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Condensed Consolidated Statements of Cash Flows (unaudited) - USD ($)
$ in Thousands
9 Months Ended
Sep. 30, 2021
Sep. 30, 2020
Cash flows from operating activities:    
Net loss $ (84,288) $ (68,810)
Adjustments to reconcile net loss to net cash provided by (used in) operating activities:    
Depreciation and amortization 38,080 22,116
Amortization of deferred costs 10,398 9,152
Deferred income taxes (11,232) (2,310)
Accretion of interest on convertible senior notes 25,470 16,527
Loss on extinguishment of convertible notes and capped call modification 2,925 44
Provision for credit losses and sales reserve 2,679 1,442
Stock-based compensation 45,631 34,939
Change in fair value of contingent consideration obligation (7,046) 1,500
Payment of contingent consideration in excess of acquisition date fair value (2,653)  
Other non-cash adjustments 13 (81)
Changes in operating assets and liabilities:    
Accounts receivable 16,020 (7,929)
Prepaid expenses 93 (4,752)
Deferred costs (11,387) (12,000)
Other assets (6,525) (3,248)
Accounts payable (3,535) 2,286
Accrued payroll and employee related liabilities (3,812) 3,965
Accrued expenses 2,836 (1)
Deferred revenue 3,744 1,107
Other liabilities (5,430) 2,457
Net cash provided by (used in) operating activities 11,981 (3,596)
Cash flows from investing activities:    
Capital expenditures (4,170) (2,122)
Payments for acquisition of business, net of acquired cash (199,679) (54,757)
Additions to capitalized software development costs (8,879) (7,296)
Net cash used in investing activities (212,728) (64,175)
Cash flows from financing activities:    
Proceeds from issuance of convertible notes 375,000  
Payments of debt issuance costs (10,640) (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  
Payment of contingent consideration (2,540)  
Restricted stock units withheld to settle employee tax withholding liability (6,399) (4,269)
Proceeds from employee stock purchase plan 4,587 3,389
Proceeds from stock option exercises 2,947 6,764
Net cash provided by financing activities 279,864 5,753
Effect of exchange rates on cash, cash equivalents and restricted cash 219 (411)
Net increase (decrease) in cash, cash equivalents and restricted cash 79,336 (62,429)
Cash, cash equivalents and restricted cash—beginning of period 475,630 539,662
Cash, cash equivalents and restricted cash—end of period 554,966 477,233
Supplemental disclosures of cash flow information:    
Interest 610 974
Taxes, net of refunds received 1,564 577
Supplemental disclosure of non-cash activities:    
Common stock issued in connection with acquisitions 89,287 53,193
Deferred consideration in connection with acquisition   4,044
Contingent consideration in connection with acquisitions 9,135 6,267
Common stock issued in connection with contingent consideration payment 7,177  
Common stock issued in connection with settlement of convertible notes 16,826 938
Stock-based compensation capitalized for software development costs 406 243
Other non-cash activities $ 365 $ 71