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Condensed Consolidated Statements of Cash Flows - USD ($)
$ in Thousands
3 Months Ended
Mar. 31, 2023
Mar. 31, 2022
Cash flows from operating activities:    
Net loss $ (38,740) $ (9,285)
Adjustments to reconcile net loss to net cash used in operating activities    
Depreciation and amortization 6,015 6,483
Amortization of operating lease right-of-use assets 475 582
Impairment loss on intangible assets and goodwill 2,021  
Loss on sale and impairment of property, equipment, and software 4 70
Gain on remeasurement of private warrant liability (345) (10,189)
Loss (gain) on remeasurement of contingent consideration (154) 3,205
Gain on remeasurement of earnout liability   (11,179)
Stock-based compensation 6,894 5,854
Amortization of investment premium/accretion of discount, net (280) 566
Net realized losses on investments 67 68
Interest expense (non-cash) 1,534 1,046
Other 242 64
Change in operating assets and liabilities, net of acquisitions and divestitures    
Accounts receivable 2,619 1,312
Reinsurance balance due 6,286 (7,920)
Prepaid expenses and other current assets (10,826) (6,415)
Accounts payable (69) 1,051
Accrued expenses and other current liabilities 1,390 (4,033)
Losses and loss adjustment expense reserves 14,895 17,659
Other insurance liabilities, current 16,712 3,025
Deferred revenue (24,100) (1,945)
Refundable customer deposits (4,607) (2,949)
Long-term insurance commissions receivable (875) (1,540)
Operating lease liabilities, non-current (489) (235)
Other (700) (696)
Net cash used in operating activities (22,031) (15,401)
Cash flows from investing activities:    
Purchases of property and equipment (356) (1,167)
Capitalized internal use software development costs (2,427) (1,574)
Purchases of short-term and long-term investments (5,410) (8,835)
Maturities, sales of short-term and long-term investments 5,020 8,449
Acquisitions, net of cash acquired (1,974) (4,950)
Net cash used in investing activities (5,147) (8,077)
Cash flows from financing activities:    
Proceeds from advance funding 313 5,143
Repayments of advance funding (1,281) (3,033)
Repayments of principal and related fees (499) (150)
Proceeds from exercises of stock options 8 473
Income tax withholdings paid upon vesting of restricted stock units (204) (712)
Payments of acquisition-related contingent consideration (194)  
Repurchase of stock (5,608)  
Proceeds from sale of common stock 191  
Net cash provided by financing activities (7,274) 1,721
Net change in cash, cash equivalents, and restricted cash (34,452) (21,757)
Cash, cash equivalents, and restricted cash, beginning of period 228,605 324,792
Cash, cash equivalents, and restricted cash end of period 194,153 303,035
Supplemental disclosures    
Cash paid for interest 1,796 $ 1,587
Income tax refunds received $ 2,380