Segment Information - Information by Reportable Operating Segment (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2019	Sep. 30, 2018	Sep. 30, 2019	Sep. 30, 2018
Segment Reporting Information [Line Items]
Gross written premiums	$ 27,077	$ 26,629	$ 76,462	$ 76,928
Net written premiums	23,806	22,846	65,562	65,286
Net earned premiums	22,775	23,450	65,811	71,188
Other income	564	405	1,567	1,212
Total revenue	23,339	23,855	67,378	72,400
Losses and loss adjustment expenses, net	14,857	16,554	43,695	44,950
Policy acquisition costs	6,153	6,452	17,952	19,437
Operating expenses	4,297	4,786	12,960	13,276
Total expenses	25,307	27,792	74,607	77,663
Underwriting gain (loss)	(1,968)	(3,937)	(7,229)	(5,263)
Net investment income	1,210	786	3,171	2,425
Net realized investment gains	390	(21)	1,124	152
Change in fair value of equity securities	(1,065)	151	(715)	(116)
Interest expense	(720)	(598)	(2,155)	(1,834)
Income (loss) before equity earnings in Affiliate and income taxes	(2,153)	(3,619)	(5,804)	(4,636)
Operating Segments | Commercial Lines
Segment Reporting Information [Line Items]
Gross written premiums	25,018	24,806	71,061	71,602
Net written premiums	22,095	22,160	61,579	63,866
Net earned premiums	21,439	21,270	62,291	62,270
Other income	70	19	144	76
Total revenue	21,509	21,289	62,435	62,346
Losses and loss adjustment expenses, net	13,517	14,445	38,611	36,979
Policy acquisition costs	6,114	6,088	17,335	17,722
Operating expenses	3,239	3,871	9,614	10,906
Total expenses	22,870	24,404	65,560	65,607
Underwriting gain (loss)	(1,361)	(3,115)	(3,125)	(3,261)
Operating Segments | Personal Lines
Segment Reporting Information [Line Items]
Gross written premiums	2,059	1,823	5,401	5,326
Net written premiums	1,711	686	3,983	1,420
Net earned premiums	1,336	2,180	3,520	8,918
Other income	33	49	108	181
Total revenue	1,369	2,229	3,628	9,099
Losses and loss adjustment expenses, net	1,340	2,109	5,084	7,971
Policy acquisition costs	447	961	1,202	3,260
Operating expenses	327	325	867	779
Total expenses	2,114	3,395	7,153	12,010
Underwriting gain (loss)	(745)	(1,166)	(3,525)	(2,911)
Operating Segments | Total Underwriting
Segment Reporting Information [Line Items]
Gross written premiums	27,077	26,629	76,462	76,928
Net written premiums	23,806	22,846	65,562	65,286
Net earned premiums	22,775	23,450	65,811	71,188
Other income	103	68	252	257
Total revenue	22,878	23,518	66,063	71,445
Losses and loss adjustment expenses, net	14,857	16,554	43,695	44,950
Policy acquisition costs	6,561	7,049	18,537	20,982
Operating expenses	3,566	4,196	10,481	11,685
Total expenses	24,984	27,799	72,713	77,617
Underwriting gain (loss)	(2,106)	(4,281)	(6,650)	(6,172)
Income (loss) before equity earnings in Affiliate and income taxes	(2,106)	(4,281)	(6,650)	(6,172)
Operating Segments | Wholesale Agency
Segment Reporting Information [Line Items]
Gross written premiums	0	0	0	0
Net written premiums	0	0	0	0
Net earned premiums	0	0	0	0
Other income	2,619	2,708	7,099	7,018
Total revenue	2,619	2,708	7,099	7,018
Losses and loss adjustment expenses, net	0	0	0	0
Policy acquisition costs	1,825	1,808	4,787	4,617
Operating expenses	434	389	1,572	1,340
Total expenses	2,259	2,197	6,359	5,957
Underwriting gain (loss)	360	511	740	1,061
Income (loss) before equity earnings in Affiliate and income taxes	360	511	740	1,061
Corporate
Segment Reporting Information [Line Items]
Gross written premiums	0	0	0	0
Net written premiums	0	0	0	0
Net earned premiums	0	0	0	0
Other income	47	34	179	99
Total revenue	47	34	179	99
Losses and loss adjustment expenses, net	0	0	0	0
Policy acquisition costs	0	0	0
Operating expenses	297	201	907	251
Total expenses	297	201	907	251
Underwriting gain (loss)	(250)	(167)	(728)	(152)
Net investment income	1,210	786	3,171	2,425
Net realized investment gains	390	(21)	1,124	152
Change in fair value of equity securities	(1,065)	151	(715)	(116)
Interest expense	(720)	(598)	(2,155)	(1,834)
Income (loss) before equity earnings in Affiliate and income taxes	(435)	151	697	475
Eliminations
Segment Reporting Information [Line Items]
Gross written premiums	0	0	0	0
Net written premiums	0	0	0	0
Net earned premiums	0	0	0	0
Other income	(2,205)	(2,405)	(5,963)	(6,162)
Total revenue	(2,205)	(2,405)	(5,963)	(6,162)
Losses and loss adjustment expenses, net	0	0	0	0
Policy acquisition costs	(2,233)	(2,405)	(5,372)	(6,162)
Operating expenses	0		0
Total expenses	(2,233)	(2,405)	(5,372)	(6,162)
Underwriting gain (loss)	28	0	(591)	0
Net investment income	0	0		0
Net realized investment gains	0	0		0
Change in fair value of equity securities	0	0		0
Interest expense	0	0		0
Income (loss) before equity earnings in Affiliate and income taxes	$ 28	$ 0	$ (591)	$ 0