrant arewere intended to offset any actual dilution from the conversion of the 2019 Notes and to effectively increase the overall conversion price of the 2019 Notes from $33.79 to $45.48 per share. The total cost of the Note Hedge transactionWarrant was $29.4 million. The Company received $17.1 million in cash proceeds from the sale of the Warrant. The Warrant is not part of the 2019 Notes or Note Hedge. Both the Note Hedge and Warrant have been accounted forwere recorded as part of additional paid-in capital.
        As of December 31, 2019, the Note Hedge was settled through certain note hedge termination agreements and exercise of any remaining Note Hedge. In May 2019, in connection with the Exchange Transactions, the Company entered into certain note hedge termination agreements (the “Note Hedge Termination Agreements”) and warrant termination agreements (the “Warrant Termination Agreements”). The Company received cash proceeds of $64.8 million related to the Note Hedge Termination Agreements and paid $45.2 million related to the Warrant Termination Agreements. The Note Hedge Termination Agreements terminated certain of the Note Hedges that were entered into by the Company in connection with the offering of the 2019 Notes. The Warrant Termination Agreementswhich terminated certain of the Warrants that were entered into by the Company in connection with the offering of the 2019 Notes. The remaining Warrants expire in August 2020 and, if exercised, will settle on a net share basis.

Capped Call Transactions

In May 2019, in connection with the offering of the 2024 Notes, 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 2024 Notes, at a strike price that corresponds to the initial conversion price of the 2024 Notes, also subject to adjustment, and are exercisable upon conversion of the 2024 Notes. The Capped Call transactions are intended to reduce potential dilution of the Company's common stock and/or offset any cash payments the Company will be required to make in excess of the principal amount upon any conversion of 2024 Notes, and to effectively increase the overall conversion price of 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 $16.4 million and was recorded as part of additional paid-in capital.

10.9. Commitments and Contingencies

Litigation

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

Purchase commitments

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

In March 2019, the Company entered ininto a noncancelable agreement with a computing infrastructure vendor that amended the existing agreement dated June 2017. The amended agreement expires in March 2022. The purchase commitment as of SeptemberJune 30, 20192020 was $67.0 $52.0 million forfor the remaining period through the expiration of the agreement.


15


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

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

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

Overview

PROS provides artificial intelligence ("AI")AI solutions that power commerce in the digital economy by providing fast, frictionless and personalized buying experiences. PROS solutions enable dynamic buying experiences for both B2B and B2C companies across industry verticals. Companies can use our dynamicselling, pricing, revenue optimization sales effectiveness, revenue management and commerceeCommerce solutions to assess their market environments in real time to deliver customized prices and offers. Our solutions enable buyers to move fluidly across our customers’ direct sales, online, mobile and partner channels with personalized experiences regardless of which channel those customersbuyers choose. Our decades of data science and AI expertise are infused into our solutions and are designed to reduce time and complexity through actionable intelligence. We provide standard configurations of our software based on the industries we serve and offer professional services to configure these solutions to meet the specific needs of each customer.

Q3 2019COVID-19 Impact

        In March 2020, the World Health Organization declared the outbreak of the coronavirus ("COVID-19") a pandemic. COVID-19 continues to spread throughout the U.S. and the world and has resulted in governmental authorities implementing numerous measures to contain the virus, including travel bans and restrictions, quarantines, shelter-in-place orders and business limitations and shutdowns. Compliance with these measures by us and by our customers has impacted our business, as well as the businesses of our customers, suppliers and other counterparties, and this impact could last for an indefinite period of time. In particular, in the travel industry, our airline customers are managing historic declines in demand for travel globally. If a significant number of our customers are unable to continue as a going concern or otherwise seek to avoid their contracts with us as part of filing for bankruptcy protection, this would have an adverse impact on our business and financial condition. There are no comparable recent events that provide guidance as to the effect of the spread of COVID-19 as a global pandemic, and as a result, we are unable to predict the full impact that COVID-19 will have on our results from operations, financial condition, liquidity and cash flows due to numerous uncertainties, including the duration and severity of the pandemic and containment measures. For a full discussion on the ongoing impact of COVID-19 to our business, please see "We must successfully navigate the demand, supply and operational challenges associated with the ongoing coronavirus (COVID-19) pandemic" under Part II, Item 1A of this Quarterly Report on Form 10-Q.

Q2 2020 Financial Overview

In the thirdsecond quarter of 2019,2020, subscription revenue increased 57%21% and 51%30%, respectively for the three and ninesix months ended SeptemberJune 30, 2019,2020 as compared to the same periods in 2018.2019. Our continuing shift to a subscription-based revenue model also led to a growth of recurring revenue (which consists of subscription revenue and maintenance and support revenue) of 29%8% and 26%14%, respectively, as compared to the first three and ninesix months of 2018,2019, and accounted for 81%85% and 79%, respectively,84% of total revenue for the three and ninesix months ended SeptemberJune 30, 2019.2020, respectively.

Cash used in operating activities was $7.6$47.0 million for the ninesix months ended SeptemberJune 30, 2019,2020, as compared to $9.5$11.6 million for the ninesix months ended SeptemberJune 30, 2018.2019. The decreaseincrease in net cash used in operating activities was primarily attributable to changeshigher cash operating expenses driven mainly by an increase in working capital partially offsetheadcount and higher annual incentive payment as compared to prior year and customer requests to defer payments to the second half of fiscal year 2020. In addition, in response to the economic conditions caused by increasedCOVID-19, several customers delayed payments we expected to receive in the quarter which had an adverse impact of adjustments toon our reported net loss primarily driven by loss on debt extinguishment.cash used in operating activities.

Free cash flow is another 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
16

Table of Contents
evaluating the amount of cash generated by our business operations. Free cash flow used during the three months ended SeptemberJune 30, 20192020 was $3.0$23.5 million, compared to free cash flow use of $2.6$5.2 million for the three months ended SeptemberJune 30, 2018.2019. Free cash flow used during the ninesix months ended SeptemberJune 30, 20192020 was $11.8$49.0 million, compared to $14.6$14.8 million for the ninesix months ended SeptemberJune 30, 2018.2019. This decreaseincrease was primarily attributable to a $1.9$35.3 million decreaseincrease in net cash used in operating activities primarily dueattributable to changeshigher cash operating expenses driven mainly by an increase in working capital partially offset by increased impactheadcount and higher annual incentive payment as compared to prior year and customer requests to defer payments to the second half of adjustments to net loss primarily driven by loss on debt extinguishment.fiscal year 2020. The following is a reconciliation of free cash flow to the most comparable GAAP measure, net cash used in operating activities (in thousands):
Three Months Ended June 30,Six Months Ended June 30,
2020201920202019
Net cash used in operating activities$(22,782) $(3,549) $(46,955) $(11,644) 
Purchase of property and equipment (excluding new headquarters)(306) (1,658) (1,263) (2,269) 
Purchase of intangible assets—  —  —  (50) 
Capitalized internal-use software development costs(394) —  (806) (868) 
Free Cash Flow$(23,482) $(5,207) $(49,024) $(14,831) 
 Three Months Ended September 30, Nine Months Ended September 30,
 2019 2018 2019 2018
Net cash provided by (used in) operating activities$4,037
 $(1,175) $(7,607) $(9,485)
Purchase of property and equipment (excluding new headquarters)(876) (219) (3,145) (1,406)
Purchase of intangible assets
 
 (50) 
Capitalized internal-use software development costs(153) (1,202) (1,021) (3,686)
Free Cash Flow$3,008
 $(2,596) $(11,823) $(14,577)


Total deferred revenue was $127.9 million as of September 30, 2019, as compared to $117.2 million as of December 31, 2018, an increase of $10.8 million, or 9%, primarily due to an increase in subscription deferred revenue.

Factors Affecting Our Performance

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

Buying Preferences Driving Technology Adoption. Corporate buyers are increasingly demanding the same type of digital buying experience that they enjoy as consumers. For example, buyers increasingly prefer to buy online when they have already decided what to buy, and often prefer not to interact with a sales representative as their primary source of research. In response, we believe that businesses are increasingly looking to modernize 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 our AI-powered solutions that enable buyers to move fluidly across our customers’ direct sales, online, mobile and partner channels and have personalized experiences however they choose to buy. 

Continued Investments. We are focused on creating awareness for our solutions, expanding our customer base and growing our recurring revenues. While we incurred losses in the nine months of 2019, we believe our market is large and underpenetrated and therefore we intend to continue investing to expand our ability to sell and renew our subscription offerings globally through investments in sales, marketing, customer success, cloud support, security, privacy, infrastructure and other long-term initiatives. We also plan to continue to invest in product development to enhance our existing technologies and develop new applications and technologies.

Cloud Migrations. We expect that over time, additional sales of our cloud-based solutions will result in a decrease in our maintenance and support revenue, particularly as existing customers continue to migrate from our licensed solutions to our cloud solutions.

Sales Mix Impacts Subscription Revenue Recognition Timing. The mix of subscription services and professional services can create revenue variability in given periods based on the nature and scope of services sold together. Professional services that are deemed to be distinct from the subscription services are accounted for as a separate performance obligation and revenue is recognized as the services are performed. If determined that the professional services are not considered distinct, the professional services and the subscription services are determined to be a single performance obligation and all revenue is recognized over the contractual term of the subscription beginning on the date that subscription services are made available to the customer, resulting in a deferral of revenue and revenue recognized over a shorter period of time, which would have a negative near-term financial impact.


COVID-19 Global Impact. The global economy has been significantly and negatively impacted by COVID-19, and the scope and duration of the outbreak and timeframe for economic recovery is uncertain. The travel industry, a sector served by our solutions, has been particularly adversely impacted. For example, unprecedented declines in travel demand have forced airlines, including some of our customers, to respond by significantly reducing capacity, grounding flights, reducing personnel, adjusting corporate liquidity and, in certain cases, filing for bankruptcy protection. 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 working remotely since March 16, 2020. In addition, most of our customers are also working 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 churn.

COVID-19 Financial Impact. As compared to our expectations prior to COVID-19, the global economic impact of COVID-19 adversely impacted our revenue, bad debt expense and operating cash flow during the quarter ended June 30, 2020. We expect that customer bookings and the related revenue and cash flows will continue to be lower than anticipated prior to the pandemic as a result of decreased demand for new subscriptions and services and delays to projects during the COVID-19 pandemic. In addition, certain customers have requested, and we expect will continue to request, relief to existing contracts and the impact of those is uncertain. For example, some customers and prospective customers are delaying projects while they address immediate financial difficulties in their operations, renegotiating existing contracts, and in limited cases filing for bankruptcy protection.

Buying Preferences Driving Technology Adoption. Corporate buyers are increasingly demanding the same type of digital buying experience that they enjoy as consumers. For example, buyers often prefer not to interact with a sales representative as their primary source of research, and increasingly prefer to buy online when they have already decided what to buy, particularly during the current pandemic environment. In response, we believe that businesses 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 our AI-powered solutions that enable buyers to move fluidly across our customers’ direct sales, online, mobile and partner channels and have personalized experiences however they choose to buy.

Continued Investments. In light of COVID-19, we are continuing to be measured in 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 recurring revenues. While we incurred losses in the first half of 2020, we believe our market is large and underpenetrated and therefore we intend to continue investing in sales, marketing, customer success, cloud support, security, privacy, infrastructure and other long-term initiatives to expand our ability to sell and
17

Table of Contents
renew our subscription offerings globally. We also plan to continue investing in product development to enhance our existing technologies and develop new applications and technologies. While we continue to hire for certain strategic positions, we have slowed our rate of hiring in reaction to the COVID-19 environment.

Cloud Migrations. Sales 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 existing customers migrate from our licensed solutions to our cloud solutions.

Sales Mix Impacts Subscription Revenue Recognition Timing. The mix of subscription services and professional services can create revenue variability in given periods based on the nature and scope of services sold together. Professional services that are deemed to be distinct from the subscription services are accounted for as a separate performance obligation and revenue is recognized as the services are performed. If determined the professional services are not considered distinct, the professional services and the subscription services are considered to be a single performance obligation and all revenue is recognized over the contractual term of the subscription beginning on the date subscription services are made available to the customer, resulting in a deferral of revenue and revenue recognized over a shorter period of time, which would have a negative near-term financial impact.

Results of Operations

The following table sets forth certain items in our unaudited condensed consolidated statements of comprehensive income (loss) as a percentage of total revenues for the three and ninesix months ended SeptemberJune 30, 20192020 and 2018:2019:
 Three Months Ended June 30,Six Months Ended June 30,
2020201920202019
Revenue:
Subscription66 %55 %66 %55 %
Maintenance and support18  24  19  25  
Total subscription, maintenance and support85  79  84  80  
Services15  21  16  20  
Total revenue100  100  100  100  
Cost of revenue:
Subscription19  15  19  16  
Maintenance and support    
Total cost of subscription, maintenance and support24  20  24  21  
Services17  17  18  16  
Total cost of revenue41  37  42  37  
Gross profit59  63  58  63  
Operating Expenses:
Selling and marketing33  36  35  37  
General and administrative21  19  22  20  
Research and development29  27  29  28  
Total operating expenses83  82  86  84  
Convertible debt interest and amortization(3) (7) (3) (7) 
Other income net—  (1)  —  
Loss before income tax provision(27) (27) (30) (28) 
Income tax provision—  —  —  —  
Net loss(27)%(27)%(31)%(29)%

18

Table of Contents
 Three Months Ended September 30, Nine Months Ended September 30,
 2019 2018 2019 2018
Revenue:       
Subscription58 % 49 % 55 % 46 %
Maintenance and support22
 33
 24
 34
Total subscription, maintenance and support81
 82
 79
 80
License2
 2
 2
 2
Services17
 16
 19
 18
Total revenue100
 100
 100
 100
Cost of revenue:       
Subscription17
 18
 17
 18
Maintenance and support4
 6
 4
 6
Total cost of subscription, maintenance and support21
 24
 21
 24
License
 
 
 
Services20
 15
 17
 16
Total cost of revenue41
 40
 38
 40
Gross profit59
 60
 62
 60
Operating Expenses:       
Selling and marketing34
 36
 36
 37
General and administrative18
 21
 19
 21
Research and development26
 28
 27
 29
Acquisition-related
 
 
 
Total operating expenses78
 84
 82
 87
Convertible debt interest and amortization(6) (9) (7) (9)
Other income net(2) 1
 
 1
Loss before income tax provision(27) (32) (28) (36)
Income tax provision
 
 
 
Net loss(27)% (32)% (28)% (36)%

Revenue:
Three Months Ended September 30, Variance Nine Months Ended September 30, Variance Three Months Ended June 30,VarianceSix Months Ended June 30,Variance
(Dollars in thousands)2019 2018 $ % 2019 2018 $ %(Dollars in thousands)20202019$%20202019$%
Subscription$37,463
 $23,888
 $13,575
 57 % $100,958
 $66,876
 $34,082
 51 %Subscription$42,377  $35,108  $7,269  21 %$85,547  $66,029  $19,518  30 %
Maintenance and support14,405
 16,238
 (1,833) (11)% 44,772
 49,037
 (4,265) (9)%Maintenance and support11,741  15,040  (3,299) (22)%24,264  30,367  (6,103) (20)%
Total subscription, maintenance and support51,868
 40,126
 11,742
 29 % 145,730
 115,913
 29,817
 26 %Total subscription, maintenance and support54,118  50,148  3,970  %109,811  96,396  13,415  14 %
License1,129
 1,093
 36
 3 % 3,663
 2,854
 809
 28 %
Services11,153
 7,856
 3,297
 42 % 34,766
 25,644
 9,122
 36 %Services9,629  13,730  (4,101) (30)%20,247  23,613  (3,366) (14)%
Total revenue$64,150
 $49,075
 $15,075
 31 % $184,159
 $144,411
 $39,748
 28 %Total revenue$63,747  $63,878  $(131) — %$130,058  $120,009  $10,049  %
        
Subscription revenue. Subscription revenue for the three and nine months ended September 30, 2019 and 2018 increased primarily due to an increase in theincreased number and size of customer subscriptions as compared to the prior year. We continued to invest in customer programs and initiatives which helped keep our customer attrition rates fairly consistentsubscription contracts as compared to the prior year. Our ability to maintain consistent customer attrition rates will directly impact our ability to continue to grow our subscription revenue. Due to the uncertain economic conditions caused by COVID-19, we expect subscription revenue to grow at a slower pace.


Maintenance and support revenue.revenue. The decrease in maintenanceMaintenance and support revenue was principally adecreased primarily as result of customer maintenance churn and migrating existing maintenance contractscustomers to theour cloud during the threesolutions and nine months ended September 30, 2019.to a lesser extent customer churn. We expect maintenance revenue to continue to decline over time as we sell fewer licenses and related maintenance and support, sell more subscription services and migrate existing maintenance customers to our cloud solutions.

License revenue. License revenue remained relatively unchanged during the three months ended September 30, 2019. License revenue increased during the nine months ended September 30, 2019 primarily due to an increase in license revenue with existing customers recognized upon software delivery.

Services revenue. Services revenue increaseddecreased primarily as a result of higher salesperforming implementation services for a reduced number of professional services related to our subscription sales and add-on professional services revenue from existing customers duringthan in the three and nine months ended September 30, 2019, as comparedprior year due to the same periods in 2018.impact of COVID-19. Services revenue varies from period to period 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 additional professional services requested by our customers during a particular period. Due to the uncertain economic conditions caused by COVID-19, we expect a decline in services revenue.

Cost of revenue and gross profit:
Three Months Ended September 30, Variance Nine Months Ended September 30, Variance Three Months Ended June 30,VarianceSix Months Ended June 30,Variance
(Dollars in thousands)2019 2018 $ % 2019 2018 $ %(Dollars in thousands)20202019$%20202019$%
Cost of subscription$11,039
 $9,053
 $1,986
 22 % $30,543
 $26,308
 $4,235
 16 %Cost of subscription$12,392  $9,819  $2,573  26 %$25,256  $19,605  $5,651  29 %
Cost of maintenance and support2,632
 2,852
 (220) (8)% 8,269
 8,762
 (493) (6)%Cost of maintenance and support2,610  2,835  (225) (8)%5,400  5,637  (237) (4)%
Total cost of subscription, maintenance and support13,671
 11,905
 1,766
 15 % 38,812
 35,070
 3,742
 11 %Total cost of subscription, maintenance and support15,002  12,654  2,348  19 %30,656  25,242  5,414  21 %
Cost of license51
 63
 (12) (19)% 152
 200
 (48) (24)%
Cost of services12,661
 7,508
 5,153
 69 % 31,792
 22,451
 9,341
 42 %Cost of services10,948  10,929  19  — %24,021  19,131  4,890  26 %
Total cost of revenue26,383
 19,476
 6,907
 35 % 70,756
 57,721
 13,035
 23 %Total cost of revenue25,950  23,583  2,367  10 %54,677  44,373  10,304  23 %
Gross profit$37,767
 $29,599
 $8,168
 28 % $113,403
 $86,690
 $26,713
 31 %Gross profit$37,797  $40,295  $(2,498) (6)%$75,381  $75,636  $(255) — %
        
Cost of subscription.subscription The three and nine-month increase was. Cost of subscription increased primarily attributabledue to increases inincreased infrastructure costs to support our current subscription customer base increases in personnel cost primarilyand increased employee-related costs driven by higher headcount and increased amortization expense associated with our internal-use software.headcount. Our subscription gross profit percentage waspercentages were 71% and 62%, respectively,72% for the three months ended SeptemberJune 30, 2020 and 2019, respectively, and 2018. Our subscription gross profit percentage was 70% and 61%, respectively, for the ninesix months ended SeptemberJune 30, 20192020 and 2018. The three and nine-month increase in gross profit percentage was primarily attributable to a 57% and 51%, respectively, increase in subscription revenue combined with a smaller increase in cost of subscription driven by efficiencies we are achieving in our cloud infrastructure.2019.

Cost of maintenance and support. The threeCost of maintenance and nine-month decrease wassupport decreased primarily attributabledue to a decrease in personnel costs. Maintenance and support gross profit percentagepercentages were 78% for the three and ninesix months ended SeptemberJune 30, 20192020, and 2018 was 82%.81% for the three and six months ended June 30, 2019.

Cost of license.services. Cost of license consists of third-party fees for licensed software andservices remained relatively consistent year-over-year. License gross profit percentagesunchanged for the three months ended SeptemberJune 30, 2019 and 2018, were 95% and 94%, respectively. License gross profit percentages2020. Cost of services for the ninesix months ended SeptemberJune 30, 2019 and 2018, were 96% and 93%, respectively.

Cost of services. The three and nine-month increase was2020 increased primarily attributabledue to an increase in personnelincreased employee-related costs primarily driven by higher headcount and third party system integrators to support our current customer implementations, relatedpartially offset by a decrease in travel expenses and other facility and overhead expenses. Services gross profit percentagepercentages for the three months ended SeptemberJune 30, 2020 and 2019, and 2018, waswere (14)% and 4%20%, respectively. Services gross profit percentagepercentages for the ninesix months ended SeptemberJune 30, 2020 and 2019, were (19)% and 2018, was 9% and 12%19%, respectively. The decrease in services gross profit percentages was primarily attributed to a decrease in services revenue and an increase in headcount and in third party system integrators used to support our current customer implementations.implementations in 2020 as compared to 2019. Services gross profit percentages vary period to period depending on different factors, including the level of professional
19

Table of Contents
services required to implement our solutions, our effective man-day rates, our utilization of third party system integrators and the utilization of our professional services personnel. We plan on increasing headcount in our professional services organization to support our current and anticipated growth in the number of customers purchasing our subscription services.


Gross profit. The increase in overallOverall gross profit decreased for the three and nine months ended SeptemberJune 30, 2019 was2020 primarily attributabledue to an increase in total cost of revenue of 31% and 28%, respectively, as comparedwhen total revenue remained unchanged for the period. The decrease in gross profit percentage primarily related to the same periodsdecrease in 2018 mainly due to an increase in our subscription revenue.services gross profit percentage for the period. Gross profit remained relatively consistent for the six months ended June 30, 2020.

Operating expenses:
Three Months Ended September 30, Variance Nine Months Ended September 30, Variance Three Months Ended June 30,VarianceSix Months Ended June 30,Variance
(Dollars in thousands)2019 2018 $ % 2019 2018 $ %(Dollars in thousands)20202019$%20202019$%
Selling and marketing$21,600
 $17,513
 $4,087
 23% $66,030
 $53,671
 $12,359
 23%Selling and marketing$21,011  $22,945  $(1,934) (8)%$45,931  $44,430  $1,501  %
General and administrative11,553
 10,179
 1,374
 13% 35,260
 31,013
 4,247
 14%General and administrative13,528  12,040  1,488  12 %28,408  23,707  4,701  20 %
Research and development16,878
 13,773
 3,105
 23% 50,132
 41,517
 8,615
 21%Research and development18,397  17,455  942  %37,533  33,254  4,279  13 %
Acquisition-related248
 
 248
 nm
 248
 95
 153
 161%
Total operating expenses$50,279
 $41,465
 $8,814
 21% $151,670
 $126,296
 $25,374
 20%Total operating expenses$52,936  $52,440  $496  %$111,872  $101,391  $10,481  10 %
        
Selling and marketing expenses. The three-month decrease in sales and marketing expenses was primarily due to a decrease of $2.2 million in travel expenses and a $0.9 million decrease in expenses for sales and marketing events, partially offset by an increase of $1.2 million in employee-related costs driven by higher headcount. The three and nine-monthsix-month increase was primarily attributabledue to an increase of $4.0$4.2 million and $10.3 million, respectively, in personnel cost primarilyemployee-related costs driven by higher headcount as we continue to focus on adding new customers and increasing penetration within our existing customer base. In addition, therebase, and a $0.3 million increase in overhead costs. The increase was an increase of $0.1partially offset by a $2.4 million decrease in travel expenses and $2.1$0.6 million respectively, in expenses forin sales and marketing events and sales related travel.events.

General and administrative expenses. General and administrative expenses increased primarily due to an increase of bad debt expense recognized as a result of increased credit risk from uncertain economic conditions caused by COVID-19and the bankruptcy of several customers.

Research and development expenses.The threethree-month increase in research and nine-monthdevelopment expenses was primarily due to a $1.2 million increase in employee-related costs driven by higher headcount, partially offset by a $0.3 million decrease in travel, facility and other overhead expenses. The six-month increase was primarily attributabledue to ana $4.1 million increase in personnel cost of $0.9 million and $2.2 million, respectively,employee-related costs driven by higher headcount and an increase of $0.5$0.2 million and $2.0 million, respectively, in professional fees and facility expenses.

Research and development expenses. The three and nine-month increase was primarily attributable to an increase of $2.7 million and $6.7 million, respectively, in personnel cost primarily driven by higher headcount. The remaining increase of $0.4 million and $1.9 million was attributable to increases in facility and other overhead expenses.

Acquisition-related expenses. Acquisition-related expenses were $0.2 million for the three and nine months ended September 30, 2019 and consisted primarily of integration costs and professional fees for our acquisition of Travelaer. Acquisition-related expenses were $0.1 million for the nine months ended September 30, 2018 and consisted primarily of integration costs, retention bonuses and professional fees related to our acquisition of PROS Travel Commerce, Inc. (formerly Vayant Travel Technologies, Inc.).

Other income (expense) income,, net:
Three Months Ended September 30, Variance Nine Months Ended September 30, Variance Three Months Ended June 30,VarianceSix Months Ended June 30,Variance
(Dollars in thousands)2019 2018 $ % 2019 2018 $ %(Dollars in thousands)20202019$%20202019$%
Convertible debt interest and amortization$(3,717) $(4,266) $549
 (13)% $(12,347) $(12,671) $324
 (3)%Convertible debt interest and amortization$(2,085) $(4,274) $2,189  (51)%$(4,147) $(8,630) $4,483  (52)%
Other (expense) income, net$(1,010) $521
 $(1,531) (294)% $(601) $967
 $(1,568) (162)%
Other income (expense), netOther income (expense), net$146  $(862) $1,008  (117)%$977  $409  $568  139 %
        
Convertible debt interest and amortization. The convertible debt expense for the three and ninesix months ended SeptemberJune 30, 20192020 and 20182019 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 our settlement of the 2019 Notes and 2047 Notes during 2019.

Other income (expense) income,, net. The decreasechange in other income (expense) income,, net for the three and ninesix months ended SeptemberJune 30, 2019,2020, primarily related to a $5.0$2.3 million loss on debt extinguishment recognized in the second quarter of 2019 related to our 2019 and 2047 Notes recognized during the second and third quarter of 2019. This decreasewhich was partially offset by an increasea decrease in interest income.income during the periods.

20

Table of Contents
Income tax provision:
Three Months Ended September 30, Variance Nine Months Ended September 30, Variance Three Months Ended June 30,VarianceSix Months Ended June 30, Variance
(Dollars in thousands)2019 2018 $ % 2019 2018 $ %(Dollars in thousands)20202019$%20202019$%
Effective tax rate(0.6)% (1.1)% n/a
 n/a
 (1.1)% (0.3)% n/a
 n/aEffective tax rate(0.8)%(1.4)%n/an/a(0.7)%(1.3)%n/an/a
Income tax provision$108
 $175
 $(67) (38)% $566
 $176
 $390
 nmIncome tax provision$130  $236  $(106) (45)%$282  $458  $(176) (38)%
        

Income tax provision. The tax provision for the three and ninesix months ended SeptemberJune 30, 20192020 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 (0.6)(0.8)% and (1.1)(0.7)% for the three and six months ended SeptemberJune 30, 20192020, respectively, and 2018, respectively. Our effective tax rate was (1.1)(1.4)% and (0.3)(1.3)% for the ninethree and six months ended SeptemberJune 30, 2019, and 2018, respectively. The income tax rate varies from the 21% federal statutory rate primarily due to the valuation allowances on our deferred tax assets and foreign and state taxes not based on income. While our expected tax rate would be 0% due to the full valuation on the deferred tax assets, the (0.6)(0.8)% and (1.1)(0.7)% tax rate for the three and six months ended SeptemberJune 30, 2019 and 2018,2020, respectively, and the (1.1)(1.4)% and (0.3)(1.3)% for the ninethree and six months ended SeptemberJune 30, 2019, and 2018, respectively, is due to foreign income taxes and state taxes not based on pre-tax income.

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.

We continue to monitor for tax developments and new legislation and regulation in each of the jurisdictions we operate in. The Coronavirus Aid, Relief, and Economic Security Act (the “CARES Act”) was enacted in the United States on March 27, 2020. The CARES Act did not have a material impact on our provision for income taxes for the three and six months ended June 30, 2020.

Liquidity and Capital Resources

At SeptemberJune 30, 2019,2020, we had $319.2$220.2 million of cash and cash equivalents and $174.5$130.7 million of working capital as compared to $295.5$306.1 million of cash and cash equivalents and $71.4$189.8 million of working capital at December 31, 2018.2019.

Our principal sources of liquidity are our cash and cash equivalents, cash flows generated from operations and potential borrowings under our Revolver$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.We issued the 2019 Notes in December 2014, the 2047 Notes in June 2017, the Secondary Offering in August 2018 and the 2024 Notes in May 2019 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 related to licenses, subscriptions and support for our software and related services. Our operating cash flows are also impacted by the timing of payments to our vendors, and the payments of our other liabilities.liabilities and customer relief. We generally pay our vendors and service providers in accordance with the invoice terms and conditions.

We believe our existing cash, 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 subscription services, future acquisitions we might undertake, and expansion into complementary businesses.businesses, and the impact of COVID-19, including the pace and timing of adoption and implementation of our solutions, relief to existing contracts and customer churn. If such need arises, we may raise additional funds through equity or debt financings. However, the recent COVID-19 pandemic caused some disruption in the capital markets and further disruption could make financing more difficult and/or expensive and we may not be able to obtain such financing on terms acceptable to us or at all. During the 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 ninesix months ended SeptemberJune 30, 20192020 and 2018:2019:
21

Table of Contents
Nine Months Ended September 30, Six Months Ended June 30,
(Dollars in thousands)2019 2018(Dollars in thousands)20202019
Net cash used in operating activities$(7,607) $(9,485)Net cash used in operating activities$(46,955) $(11,644) 
Net cash used in investing activities(15,121) (5,092)Net cash used in investing activities(20,004) (3,293) 
Net cash provided by financing activities46,806
 135,609
Net cash (used in) provided by financing activitiesNet cash (used in) provided by financing activities(18,857) 48,982  
Cash and cash equivalents (beginning of period)295,476
 160,505
Cash and cash equivalents (beginning of period)306,077  295,476  
Cash and cash equivalents (end of period)$319,162
 $281,889
Cash and cash equivalents (end of period)$220,157  $329,562  
        
Operating Activities
        
Net cash used in operating activities for the ninesix months ended SeptemberJune 30, 20192020 was $7.6$47.0 million. The $1.9$35.3 million decreaseincrease in cash used as compared to 20182019 was primarily attributable to changeshigher cash operating expenses driven mainly by an increase in working capital partially offsetheadcount and higher annual incentive payment as compared to prior year and customer requests to defer payments to the second half of fiscal year 2020. In addition, in response to the economic conditions caused by increasedCOVID-19, several customers delayed payments we expected to receive in the quarter which had an adverse impact of adjustments toon our reported net loss primarily driven by loss on debt extinguishment.cash used in operating activities.


Investing Activities

Net cash used in investing activities for the ninesix months ended SeptemberJune 30, 20192020 was $15.1$20.0 million, which was primarily related to the consideration paid for the acquisition of Travelaer of $10.5 million, capital expenditures of $3.4$19.2 million $1.0mainly attributable to the build out of our new headquarters and $0.8 million related to capitalized internal-use software development costs on our subscription service solutions and an investment in equity securities of $0.2 million.solutions.

Financing Activities

Net cash provided byused in financing activities for the ninesix months ended SeptemberJune 30, 20192020 was $46.8$18.9 million, which was attributable to proceeds from the issuance of 2024 Notes of $140.2 million, proceeds from bond hedge termination of $64.8 million and proceeds from employee stock plans of $2.0 million, partially offset by a cash convertible debt settlement payment of $76.0 million, $45.2 million paid for termination of warrant, $21.6$20.2 million paid for tax withholdings on vesting of employee share-based awards, purchasepartially offset by proceeds from employee stock plans of capped call of $16.4 million, and payment for convertible debt issuance cost of $0.9$1.4 million.

Off-Balance Sheet Arrangements

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

Contractual Obligations and Commitments

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

Credit facility

There were no outstanding borrowings under the Revolver as of SeptemberJune 30, 2019.2020. As of SeptemberJune 30, 2019,2020, we had $0.1 million of unamortized debt issuance costs related 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 ninesix months ended SeptemberJune 30, 20192020 and 2018,2019, we recorded an immaterial amount of amortization of debt issuance cost which is included in other expense, net in the unaudited condensed consolidated statements of comprehensive income (loss).

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.
22

Table of Contents
Critical accounting policies and estimates

Our consolidated financial statements are prepared in accordance with GAAP. The preparation of these consolidated financial statements requires us to make estimates and assumptions that affect the reported amounts of assets, liabilities, revenues, costs and expenses, and related disclosures. Actual results could differ from those estimates. The complexity and judgment required in our estimation process, as well as issues related to the assumptions, risks and uncertainties inherent in determining the nature and timing of satisfaction of performance obligations and determining the standalone selling price of performance obligations, affect the amounts of revenue, expenses, unbilled receivables and deferred revenue. Estimates are also used for, but not limited to, receivables, allowance for doubtful accounts, 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, 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, except for the leases policy which has been updated in resultoperations.

23

Table of the adoption of the new lease standard under Topic 842 and is included herein.Contents

Leases

We determine if an arrangement is a lease at inception. Operating leases are included in operating lease right-of-use ("ROU") assets, current operating lease liabilities and noncurrent operating lease liabilities in the unaudited condensed consolidated balance sheet.

ROU assets represent our right to use an underlying asset over the lease term and lease liabilities represent our obligation to make lease payments arising from the lease. ROU assets and lease liabilities are recognized at the lease commencement date based on the estimated present value of lease payments over the lease term. We include any anticipated lease incentives in the determination of lease liability.

We use our estimated incremental borrowing rate, which is derived from information available at the lease commencement date, in determining the present value of lease payments. We give consideration to our recent debt issuances as well as publicly available data for instruments with similar characteristics when calculating our incremental borrowing rates.
Our lease terms include options to extend the lease when it is reasonably certain that we will exercise that option. Leases with a term of 12 months or less are not recorded on the unaudited condensed consolidated balance sheet. Our lease agreements do not contain any residual value guarantees.


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 SeptemberJune 30, 20192020 would result in a loss of approximately $0.3 $0.2 million. WeWe 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 ninesix months ended SeptemberJune 30, 20192020 by approximately $0.2$0.4 million and $0.7 million, respectively. However,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 futures or options 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 SeptemberJune 30, 2019,2020, we had no borrowings under the Revolver.


As of SeptemberJune 30, 2019,2020, we had outstanding principal amountsamount of $21.6 million, $143.8 million and $24.1 million respectively, of the 2019 Notes, the 2024 Notes and the 2047 Notes 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 SeptemberJune 30, 2019.2020. Based on our evaluation of our disclosure controls and procedures as of SeptemberJune 30, 2019,2020, 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

In August 2019, we acquired Travelaer, in an all-cash transaction. See Note 5, "Business Combinations" to the unaudited interim consolidated financial statements included in this Quarterly Report on Form 10-Q for a discussion of this acquisition and related financial data. Management has considered this acquisition immaterial to the results of operations, cash flows and financial position from the date of the acquisition through September 30, 2019. In accordance with SEC guidance, management plans to exclude Travelaer from management’s assessment of, and report on, internal controls over financial reporting from the date of the acquisition through December 31, 2019. We are in the process of reviewing the operations of Travelaer and evaluating the impact of the acquisition on our internal controls over financial reporting. Excluding this acquisition, there        There have been no changes in our internal control over financial reporting during the three months ended SeptemberJune 30, 20192020 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 COVID-19 situation on our internal controls to minimize the impact on their design and operating effectiveness.

        We implemented internal controls to ensure we adequately evaluated our lease contracts and properly assessedprovisions for credit losses in light of the impact of our adoption of Topic 842326 on January 1, 2019.2020. There were no significant changes to our internal control over financial reporting due to the adoption of Topic 842.326.

24

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

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

ITEM 1A. RISK FACTORS

There have been no material changes in the Company's risk factors from those disclosed in Part I, Item 1A, of our Annual Report with the exception of the following revisedrisk factor:

        We must successfully navigate the demand, supply and updated risk factor.operational challenges associated with the ongoing coronavirus (COVID-19) pandemic.

        The ongoing global COVID-19 pandemic has adversely impacted, and may continue to adversely impact, many aspects of our business. As certain of our customers experience downturns or uncertainty in their own business operations and revenue because of the economic effects, including from the spread of COVID-19, they have decreased spending on technology initiatives and in some cases stalled or halted various technology projects. Certain customers have requested, and we expect will continue to request, relief to existing contracts and the impact of those is uncertain. For example, some customers and prospective customers are delaying projects while they address immediate financial difficulties in their operations, renegotiating existing contracts, and in limited cases filing for bankruptcy protection. If a significant number of our customers are unable to continue as a going concern or make their contractually obligated payments to us, this would have an adverse impact on our business and financial condition.We incurred indebtedness by issuing convertible notes, andmay also have difficulty forecasting our debt repayment obligations may adversely affect our financial conditionbookings, revenue and cash flows given the tremendous uncertainty regarding the extent and duration of the pandemic.

As compared to our expectations prior to COVID-19, the global economic impact of COVID-19 adversely impacted our revenue, bad debt expense and operating cash flow during the quarter ended June 30, 2020. We expect that customer bookings and the related revenue and cash flows will continue to be lower than anticipated prior to the pandemic as a result of decreased demand for new subscriptions and services and delays to projects during the COVID-19 pandemic. 

As COVID-19 has continued to spread throughout the U.S. and the world, a number of governmental authorities have implemented or reinstated numerous severe measures in an attempt to contain the spread of COVID-19, including travel bans and restrictions, quarantines, shelter-in-place orders and business limitations and shutdowns. Compliance with these measures by us and by our customers has impacted our business, as well as the businesses of our customers, suppliers and other counterparties, and this impact could last for an indefinite period of time. In particular, in the travel industry, our airline customers are experiencing unprecedented declines in demand for travel globally. Airline travel demand may remain suppressed until a widely accepted treatment and/or vaccine for COVID-19 is available, and recovery in airline travel demand from COVID-19 may not follow a linear path. As a result, new demand for our airline solutions has been limited during COVID-19, and we expect that new demand for these solutions will continue to be limited in the near term. In addition, implementation projects have been delayed and may continue to be delayed by current travel industry customers. There are no comparable recent events that provide guidance as to the effect of the spread of COVID-19 as a global pandemic, and as a result, we are unable to predict the full impact that COVID-19 will have on our results from operations, infinancial condition, liquidity and cash flows due to numerous uncertainties, including the future.
In May 2019, we issued $143.8 million principal amount of 1.0% convertible senior notes (“2024 Notes”) due May 15, 2024, unless earlier redeemed, purchased or converted in accordance with their terms prior to such date. Interest is payable semi-annually in arrears on May 15duration and November 15 of each year. As of September 30, 2019, the entire $143.8 million of aggregate principal amount of 2024 Notes are outstanding.
In June 2017, we issued $106.3 million principal amount of 2.0% convertible senior notes ("2047 Notes") due June 1, 2047, unless earlier redeemed, purchased or converted in accordance with their terms prior to such date. Interest is payable semi-annually in arrears on June 1 and December 1 of each year. In 2019, we issued a notice of redemption and subsequently converted and extinguished a portionseverity of the 2047 Notes. Aspandemic and containment measures.

To support the health and well-being of September 30, 2019, $24.1 millionour employees, customers, partners and communities, we implemented and expect to continue a work-from-home policy for substantially all our employees and materially limited business travel through the end of aggregate principal amount2020, and we may take further actions that alter our operations as may be required by federal, state, or local authorities, or which we determine are in our best interests. While almost all of 2047 Notesour operations have been performed remotely since March 2020, and we have not experienced any material interruptions to our operations to date, there is no guarantee that we will continue to be as effective while working remotely because our team is dispersed, many employees may have additional personal needs to attend to (such as looking after children as a result of school closures or delays to school calendars or family who become sick), and employees may become sick themselves and be unable to work. The disruptions caused by COVID-19, including the limitations on meeting in-person with existing and potential customers and amongst our teams, may result in inefficiencies, delays and additional costs in our product development, sales, marketing and customer service efforts that we cannot fully mitigate through remote work arrangements. In addition, many of our customers are outstanding.working remotely, which may delay the timing of new business and implementations of our services. If COVID-19 continues to have a substantial impact on our partners or customers, our results of operations and overall financial performance will be harmed. Furthermore, we have
In December 2014, we issued $143.8 million principal amount
25

Table of 2.0% convertible senior notes ("2019 Notes") due December 1, 2019, unless earlier purchasedContents
and may continue to postpone or converted. Interest is payable semi-annuallycancel planned investments in arrears on June 1 and December 1 of each year. We retiredour business in response to changes in our business as a portionresult of the 2019 Notes in 2019. Asspread of September 30, 2019, $21.6 millionCOVID-19, which may impact our product development and rate of aggregate principal amountinnovation, either of 2019 Notes are outstanding.
Our indebtednesswhich could seriously harm our business. Given the continued spread of COVID-19 and the resultant personal, economic and governmental reactions, we may have important consequences because it may impair our ability to obtaintake additional financingactions in the future that could further harm our business and financial performance.

The impacts of COVID-19 on our business, customers, partners, employees, markets and financial results and condition continue to be uncertain, evolving, dynamic and dependent on numerous unpredictable factors outside of our control, including:

the spread, duration and severity of COVID-19 as a public health matter and its impact on governments, businesses and society generally and our clients, partners and our business more specifically;

the mitigation, treatment and other related measures being taken by governments, businesses and society in response to COVID-19 and the effectiveness of those measures;

the scope and effectiveness of fiscal and monetary stimulus programs and other legislative and regulatory measures being implemented by federal, state and local governments in response to COVID-19;

the duration and impact of the numerous measures implemented by governmental authorities throughout the United States and internationally to contain COVID-19, including travel bans and restrictions, quarantines, shelter-in-place orders and business limitations and shutdowns;

the impact of COVID-19 on overall long-term demand for working capital, capital expenditures, acquisitionsair travel, including the impact on overall demand for business travel as a result of increased usage of teleconferencing and general corporateother technologies;

the impact of COVID-19 on the financial health and operations of our current and prospective customers and partners, including the increase in business failures among our customers and other businesses;

the pace and extent to which our customers and other businesses reduce their number of employees and other compensated individuals;

the possibility of failure of our operating facilities, computer systems or communication systems during a catastrophic event, including COVID-19;

the willingness of current and prospective clients to invest in our products and services;

the willingness of current and prospective clients to buy and install products and services remotely; and

the satisfaction of customers with product and service remote delivery and support.

If we are not able to respond to and manage the impact of such events effectively, our business will be harmed.

More generally, COVID-19 is causing an extended global economic downturn and has caused volatility in financial markets, which has affected, and likely will continue to affect, demand for our products and services and has impacted our results and financial condition. The impact of COVID-19 will likely continue even after the pandemic is contained, vaccines or other purposes,widely accepted treatments become available and the containment measures are lifted. For example, we may be unable to collect receivables from or renew subscription agreements with those customers significantly impacted by COVID-19. Also, a portiondecrease in orders in a given period could negatively affect our revenues in future periods, particularly if experienced on a sustained basis, because our subscription revenue is recognized over time. COVID-19 may also have the effect of heightening many of the other risks described in the “Risk Factors” section of our Annual Report on Form 10-K, including risks associated with our customers and supply chain. We will continue to evaluate the nature and extent of the impact of COVID-19 to our business.

Although we expect that current cash and cash equivalent balances and cash flows that are generated from operations may have towill be dedicated to repaying the principal beginning in 2019. Our abilitysufficient to meet our debt obligations will depend on our future performance, which will be affected by financial, business, economic, regulatoryworking capital needs and other factors. We cannot control many of these factors. Our futurecapital and liquidity requirements for at least the next 12 months, if our access to capital is restricted or our borrowing costs increase, our operations may not generate sufficient cash to enable us to repay our debt. If we fail to make a payment on our debt, weand financial condition could be in default on such debt. If we are at any time unable to pay our indebtedness when due, we may be required to renegotiate the termsadversely impacted.

26

Table of the indebtedness, seek to refinance all or a portion of the indebtedness or obtain additional financing. There can be no assurance that, in the future, we will be able to successfully renegotiate such terms, that any such refinancing would be possible or that any additional financing could be obtained on terms that are favorable or acceptable to us.Contents
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 SeptemberJune 30, 2019,2020, $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 SeptemberJune 30, 2019.2020.

ITEM 3. DEFAULTS UPON SENIOR SECURITIES

None.

ITEM 4. MINE SAFETY DISCLOSURE

None.

ITEM 5. OTHER INFORMATION

None.


ITEM 6. EXHIBITS
Index to Exhibits
ProvidedIncorporated by Reference
Exhibit No.DescriptionHerewithFormFiling Date
Index to Exhibits3.28-K4/29/2020
ProvidedIncorporated by Reference
Exhibit No.10.1DescriptionHerewithForm8-KFiling Date5/13/2020
10.28-K5/13/2020
31.1
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.
*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.
+Indicates a management contract or compensatory plan or arrangement.

27

SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.
PROS HOLDINGS, INC.
July 30, 2020By:PROS HOLDINGS, INC.
October 24, 2019By:/s/ Andres Reiner
Andres Reiner
President and Chief Executive Officer

(Principal Executive Officer)
October 24, 2019July 30, 2020By:/s/ Stefan Schulz
Stefan Schulz
Executive Vice President and Chief Financial Officer

(Principal Financial and Accounting Officer)

3428