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Consolidated Statements of Cash Flows - USD ($)
$ in Thousands
12 Months Ended
Dec. 31, 2025
Dec. 31, 2024
Cash Flows from Operating Activities    
Net income (loss) from continuing operations $ (18,438) $ (34,240)
Adjustments to reconcile net income (loss) to net cash provided by (used in) operating activities:    
Depreciation and amortization 255 1,671
Accretion of Series B Preferred Stock 804 0
Amortization of bond premium and discount, net (662) (419)
Net realized investment (gains) losses 716 125
Change in fair value of equity securities (234) 203
Deferred income tax expense 0 0
Stock-based compensation expenses 56 78
Other (0) (1,901)
Change in fair value of contingent considerations (6,220) (146)
Other gains/losses 0 (500)
(Increase) decrease in:    
Premiums, agents' balances and other receivables 4,380 19,216
Reinsurance recoverables 21,571 (7,983)
Prepaid reinsurance premiums (5,936) 22,820
Deferred policy acquisition costs 3,684 24
Other assets 508 2,135
Increase (decrease) in:    
Unpaid losses and loss adjustment expenses (43,023) 14,673
Unearned premiums (4,887) (34,560)
Funds held under reinsurance agreements (1,513) 1,196
Reinsurance premiums payable 2,500 (245)
Premiums payable to other insureds 0 (13,986)
Accounts payable and other liabilities 2,557 (4,035)
Net cash provided by (used in) operating activities - discontinued operations 0 3,195
Net cash provided by (used in) operating activities (43,882) (32,679)
Cash Flows From Investing Activities    
Purchases of investments (301,149) (193,590)
Proceeds from maturities and redemptions of investments 107,196 16,074
Proceeds from sales of investments 212,043 196,716
Net cash provided by (used in) investing activities - discontinued operations 0 (7,184)
Net cash provided by (used in) investing activities 28,090 70,294
Cash Flows From Financing Activities    
Issuance of stock warrants 1,924 0
Repayment of Series A Preferred Stock 0 (6,000)
Repayment of long-term debt 0 (14,250)
Dividends paid on Series A Preferred Stock 0 (439)
Redemption premium on Series A Preferred Stock 0 (397)
Net cash provided by (used in) financing activities 15,500 (21,086)
Net increase (decrease) in cash (292) 16,529
Cash at beginning of period 27,654 11,125
Cash at end of period 27,362 27,654
Cash and cash equivalents of continuing operations at the end of period 27,362 27,654
Supplemental Disclosure of Cash Flow Information:    
Interest paid 2,351 4,260
State Income taxes paid (refunded), net 143 1
Senior Secured Notes Call Premium 0 753
Conifer Insurance Services, LLC    
Cash Flows From Investing Activities    
Proceeds from contingent consideration in CIS sale 10,000 0
Proceeds from sale of renewal rights/agency business 0 51,778
Sycamore Specialty Underwriters, LLC    
Cash Flows From Investing Activities    
Proceeds from sale of renewal rights/agency business 0 6,500
Series B Preferred Stock    
Cash Flows From Financing Activities    
Issuance of Preferred Stock 5,576 0
Series C Preferred Stock    
Cash Flows From Financing Activities    
Issuance of Preferred Stock $ 8,000 $ 0