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CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS - USD ($)
$ in Thousands
6 Months Ended
Jun. 30, 2023
Jun. 30, 2022
Cash flows from operating activities:    
Net loss $ (48,987) $ (57,790)
Adjustments to reconcile net loss to net cash provided by operating activities:    
Depreciation and amortization 23,071 22,435
Amortization of operating lease right-of-use assets 5,838 4,942
Amortization of deferred contract acquisition costs 25,710 18,653
(Accretion of discount) amortization of premium on marketable investments (4,315) 1,114
Provision for credit losses 528 505
Stock-based compensation 104,110 84,179
Amortization of discount and issuance costs on convertible senior notes 1,839 1,852
Deferred taxes 250 2,054
Change in fair of value of contingent consideration 0 260
Payment of contingent consideration liability in excess of acquisition-date fair value 0 (5,900)
Other 622 172
Changes in operating assets and liabilities:    
Accounts receivable (1,494) 310
Prepaid expenses and other current assets (8,764) (8,092)
Deferred contract acquisition costs (44,606) (42,854)
Other assets (5,344) (92)
Accounts payable 2,316 4,487
Accrued and other current liabilities 3,966 (4,107)
Accrued federal fees and sales tax liabilities 500 (2,677)
Deferred revenue (680) 7,571
Other liabilities 704 (1,423)
Net cash provided by operating activities 55,264 25,599
Cash flows from investing activities:    
Purchases of marketable investments (337,595) (151,712)
Proceeds from sales of marketable investments 245 600
Proceeds from maturities of marketable investments 227,836 214,585
Purchases of property and equipment (16,642) (34,474)
Capitalization of software development costs (3,565) (1,392)
Cash paid for an equity investment in a privately-held company 0 (2,000)
Net cash (used in) provided by investing activities (129,721) 25,607
Cash flows from financing activities:    
Repayment of outstanding 2023 convertible senior notes at maturity (169) 0
Cash received from the settlement at maturity of the outstanding capped calls associated with the 2023 convertible senior notes 74,453 0
Repurchase of a portion of 2023 convertible senior notes, net of costs 0 (34,034)
Proceeds from exercise of common stock options 6,981 3,005
Proceeds from sale of common stock under ESPP 9,444 8,338
Payment of contingent consideration liability up to acquisition-date fair value 0 (18,100)
Net cash provided by (used in) financing activities 90,709 (40,791)
Net increase in cash, cash equivalents and restricted cash 16,252 10,415
Cash, cash equivalents and restricted cash:    
Beginning of period 180,987 91,391
End of period 197,239 101,806
Supplemental disclosures of cash flow data:    
Cash paid for interest 1,872 1,870
Cash paid for income taxes 812 647
Non-cash investing and financing activities:    
Equipment and software purchased and unpaid at period-end 5,849 16,141
Capitalization of leasehold improvements and furniture and fixtures through non-cash lease incentive 0 109
Stock-based compensation included in capitalized software development costs 1,542 541
Reconciliation of Cash, Cash Equivalents and Restricted Cash to the Condensed Consolidated Balance Sheets    
Cash and cash equivalents 195,592 101,315
Restricted cash in other assets 1,647 491
Total cash, cash equivalents and restricted cash $ 197,239 $ 101,806