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Condensed Consolidated Statements of Cash Flows (Unaudited) - USD ($)
$ in Thousands
9 Months Ended
Sep. 30, 2023
Sep. 30, 2022
Cash flows from operating activities:    
Net loss $ (131,447) $ (121,086)
Adjustments to reconcile net loss to net cash provided by (used in) operating activities    
Depreciation and amortization 18,501 21,574
Provision for (recovery of) doubtful accounts 42,111 381
Impairment loss on intangible assets and goodwill 57,232 57,057
Gain on extinguishment of debt (81,354) 0
Change in fair value of private warrant liability (620) (14,391)
Change in fair value of contingent consideration (3,597) 5,251
Change in fair value of earnout liability and derivatives 2,440 (13,809)
Stock-based compensation 20,277 20,645
Interest expense (non-cash) 20,214 2,287
Other 1,002 3,809
Change in operating assets and liabilities, net of acquisitions and divestitures    
Accounts receivable (1,344) (6,971)
Reinsurance balance due 159,368 (71,180)
Prepaid expenses and other current assets (25,972) (5,295)
Accounts payable 2,778 (248)
Accrued expenses and other current liabilities (9,323) (8,001)
Losses and loss adjustment expense reserves 29,143 38,349
Other insurance liabilities, current (7,527) 15,921
Deferred revenue (4,696) 71,600
Refundable customer deposits (12,248) 2,510
Long-term insurance commissions receivable (1,408) (4,409)
Other assets and liabilities, net 1,368 (4,346)
Net cash provided by (used in) operating activities 74,898 (10,352)
Cash flows from investing activities:    
Purchases of property and equipment (776) (1,986)
Capitalized internal use software development costs (6,923) (5,803)
Purchases of short-term and long-term investments (59,851) (19,446)
Maturities, sales of short-term and long-term investments 35,321 17,794
Acquisitions, net of cash acquired (1,974) (37,003)
Net cash used in investing activities (34,203) (46,444)
Cash flows from financing activities:    
Proceeds from line of credit 0 5,000
Proceeds from advance funding 319 15,115
Repayments of advance funding (2,962) (17,571)
Proceeds from issuance of debt 116,667 10,000
Repayments of principal (10,150) (150)
Cash paid for debt issuance costs (4,650) 0
Repurchase of stock (5,608) 0
Other (1,202) (3,396)
Net cash provided by financing activities 92,414 8,998
Net change in cash, cash equivalents, and restricted cash 133,109 (47,798)
Cash, cash equivalents, and restricted cash, beginning of period 228,605 324,792
Cash, cash equivalents, and restricted cash end of period 361,714 276,994
Supplemental schedule of non-cash financing activities    
Non-cash reduction in advanced funding arrangement obligations 11,530 0
Supplemental disclosures    
Cash paid for interest 2,155 3,181
Income tax refunds received 2,380 0
Non-cash consideration for acquisitions $ 0 $ 14,952