Schedule III - Supplementary Insurance Information (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2019	Dec. 31, 2018
Supplementary Insurance Information, by Segment [Line Items]
Deferred Policy Acquisition Costs	$ 22,994	$ 14,291
Future Policy Benefits, Losses, Claims and Loss Adjustment Expenses	620,355	527,247
Unearned Premiums	388,926	298,061
Premium Revenue	436,877	363,087
Net Investment Income	20,604	18,232
Benefits Claims, Losses and Settlement Expenses	362,165	256,028
Amortization of Deferred Policy Acquisition Costs	(12,686)	37,436
Other Operating Expenses	126,063	101,712
Net Premiums Written	496,552	363,798
Specialty Commercial Segment [Member]
Supplementary Insurance Information, by Segment [Line Items]
Deferred Policy Acquisition Costs	14,108	5,637
Future Policy Benefits, Losses, Claims and Loss Adjustment Expenses	520,117	429,741
Unearned Premiums	321,047	234,563
Premium Revenue	292,588	258,186
Net Investment Income	15,856	19,302
Benefits Claims, Losses and Settlement Expenses	248,781	194,268
Amortization of Deferred Policy Acquisition Costs	(38,274)	21,133
Other Operating Expenses	68,545	52,071
Net Premiums Written	350,047	251,731
Standard Commercial Segment [Member]
Supplementary Insurance Information, by Segment [Line Items]
Deferred Policy Acquisition Costs	4,530	5,212
Future Policy Benefits, Losses, Claims and Loss Adjustment Expenses	72,208	74,677
Unearned Premiums	44,032	40,813
Premium Revenue	63,970	72,321
Net Investment Income	3,879	3,736
Benefits Claims, Losses and Settlement Expenses	50,036	39,396
Amortization of Deferred Policy Acquisition Costs	9,730	13,415
Other Operating Expenses	18,275	22,825
Net Premiums Written	62,892	69,222
Personal Segment [Member]
Supplementary Insurance Information, by Segment [Line Items]
Deferred Policy Acquisition Costs	4,356	3,442
Future Policy Benefits, Losses, Claims and Loss Adjustment Expenses	28,030	22,829
Unearned Premiums	23,847	22,685
Premium Revenue	80,319	32,580
Net Investment Income	1,139	1,185
Benefits Claims, Losses and Settlement Expenses	63,348	22,364
Amortization of Deferred Policy Acquisition Costs	15,858	2,888
Other Operating Expenses	25,058	15,420
Net Premiums Written	83,613	42,845
Corporate [Member]
Supplementary Insurance Information, by Segment [Line Items]
Net Investment Income, Corporate	(270)	(5,991)
Other Operating Expenses	$ 14,185	$ 11,396