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Consolidated Statements of Cash Flows - USD ($)
$ in Thousands
12 Months Ended
Dec. 31, 2024
Dec. 31, 2023
Dec. 31, 2022
Cash flows from operating activities:      
Net loss $ (32,829) $ (133,933) $ (156,559)
Adjustments to reconcile net loss to net cash provided by (used in) operating activities      
Depreciation and amortization 25,522 24,415 27,930
Provision for doubtful accounts 239 37,180 805
Impairment loss on intangible assets and goodwill 0 57,232 61,386
Gain on extinguishment of debt (27,436) (81,354) 0
Loss on divestiture of business 5,331 0 0
Change in fair value of private warrant liability (691) 444 (14,486)
Change in fair value of contingent consideration (3,442) (5,664) 6,944
Change in fair value of derivatives (5,869) 4,217 (13,822)
Stock-based compensation 27,181 20,709 27,041
Non-cash interest expense 27,294 20,756 2,270
Gain on settlement of contingent consideration (14,930) 0 0
Other operating activities (4,054) 1,057 3,590
Change in operating assets and liabilities, net of acquisitions and divestitures      
Accounts receivable (155) 1,030 (4,886)
Reinsurance balance due (7,397) 179,436 (70,644)
Deferred policy acquisition costs 9,632 (18,458) (4,716)
Accounts payable (4,223) 2,491 (697)
Accrued expenses and other current liabilities (10,663) (1,386) (6,519)
Losses and loss adjustment expense reserves (27,718) (5,129) 38,683
Other insurance liabilities, current 7,555 (30,125) 21,686
Deferred revenue (437) (21,583) 66,254
Refundable customer deposits (5,445) (13,925) 6,537
Other assets and liabilities, net 10,853 (3,481) (8,533)
Net cash provided by (used in) operating activities (31,682) 33,929 (17,736)
Cash flows from investing activities:      
Purchases of property and equipment (523) (851) (2,350)
Capitalized internal use software development costs (12,272) (9,245) (8,100)
Purchases of short-term and long-term investments (110,925) (91,015) (52,506)
Maturities, sales of short-term and long-term investments 67,789 46,832 21,906
Proceeds from sale of business 10,870 0 0
Acquisitions, net of cash acquired 0 (1,974) (38,628)
Net cash used in investing activities (45,061) (56,253) (79,678)
Cash flows from financing activities:      
Proceeds from line of credit 0 0 5,000
Proceeds from advance funding 0 319 18,643
Repayments of advance funding 0 (4,133) (22,746)
Proceeds from issuance of debt 0 116,667 10,000
Repayments of principal (23,368) (10,150) (5,150)
Cash paid for debt issuance costs 0 (4,694) 0
Repurchase of stock 0 (5,608) (1,813)
Other financing activities (339) (1,450) (2,707)
Net cash provided by (used in) financing activities (23,707) 90,951 1,227
Net change in cash and cash equivalents & restricted cash and cash equivalents (100,450) 68,627 (96,187)
Cash and cash equivalents & restricted cash and cash equivalents, beginning of period 297,232 228,605 324,792
Cash and cash equivalents & restricted cash and cash equivalents, end of period 196,782 297,232 228,605
Supplemental schedule of non-cash investing and financing activities      
Non-cash consideration for acquisitions 0 0 12,252
Non-cash reduction in advance funding arrangement obligations 94 11,763 0
Share repurchases included in accrued expenses and other current liabilities 0 0 2,539
Supplemental disclosures      
Cash paid for interest 23,763 12,212 3,512
Income tax refunds paid (received) $ 621 $ (2,287) $ (674)