Segment Information - Information by Reportable Operating Segment (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Jun. 30, 2024	Jun. 30, 2023	Jun. 30, 2024	Jun. 30, 2023
Segment Reporting Information [Line Items]
Gross written premiums	$ 18,971	$ 44,674	$ 43,284	$ 80,888
Net written premiums	13,247	29,328	28,638	47,670
Net earned premiums	16,666	23,183	33,553	45,135
Agency commission income	8,831	211	13,167	641
Other income	160	187	420	383
Segment revenue	25,657	23,581	47,140	46,159
Losses and LAE, net	15,281	19,319	25,801	33,032
Policy acquisition costs	10,480	4,413	17,493	9,134
Operating expenses	4,256	5,114	8,751	9,393
Segment expenses	30,017	28,846	52,045	51,559
Segment gain (loss)	(4,360)	(5,265)	(4,905)	(5,400)
Net investment income	1,505	1,354	3,057	2,661
Net realized investment gains (losses)	(118)	0	(118)	0
Change in fair value of equity securities	(196)	(12)	(153)	682
Interest expense	(869)	(820)	(1,746)	(1,506)
Income (loss) before equity earnings in Affiliate and income taxes	(4,038)	(4,743)	(3,865)	(3,563)
Operating Segments | Commercial Lines
Segment Reporting Information [Line Items]
Gross written premiums	6,782	34,761	19,544	63,736
Net written premiums	4,285	20,485	12,572	32,726
Net earned premiums	8,681	17,487	17,478	34,610
Other income	19	56	69	108
Segment revenue	8,700	17,543	17,547	34,718
Losses and LAE, net	6,906	13,597	13,672	24,144
Policy acquisition costs	1,155	2,966	2,302	6,162
Operating expenses	1,050	3,600	2,798	6,628
Segment expenses	9,111	20,163	18,772	36,934
Segment gain (loss)	(411)	(2,620)	(1,225)	(2,216)
Income (loss) before equity earnings in Affiliate and income taxes	(411)	(2,620)	(1,225)	(2,216)
Operating Segments | Personal Lines
Segment Reporting Information [Line Items]
Gross written premiums	12,189	9,913	23,740	17,152
Net written premiums	8,962	8,843	16,066	14,944
Net earned premiums	7,985	5,696	16,075	10,525
Other income	20	23	48	46
Segment revenue	8,005	5,719	16,123	10,571
Losses and LAE, net	8,375	5,722	12,129	8,888
Policy acquisition costs	2,236	1,453	4,249	2,842
Operating expenses	926	792	1,897	1,384
Segment expenses	11,537	7,967	18,275	13,114
Segment gain (loss)	(3,532)	(2,248)	(2,152)	(2,543)
Income (loss) before equity earnings in Affiliate and income taxes	(3,532)	(2,248)	(2,152)	(2,543)
Operating Segments | Total Underwriting
Segment Reporting Information [Line Items]
Gross written premiums	18,971	44,674	43,284	80,888
Net written premiums	13,247	29,328	28,638	47,670
Net earned premiums	16,666	23,183	33,553	45,135
Other income	39	79	117	154
Segment revenue	16,705	23,262	33,670	45,289
Losses and LAE, net	15,281	19,319	25,801	33,032
Policy acquisition costs	3,391	4,419	6,551	9,004
Operating expenses	1,976	4,392	4,695	8,012
Segment expenses	20,648	28,130	37,047	50,048
Segment gain (loss)	(3,943)	(4,868)	(3,377)	(4,759)
Income (loss) before equity earnings in Affiliate and income taxes	(3,943)	(4,868)	(3,377)	(4,759)
Operating Segments | Wholesale Agency
Segment Reporting Information [Line Items]
Agency commission income	13,688	560	24,282	1,390
Other income	83	34	194	83
Segment revenue	13,771	594	24,476	1,473
Policy acquisition costs	11,005	349	20,124	897
Operating expenses	2,046	365	3,679	717
Segment expenses	13,051	714	23,803	1,614
Segment gain (loss)	720	(120)	673	(141)
Income (loss) before equity earnings in Affiliate and income taxes	720	(120)	673	(141)
Corporate
Segment Reporting Information [Line Items]
Other income	38	74	109	146
Segment revenue	38	74	109	146
Operating expenses	234	357	377	664
Segment expenses	234	357	377	664
Segment gain (loss)	(196)	(283)	(268)	(518)
Net investment income	1,505	1,354	3,057	2,661
Net realized investment gains (losses)	(118)		(118)
Change in fair value of equity securities	(196)	(12)	(153)	682
Interest expense	(869)	(820)	(1,746)	(1,506)
Income (loss) before equity earnings in Affiliate and income taxes	126	239	772	1,319
Eliminations
Segment Reporting Information [Line Items]
Agency commission income	(4,857)	(349)	(11,115)	(749)
Other income	0	0	0	0
Segment revenue	(4,857)	(349)	(11,115)	(749)
Policy acquisition costs	(3,916)	(355)	(9,182)	(767)
Segment expenses	(3,916)	(355)	(9,182)	(767)
Segment gain (loss)	(941)	6	(1,933)	18
Income (loss) before equity earnings in Affiliate and income taxes	$ (941)	$ 6	$ (1,933)	$ 18