Segment Information - Information by Reportable Segment (Details) - USD ($) $ in Thousands	3 Months Ended								12 Months Ended
	Dec. 31, 2019	Sep. 30, 2019	Jun. 30, 2019	Mar. 31, 2019	Dec. 31, 2018	Sep. 30, 2018	Jun. 30, 2018	Mar. 31, 2018	Dec. 31, 2019	Dec. 31, 2018	Dec. 31, 2017	Dec. 31, 2016
Segment Reporting Information [Line Items]
Gross written premiums	$ 25,391	$ 27,077	$ 25,169	$ 24,216	$ 27,440	$ 26,629	$ 26,562	$ 23,737	$ 101,853	$ 104,368	$ 114,284
Net written premiums	22,162	23,806	21,434	20,322	23,800	22,846	22,595	19,845	87,724	89,086	91,240
Net earned premiums	23,278	22,775	21,349	21,687	22,623	23,450	23,938	23,800	89,089	93,811	91,729
Other income	542	564	581	422	370	405	450	357	2,109	1,582	1,560
Segment revenue									91,198	95,393	93,289
Losses and loss adjustment expenses, net	16,049	14,857	14,382	14,456	17,565	16,554	15,068	13,328	59,744	62,515	73,917
Policy acquisition costs	6,959	6,153	6,210	5,589	6,097	6,452	6,472	6,513	24,911	25,534	26,245
Operating expenses	4,622	4,297	4,340	4,323	4,407	4,786	4,303	4,187	17,582	17,683	17,367
Segment expenses									102,237	105,732	117,529
Segment underwriting gain (loss)									(11,039)	(10,339)	(24,240)
Investment income	860	1,210	1,051	910	911	786	837	802	4,031	3,336	2,728
Net realized investment gains	72	390	715	19	(91)	(21)	12	161	1,196	61	70
Other gains (losses)									0	0	750
Change in fair value of equity securities	288	(1,065)	(915)	1,265	237	152	29	(297)	(427)	121	0
Interest expense	(727)	$ (720)	$ (725)	$ (710)	(810)	$ (598)	$ (617)	$ (619)	(2,882)	(2,644)	(1,362)
Income (loss) before income taxes									(9,121)	(9,465)	(22,054)
Deferred policy acquisition costs	11,906				12,011				11,906	12,011	12,781	$ 13,290
Unearned premiums	51,503				52,852				51,503	52,852	57,672
Unpaid losses and loss adjustment expenses	107,246				92,807				107,246	92,807	87,896	$ 54,651
Operating Segments | Commercial Lines
Segment Reporting Information [Line Items]
Gross written premiums									94,391	97,694	92,112
Net written premiums									81,966	87,038	78,217
Net earned premiums									83,858	83,352	76,786
Other income									216	101	221
Segment revenue									84,074	83,453	77,007
Losses and loss adjustment expenses, net									53,256	53,065	55,701
Policy acquisition costs									23,511	23,584	22,366
Operating expenses									12,881	14,662	10,585
Segment expenses									89,648	91,311	88,652
Segment underwriting gain (loss)									(5,574)	(7,858)	(11,645)
Income (loss) before income taxes									(5,574)	(7,858)	(11,645)
Deferred policy acquisition costs	12,033				11,258				12,033	11,258	10,116
Unearned premiums	47,674				49,549				47,674	49,549	45,951
Unpaid losses and loss adjustment expenses	101,850				87,643				101,850	87,643	76,586
Operating Segments | Personal Lines
Segment Reporting Information [Line Items]
Gross written premiums									7,462	6,674	22,172
Net written premiums									5,758	2,048	13,023
Net earned premiums									5,231	10,459	14,943
Other income									143	225	573
Segment revenue									5,374	10,684	15,516
Losses and loss adjustment expenses, net									6,488	9,450	18,216
Policy acquisition costs									1,744	3,846	6,537
Operating expenses									1,233	1,088	1,939
Segment expenses									9,465	14,384	26,692
Segment underwriting gain (loss)									(4,091)	(3,700)	(11,176)
Income (loss) before income taxes									(4,091)	(3,700)	(11,176)
Deferred policy acquisition costs	1,007				753				1,007	753	2,665
Unearned premiums	3,829				3,303				3,829	3,303	11,721
Unpaid losses and loss adjustment expenses	5,396				$ 5,164				5,396	5,164	11,310
Operating Segments | Underwriting
Segment Reporting Information [Line Items]
Gross written premiums									101,853	104,368	114,284
Net written premiums									87,724	89,086	91,240
Net earned premiums									89,089	93,811	91,729
Other income									359	326	794
Segment revenue									89,448	94,137	92,523
Losses and loss adjustment expenses, net									59,744	62,515	73,917
Policy acquisition costs									25,255	27,430	28,903
Operating expenses									14,114	15,750	12,524
Segment expenses									99,113	105,695	115,344
Segment underwriting gain (loss)									(9,665)	(11,558)	(22,821)
Income (loss) before income taxes									(9,665)	(11,558)	(22,821)
Operating Segments | Wholesale Agency
Segment Reporting Information [Line Items]
Other income									9,073	9,251	10,380
Segment revenue									9,073	9,251	10,380
Policy acquisition costs									6,063	6,255	7,086
Operating expenses									2,180	1,564	2,248
Segment expenses									8,243	7,819	9,334
Segment underwriting gain (loss)									830	1,432	1,046
Income (loss) before income taxes									830	1,432	1,046
Corp-orate
Segment Reporting Information [Line Items]
Other income									224	156	130
Segment revenue									224	156	130
Operating expenses									1,288	369	2,595
Segment expenses									1,288	369	2,595
Segment underwriting gain (loss)									(1,064)	(213)	(2,465)
Investment income									4,031	3,336	2,728
Net realized investment gains									1,196	61	70
Other gains (losses)											750
Change in fair value of equity securities									(427)	121
Interest expense									(2,882)	(2,644)	(1,362)
Income (loss) before income taxes									854	661	(279)
Eliminations
Segment Reporting Information [Line Items]
Other income									(7,547)	(8,151)	(9,744)
Segment revenue									(7,547)	(8,151)	(9,744)
Policy acquisition costs									(6,407)	(8,151)	(9,744)
Segment expenses									(6,407)	$ (8,151)	$ (9,744)
Segment underwriting gain (loss)									(1,140)
Income (loss) before income taxes									(1,140)
Deferred policy acquisition costs	$ (1,134)								$ (1,134)