Segment Information - Information by Reportable Operating Segment (Details) - USD ($) $ in Thousands	3 Months Ended
	Mar. 31, 2022	Mar. 31, 2021
Segment Reporting Information [Line Items]
Gross written premiums	$ 32,964	$ 30,373
Net written premiums	18,021	24,483
Net earned premiums	23,955	22,835
Other income	698	556
Segment revenue	24,653	23,391
Losses and loss adjustment expenses, net	18,018	19,362
Policy acquisition costs	5,464	6,750
Operating expenses	4,160	4,349
Segment expenses	27,642	30,461
Segment gain (loss)	(2,989)	(7,070)
Net investment income	507	532
Net realized investment gains (losses)	(69)	2,924
Change in fair value of equity securities	280	(540)
Other gains (losses)	(5)
Interest expense	(711)	(721)
Income (loss) before equity earnings in Affiliate and income taxes	(2,987)	(4,875)
Operating Segments | Commercial Lines1
Segment Reporting Information [Line Items]
Gross written premiums	28,586	27,221
Net written premiums	14,340	21,557
Net earned premiums	20,524	20,706
Other income	71	56
Segment revenue	20,595	20,762
Losses and loss adjustment expenses, net	16,610	16,955
Policy acquisition costs	4,357	6,318
Operating expenses	3,161	2,955
Segment expenses	24,128	26,228
Segment gain (loss)	(3,533)	(5,466)
Income (loss) before equity earnings in Affiliate and income taxes	(3,533)	(5,466)
Operating Segments | Personal Lines
Segment Reporting Information [Line Items]
Gross written premiums	4,378	3,152
Net written premiums	3,681	2,926
Net earned premiums	3,431	2,129
Other income	6	40
Segment revenue	3,437	2,169
Losses and loss adjustment expenses, net	1,408	2,407
Policy acquisition costs	1,093	600
Operating expenses	402	349
Segment expenses	2,903	3,356
Segment gain (loss)	534	(1,187)
Income (loss) before equity earnings in Affiliate and income taxes	534	(1,187)
Operating Segments | Total Underwriting
Segment Reporting Information [Line Items]
Gross written premiums	32,964	30,373
Net written premiums	18,021	24,483
Net earned premiums	23,955	22,835
Other income	77	96
Segment revenue	24,032	22,931
Losses and loss adjustment expenses, net	18,018	19,362
Policy acquisition costs	5,450	6,918
Operating expenses	3,563	3,304
Segment expenses	27,031	29,584
Segment gain (loss)	(2,999)	(6,653)
Income (loss) before equity earnings in Affiliate and income taxes	(2,999)	(6,653)
Operating Segments | Wholesale Agency
Segment Reporting Information [Line Items]
Other income	1,112	1,726
Segment revenue	1,112	1,726
Policy acquisition costs	758	1,127
Operating expenses	292	744
Segment expenses	1,050	1,871
Segment gain (loss)	62	(145)
Income (loss) before equity earnings in Affiliate and income taxes	62	(145)
Corporate
Segment Reporting Information [Line Items]
Other income	147	43
Segment revenue	147	43
Operating expenses	305	301
Segment expenses	305	301
Segment gain (loss)	(158)	(258)
Net investment income	507	532
Net realized investment gains (losses)	(69)	2,924
Change in fair value of equity securities	280	(540)
Other gains (losses)	(5)
Interest expense	(711)	(721)
Income (loss) before equity earnings in Affiliate and income taxes	(156)	1,937
Eliminations
Segment Reporting Information [Line Items]
Other income	(638)	(1,309)
Segment revenue	(638)	(1,309)
Policy acquisition costs	(744)	(1,295)
Segment expenses	(744)	(1,295)
Segment gain (loss)	106	(14)
Income (loss) before equity earnings in Affiliate and income taxes	$ 106	$ (14)