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Segment Information (Schedule of Business Segment Information) (Details) - USD ($)
$ in Thousands
3 Months Ended 9 Months Ended
Sep. 30, 2023
Mar. 31, 2023
Sep. 30, 2022
Sep. 30, 2023
Sep. 30, 2022
Revenues [Abstract]          
Revenues $ 41,899   $ 38,232 $ 123,640 $ 117,613
Depreciation and Amortization Expense [Abstract]          
Depreciation and Amortization Expense 440   494 1,259 1,404
Interest Expense [Abstract]          
Interest Expense 2,036   1,528 5,872 4,158
Tax (Benefit) Expense [Abstract]          
Tax (Benefit) Expense 456   (1,007) (211) 5,242
Pre-Tax (Loss) Income [Abstract]          
Pre-tax (loss) income (16,205)   (30,260) (73,903) (99,701)
Loss Portfolio Transfer Contract Right Dispute [Member] | Pending Litigation [Member]          
Pre-Tax (Loss) Income [Abstract]          
Write off of receivable   $ 32,900   36,800  
Commercial Lines Segment [Member]          
Revenues [Abstract]          
Revenues 21,271   18,574 66,082 55,064
Depreciation and Amortization Expense [Abstract]          
Depreciation and Amortization Expense 190   150 532 414
Tax (Benefit) Expense [Abstract]          
Tax (Benefit) Expense (26)   89 (43) 224
Pre-Tax (Loss) Income [Abstract]          
Pre-tax (loss) income (13,654)   (2,762) (15,151) (4,261)
Personal Segment [Member]          
Revenues [Abstract]          
Revenues 16,343   16,529 45,087 49,889
Depreciation and Amortization Expense [Abstract]          
Depreciation and Amortization Expense 74   153 201 271
Tax (Benefit) Expense [Abstract]          
Tax (Benefit) Expense 54   28 (21) 420
Pre-Tax (Loss) Income [Abstract]          
Pre-tax (loss) income (773)   (3,637) (7,265) (7,989)
Runoff Segment [Member]          
Revenues [Abstract]          
Revenues (71)   2,229 42 10,724
Depreciation and Amortization Expense [Abstract]          
Depreciation and Amortization Expense 5   5 15 180
Tax (Benefit) Expense [Abstract]          
Tax (Benefit) Expense 405   (1,000) (141) 3,887
Pre-Tax (Loss) Income [Abstract]          
Pre-tax (loss) income (2,041)   (19,612) (49,266) (73,929)
Runoff Segment [Member] | Loss Portfolio Transfer Contract Right Dispute [Member] | Pending Litigation [Member]          
Pre-Tax (Loss) Income [Abstract]          
Write off of receivable 0     36,800  
Corporate [Member]          
Revenues [Abstract]          
Revenues 4,356   900 12,429 1,936
Depreciation and Amortization Expense [Abstract]          
Depreciation and Amortization Expense 171   186 511 539
Interest Expense [Abstract]          
Interest Expense 2,036   1,528 5,872 4,158
Tax (Benefit) Expense [Abstract]          
Tax (Benefit) Expense 23   (124) (6) 711
Pre-Tax (Loss) Income [Abstract]          
Pre-tax (loss) income $ 263   $ (4,249) $ (2,221) $ (13,522)