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SCHEDULE II - Condensed Financial Information of Registrant - Statements of Cash Flows (Parent Company) (Details) - USD ($)
$ in Thousands
12 Months Ended
Dec. 31, 2025
Dec. 31, 2024
Dec. 31, 2023
Operating activities      
Net income (loss) $ 47,427 $ (81,120) $ (107,684)
Adjustments to reconcile net income (loss) to net cash (used in) provided by operating activities:      
Share based compensation expense 5,045 6,631 9,116
Deferred U.S. Federal income tax benefit (13,098) (11,205) (5,972)
Net cash (used in) provided by operating activities [1] (18,786) (247,085) 87,953
Investing activities      
Sale of JRG Re 0 96,412 0
Net cash (used in) provided by investing activities (116,044) 307,032 16,732
Financing activities      
Senior debt issuance 25,000 0 0
Senior debt repayments 0 (21,500) 0
Payment of debt issuance costs (1,179) 0 (1,135)
Enstar common stock investment 0 12,500 0
Payroll taxes withheld and remitted on net settlement of RSUs (745) (847) (1,734)
Dividends on Series A preferred shares (7,876) (12,768) (10,500)
Dividends on common stock (1,998) (6,231) (7,746)
Net cash provided by (used in) financing activities 13,202 (28,846) (21,115)
Change in cash, cash equivalents, and restricted cash equivalents (121,628) 31,101 83,570
Cash and cash equivalents at beginning of period 362,345    
Cash and cash equivalents at end of period 260,941 362,345  
Supplemental information      
Interest paid 25,689 28,740 30,697
Parent Company      
Operating activities      
Net income (loss) 47,427 (81,120) (107,684)
Adjustments to reconcile net income (loss) to net cash (used in) provided by operating activities:      
Provision for depreciation and amortization 521 474 345
Share based compensation expense 5,045 6,631 9,116
Equity in undistributed earnings of subsidiaries (51,569) 43,825 73,349
Deferred U.S. Federal income tax benefit (14,386) 0 0
Changes in operating assets and liabilities 985 2,996 47,673
Net cash (used in) provided by operating activities (11,977) (27,194) 22,799
Investing activities      
Sale of JRG Re 0 136,213 0
Dividends from subsidiaries 0 5,755 0
Net cash (used in) provided by investing activities 0 141,968 0
Financing activities      
Senior debt issuance 25,000 0 0
Senior debt repayments 0 (21,500) 0
Contribution to subsidiary (55,000) (23,364) 0
Payment of debt issuance costs (1,179) 0 (1,135)
Enstar common stock investment 0 12,500 0
Payroll taxes withheld and remitted on net settlement of RSUs (745) (847) (1,734)
Dividends on Series A preferred shares (7,876) (12,768) (10,500)
Dividends on common stock (1,998) (6,231) (7,746)
Net cash provided by (used in) financing activities (41,798) (52,210) (21,115)
Change in cash, cash equivalents, and restricted cash equivalents (53,775) 62,564 1,684
Cash and cash equivalents at beginning of period 64,525 1,961 277
Cash and cash equivalents at end of period 10,750 64,525 1,961
Supplemental information      
Interest paid $ 16,675 $ 17,137 $ 16,949
[1] Cash provided by (used in) operating activities for the years ended December 31, 2025, 2024, and 2023 reflects the activity in restricted cash equivalents above. As permitted under the agreements establishing the Indemnity Trust and the LPT Trust, we have withdrawn collateral from the Indemnity Trust and the LPT Trust to fund the Loss Fund Trust as required under the Administrative Services Agreement. Amounts on deposit in the Loss Fund Trust are included in restricted cash equivalents on the Company's consolidated balance sheets. See “Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations – Amounts Recoverable from an Indemnifying Party and Reinsurer on Legacy Commercial Auto Book”. Excluding the restricted cash activity above, cash provided by (used in) operating activities was $1.4 million, $(203.3) million, and $118.7 million for the years ended December 31, 2025, 2024, and 2023, respectively. The $203.3 million of cash used in operating activities for the year ended December 31, 2024 primarily reflects the $313.2 million and $52.8 million of reinsurance premium paid in 2024 related to the E&S ADC and E&S Top Up ADC (See Note 8).