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Condensed Consolidated Statements of Cash Flows (Unaudited) - USD ($)
$ in Thousands
3 Months Ended
Mar. 31, 2024
Mar. 31, 2023
Cash flows from operating activities:    
Net loss $ (13,362) $ (38,740)
Adjustments to reconcile net loss to net cash provided by (used in) operating activities    
Depreciation and amortization 6,317 6,015
Impairment loss on intangible assets and goodwill 0 2,021
Gain on extinguishment of debt (4,891) 0
Loss on divestiture of business 5,244 0
Gain on settlement of contingent consideration (14,930) 0
Change in fair value of private warrant liability 425 (345)
Change in fair value of contingent consideration 1,051 (154)
Change in fair value of derivatives (1,483) 0
Stock-based compensation 5,368 6,894
Non-cash interest expense 10,434 1,534
Other (799) 508
Change in operating assets and liabilities, net of acquisitions and divestitures    
Accounts receivable (439) 2,619
Reinsurance balance due 8,174 6,286
Deferred policy acquisition costs 6,752 (8,994)
Accounts payable (3,511) (69)
Accrued expenses and other current liabilities 1,829 1,390
Losses and loss adjustment expense reserves 17,057 14,895
Other insurance liabilities, current 9,158 16,712
Deferred revenue (33,017) (24,100)
Refundable customer deposits (2,034) (4,607)
Other assets and liabilities, net 11,122 (3,896)
Net cash provided by (used in) operating activities 8,465 (22,031)
Cash flows from investing activities:    
Purchases of property and equipment (41) (356)
Capitalized internal use software development costs (2,315) (2,427)
Purchases, maturities, sales of short-term and long-term investments 4,705 (390)
Proceeds from sale of business 10,348 0
Acquisitions, net of cash acquired 0 (1,974)
Net cash provided by (used in) investing activities 12,697 (5,147)
Cash flows from financing activities:    
Proceeds from advance funding 0 313
Repayments of advance funding 0 (1,281)
Repayments of principal (3,150) (499)
Repurchase of stock 0 (5,608)
Other 649 (199)
Net cash used in financing activities (2,501) (7,274)
Net change in cash and cash equivalents & restricted cash and cash equivalents 18,661 (34,452)
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 315,893 194,153
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 0
Supplemental disclosures    
Cash paid for interest 969 1,796
Income tax refunds received (paid) $ (174) $ 2,380