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Condensed Consolidated Statements of Cash Flows (unaudited) - USD ($)
$ in Thousands
6 Months Ended
Jun. 30, 2021
Jun. 30, 2020
Cash flows from operating activities:    
Net loss $ (55,610) $ (44,605)
Adjustments to reconcile net loss to net cash provided by (used in) operating activities:    
Depreciation and amortization 23,854 13,976
Amortization of deferred costs 7,184 5,735
Deferred income taxes (9,778) (3,014)
Accretion of interest on debt 15,821 10,949
Loss on extinguishment of convertible notes and capped call modification 2,925  
Provision for credit losses and sales reserve 1,905 1,387
Stock-based compensation 28,190 21,588
Other non-cash adjustments (32)  
Changes in operating assets and liabilities:    
Accounts receivable 19,312 3,341
Prepaid expenses (922) (3,265)
Deferred costs (8,107) (6,943)
Other assets (850) (3,429)
Accounts payable (60) 2,164
Accrued payroll and employee related liabilities (5,320) (334)
Accrued expenses 971 (593)
Deferred revenue (180) (2,722)
Other liabilities (4,632) 2,696
Net cash provided by (used in) operating activities 14,671 (3,069)
Cash flows from investing activities:    
Capital expenditures (2,128) (1,175)
Payments for acquisition of business, net of acquired cash (197,666) (44,265)
Additions to capitalized software development costs (6,082) (4,673)
Net cash used in investing activities (205,876) (50,113)
Cash flows from financing activities:    
Proceeds from issuance of convertible notes 375,000  
Payments of debt issuance costs (10,391) (131)
Purchase of convertible notes capped call hedge (35,100)  
Repurchase of convertible notes (58,641)  
Proceeds from termination of convertible notes capped call hedge 10,650  
Restricted stock units withheld to settle employee tax withholding liability (2,843) (927)
Proceeds from employee stock purchase plan 2,451 1,710
Proceeds from stock option exercises 2,163 4,585
Net cash provided by financing activities 283,289 5,237
Effect of exchange rates on cash, cash equivalents and restricted cash 588 (419)
Net increase (decrease) in cash, cash equivalents and restricted cash 92,672 (48,364)
Cash, cash equivalents and restricted cash—beginning of period 475,630 539,662
Cash, cash equivalents and restricted cash—end of period 568,302 491,298
Supplemental disclosures of cash flow information:    
Interest 610 974
Taxes, net of refunds received 935 476
Supplemental disclosure of non-cash activities:    
Common stock issued in connection with acquisitions 87,514 35,508
Deferred consideration in connection with acquisition   895
Purchase accounting payable, net   619
Contingent consideration in connection with acquisitions 9,135 4,220
Common stock issued in connection with contingent consideration 720  
Common stock issued in connection with settlement of convertible notes 16,826  
Debt issuance costs included in accrued expenses 250  
Stock-based compensation capitalized for software development costs 215 152
Other non-cash activities $ 220 $ 376