Nature of Operations and Summary of Significant Accounting Policies Narrative (Details) $ in Thousands, $ in Millions	12 Months Ended
	Dec. 31, 2019 CAD ($)	Dec. 31, 2019 USD ($)	Dec. 31, 2018 USD ($) shares	Dec. 31, 2017 USD ($)	Dec. 31, 2019 USD ($)
Accounting Policies [Abstract]
Accounts Receivable, Unaffiliated General Agents			$ 27,600		$ 50,000
Operating Lease, Right-of-Use Asset					100
Stock Issued During Period, Shares, New Issues | shares			2,090,909
Impairment, Amount, License Intangibles			$ 0	$ 0	0
Realized Investment Gains (Losses)		$ 0	0	0
Other Nonoperating Income (Expense)		1,629	1,309	1,244
Equity Method Investment, Realized Gain (Loss) on Disposal				1,000
Accumulated Other Comprehensive Income (Loss), Foreign Currency Translation Adjustment, Net of Tax			700	100	400
Premiums Recognized from Fronting Agreement		67,500	57,400	47,100
Deferred Policy Acquisition Costs			1,300		1,800
Advertising Expense		$ 7,800	6,300	$ 4,900
Deferred Revenue from Fronting Agreement			$ 2,100		2,700
Concentration Risk, Percentage	18.00%	18.00%	19.00%	19.00%
Cash Designated for Paying Reinsurance Claims			$ 3,900		$ 4,600
Reinsurance Trust Minimum Payment	$ 2.0
Reinsurance Trust Payment Unearned Premium Percentage	115.00%	115.00%
Reinsurance Payment of Percentage of Canadian Claims outstanding	15.00%	15.00%
Reinsurance Trust Balance	$ 4.3
Interest Income, Other		$ 1,700	900	$ 200
Proceeds from Issuance or Sale of Equity		0	65,671	$ 0
Proceeds from Rents Received		$ 2,200	$ 900