Debt (Tables)

12 Months Ended

Dec. 31, 2018

Debt Instrument [Line Items]

Schedule of Subordinated Borrowing [Table Text Block]

Subordinated debt mentioned above consists of the following trust preferred debt instruments:

Issuer	Principal (in thousands)		Issue date	Interest	Redemption date
Kingsway CT Statutory Trust I	$	15,000	12/4/2002	annual interest rate equal to LIBOR, plus 4.00% payable quarterly	12/4/2032
Kingsway CT Statutory Trust II	$	17,500	5/15/2003	annual interest rate equal to LIBOR, plus 4.10% payable quarterly	5/15/2033
Kingsway CT Statutory Trust III	$	20,000	10/29/2003	annual interest rate equal to LIBOR, plus 3.95% payable quarterly	10/29/2033
Kingsway DE Statutory Trust III	$	15,000	5/22/2003	annual interest rate equal to LIBOR, plus 4.20% payable quarterly	5/22/2033
Kingsway DE Statutory Trust IV	$	10,000	9/30/2003	annual interest rate equal to LIBOR, plus 3.85% payable quarterly	9/30/2033
Kingsway DE Statutory Trust VI	$	13,000	12/16/2003	annual interest rate equal to LIBOR, plus 4.00% payable quarterly	1/8/2034

Schedule of Debt [Table Text Block]

Debt consists of the following instruments:

(in thousands)	December 31, 2018						December 31, 2017
	Principal		Carrying Value		Fair Value		Principal		Carrying Value		Fair Value
Bank loan	$	3,917	$	3,917	$	3,829	$	4,917	$	4,917	$	4,864
Notes payable:
Mortgage	173,155		182,548		174,265		176,136		186,469		168,477
Flower Note	7,768		7,768		8,565		8,179		8,179		8,825
Net Lease Note	9,000		9,000		9,409		9,000		9,000		9,870
Total notes payable	189,923		199,316		192,239		193,315		203,648		187,172
Subordinated debt	90,500		50,023		50,023		90,500		52,105		52,105
Total	$	284,340	$	253,256	$	246,091	$	288,732	$	260,670	$	244,141