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Consolidated Statements of Cash Flows - USD ($)
$ in Thousands
3 Months Ended
Mar. 31, 2022
Mar. 31, 2021
Cash flows from operating activities:    
Net loss $ (32,557) $ (30,068)
Adjustments to reconcile net loss to net cash used in operating activities:    
Stock-based compensation 32,650 18,857
Depreciation and amortization 11,132 7,071
Amortization of debt issuance costs 885 0
Impairment of capitalized cloud computing costs 0 345
Deferred income tax expense 225 2,028
Non-cash operating lease costs 2,523 2,175
Fair value changes in earnout liabilities (4,001) 1,350
Non-cash bad debt expense 521 582
Other (16) (389)
Changes in operating assets and liabilities:    
Trade accounts receivable 326 (14,695)
Prepaid expenses and other current assets (9,946) (9,186)
Deferred commissions (2,248) (2,360)
Other noncurrent assets (123) 541
Trade payables 2,338 (1,895)
Accrued expenses (42,371) (15,634)
Deferred revenue 20,655 15,841
Operating lease liabilities (3,059) (2,810)
Net cash used in operating activities (23,066) (28,247)
Cash flows from investing activities:    
Purchase of property and equipment (2,148) (1,366)
Capitalized software development costs (5,905) (2,311)
Cash paid for acquisitions of businesses, net of cash and restricted cash equivalents acquired 0 (2,167)
Net cash used in investing activities (8,053) (5,844)
Cash flows from financing activities:    
Proceeds from exercise of stock options 2,281 5,529
Proceeds from purchases of stock under employee stock purchase plan 8,006 7,088
Acquisition-related post-closing payments 0 (1,971)
Payments related to business combination earnouts (10,770) 0
Payments related to asset acquisition earnouts (593) (690)
Payments on financed asset purchases (61) 0
Net increase in customer fund obligations 2,066 3,598
Net cash provided by financing activities 929 13,554
Foreign currency effect (160) 6
Net change in cash, cash equivalents, restricted cash, and restricted cash equivalents (30,350) (20,531)
Cash, cash equivalents, restricted cash, and restricted cash equivalents—Beginning of period 1,613,903 761,844
Cash, cash equivalents, restricted cash, and restricted cash equivalents—End of period 1,583,553 741,313
Reconciliation of cash, cash equivalents, restricted cash, and restricted cash equivalents to the Consolidated Balance Sheets, end of period:    
Cash and cash equivalents 1,481,853 638,794
Restricted cash 37,700 68,886
Restricted cash equivalents—funds held from customers 64,000 33,633
Supplemental cash flow disclosures:    
Cash paid for interest expense 1,140 0
Cash paid for operating lease liabilities 4,088 3,493
Cash paid for income taxes 506 153
Non-cash investing and financing activities:    
Accrued value of earnout related to acquisitions of businesses 0 (1,802)
Accrued purchase of intangible assets 304 178
Property and equipment additions in accounts payable and accrued expenses 491 1,263
Capitalized internally developed software costs included in accounts payable and accrued expenses 482 0
Stock-based compensation costs capitalized to internally developed software 481 225
Operating lease right-of-use assets in exchange for lease obligations $ 1,362 $ 43