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Debt (Tables)
6 Months Ended
Jun. 30, 2017
Debt Instrument [Line Items]  
Schedule of Carrying Values and Estimated Fair Values of Debt Instruments [Table Text Block]
Debt consists of the following instruments at June 30, 2017 and December 31, 2016:
(in thousands)
 
June 30, 2017
 
December 31, 2016
 
 
Principal

 
Carrying Value

 
Fair Value

 
Principal

 
Carrying Value

 
Fair Value

Note payable
 
$
177,518

 
$
188,328

 
$
186,341

 
$
178,781

 
$
190,074

 
$
190,074

Subordinated debt
 
90,500

 
48,210

 
48,210

 
90,500

 
43,619

 
43,619

Total
 
$
268,018

 
$
236,538

 
$
234,551

 
$
269,281

 
$
233,693

 
$
233,693

Schedule of Subordinated Borrowing [Table Text Block]
Subordinated debt 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

1/8/2004
annual interest rate equal to LIBOR, plus 4.00% payable quarterly
1/8/2034