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Consolidated Statements of Cash Flows - USD ($)
$ in Thousands
12 Months Ended
Dec. 31, 2025
Dec. 31, 2024
Dec. 31, 2023
Cash flows from operating activities:      
Net income (loss) $ 15,318 $ (32,829) $ (133,933)
Adjustments to reconcile net income (loss) to net cash provided by (used in) operating activities      
Depreciation and amortization 24,468 25,522 24,415
Provision for doubtful accounts 5,325 239 37,180
Impairment loss on intangible assets and goodwill 0 0 57,232
Gain on extinguishment of debt (395) (27,436) (81,354)
Loss on divestiture of business 0 5,331 0
Change in fair value of private warrant liability 4,013 (691) 444
Change in fair value of contingent consideration (44) (3,442) (5,664)
Change in fair value of derivatives (19,635) (5,869) 4,217
Stock-based compensation 28,952 27,181 20,709
Non-cash interest expense 29,245 27,294 20,756
Gain on settlement of contingent consideration 0 (14,930) 0
Other operating activities (2,596) (4,054) 1,057
Change in operating assets and liabilities, net of acquisitions and divestitures      
Accounts receivable (5,491) (155) 1,030
Reinsurance balance due 53,562 (7,397) 179,436
Deferred policy acquisition costs (9,165) 9,632 (18,458)
Accounts payable (162) (4,223) 2,491
Accrued expenses and other current liabilities 4,066 (10,663) (1,386)
Losses and loss adjustment expense reserves (18,625) (27,718) (5,129)
Other insurance liabilities, current (15,306) 7,555 (30,125)
Deferred revenue (24,982) (437) (21,583)
Refundable customer deposits (94) (5,445) (13,925)
Other assets and liabilities, net (2,035) 10,853 (3,481)
Net cash provided by (used in) operating activities 66,419 (31,682) 33,929
Cash flows from investing activities:      
Purchases of property and equipment (454) (523) (851)
Capitalized internal use software development costs (13,907) (12,272) (9,245)
Purchases of short-term and long-term investments (148,339) (110,925) (91,015)
Maturities, sales of short-term and long-term investments 89,562 67,789 46,832
Proceeds from sale of business 1,217 10,870 0
Acquisitions, net of cash acquired 0 0 (1,974)
Net cash used in investing activities (71,921) (45,061) (56,253)
Cash flows from financing activities:      
Proceeds from advance funding 0 0 319
Repayments of advance funding 0 0 (4,133)
Proceeds from issuance of debt 51,000 0 116,667
Repayments of principal (68,164) (23,368) (10,150)
Cash paid for debt issuance costs (2,206) 0 (4,694)
Repurchase of stock 0 0 (5,608)
Other financing activities (2,799) (339) (1,450)
Net cash used in financing activities (22,169) (23,707) 90,951
Net change in cash, cash equivalents, and restricted cash and cash equivalents (27,671) (100,450) 68,627
Cash, cash equivalents, and restricted cash and cash equivalents at beginning of period 196,782 297,232 228,605
Cash, cash equivalents, and restricted cash and cash equivalents at end of period 169,111 196,782 297,232
Supplemental schedule of non-cash investing and financing activities      
Non-cash reduction in advance funding arrangement obligations 0 94 11,763
Non-cash reduction of convertible notes, net 14,958 0 0
Non-cash additions of internally developed software 434 0 0
Non-cash warrant exercises 4,473 0 0
Supplemental disclosures      
Cash paid for interest 29,006 23,763 12,212
Income taxes paid (refunded) [1] $ 562 $ 621 $ (2,287)
[1] See Note 12 for detail by jurisdiction for the year ended December 31, 2025.