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Condensed Consolidated Statements of Cash Flows (Unaudited) - USD ($)
$ in Thousands
6 Months Ended
Jun. 30, 2024
Jun. 30, 2023
Cash flows from operating activities:    
Net loss $ (77,685) $ (125,703)
Adjustments to reconcile net loss to net cash used in operating activities    
Depreciation and amortization 12,519 12,229
Provision for (recovery of) doubtful accounts (481) 48,955
Impairment loss on intangible assets and goodwill 0 57,232
Gain on extinguishment of debt (4,891) (81,354)
Loss on divestiture of business 5,331 0
Change in fair value of private warrant liability (1,026) (360)
Change in fair value of contingent consideration (300) (2,810)
Change in fair value of derivatives 6,724 2,950
Stock-based compensation 12,473 13,298
Non-cash interest expense 17,313 9,828
Gain on settlement of contingent consideration (14,930) 0
Other (1,882) 805
Change in operating assets and liabilities, net of acquisitions and divestitures    
Accounts receivable (1,548) 1,030
Reinsurance balance due (20,042) (21,651)
Deferred policy acquisition costs 10,895 (9,187)
Accounts payable (5,627) 2,929
Accrued expenses and other current liabilities (7,827) (10,906)
Losses and loss adjustment expense reserves 37,717 65,077
Other insurance liabilities, current 35,615 51,139
Deferred revenue (25,693) (13,491)
Refundable customer deposits (3,594) (8,061)
Other assets and liabilities, net 9,434 (726)
Net cash used in operating activities (17,505) (8,777)
Cash flows from investing activities:    
Purchases of property and equipment (86) (672)
Capitalized internal use software development costs (5,458) (4,735)
Purchases of short-term and long-term investments (19,193) (23,602)
Maturities, sales of short-term and long-term investments 22,631 23,033
Cash proceeds 10,870 0
Acquisitions, net of cash acquired 0 (1,974)
Net cash provided by (used in) investing activities 8,764 (7,950)
Cash flows from financing activities:    
Proceeds from advance funding 0 316
Repayments of advance funding 0 (2,683)
Proceeds from issuance of debt 0 116,667
Repayments of principal (3,150) (10,150)
Cash paid for debt issuance costs 0 (4,610)
Repurchase of stock 0 (5,608)
Other 24 (960)
Net cash provided by (used in) financing activities (3,126) 92,972
Net change in cash and cash equivalents & restricted cash and cash equivalents (11,867) 76,245
Cash and cash equivalents & restricted cash and cash equivalents, beginning of period 297,232 228,605
Cash and cash equivalents & restricted cash and cash equivalents, end of period 285,365 304,850
Supplemental schedule of non-cash investing and financing activities    
Non-cash reduction of convertible notes 5,000 0
Non-cash reduction in advanced funding arrangement obligations 94 7,848
Supplemental disclosures    
Cash paid for interest 12,056 2,276
Income tax refunds paid (received) $ 538 $ (2,300)