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Stock-Based Compensation (Tables)
 6 Months Ended
Jun. 30, 2018
Stock-Based Compensation [Abstract]  
Share-based Compensation, Stock Options, Activity [Table Text Block]
The following table summarizes the stock option activity during the six months ended June 30, 2018:
 
 
 
 
 
 
 
 
 
 
Number of Options Outstanding
 
Weighted-Average Exercise Price
 
Weighted-Average Remaining Contractual Term (in Years)
 
Aggregate Intrinsic Value (in Thousands)
Outstanding at December 31, 2017
 
651,875

 
$
4.51

 
0.4

 
$
352

Granted
 
—

 
—

 
 
 
 
Expired
 
—

 
—

 
 
 
 
Outstanding at June 30, 2018
 
651,875

 
$
4.51

 
0.1

 
$
—

Exercisable at June 30, 2018
 
651,875

 
$
4.51

 
0.1

 
$
—
Schedule of Share-based Payment Award, Stock Options, Valuation Assumptions [Table Text Block]
No options were granted during the six months ended June 30, 2018.
Schedule of Share-based Compensation, Restricted Stock and Restricted Stock Units Activity [Table Text Block]
The grant-date fair value of the Restricted Stock Awards was determined using the closing price of Kingsway common stock on the date of grant. The following table summarizes the activity related to unvested Restricted Stock Awards for the six months ended June 30, 2018:
 
 
 
 
 
 
 
Number of Restricted Stock Awards
 
Weighted-Average Grant Date Fair Value (per Share)
Unvested at December 31, 2017
 
1,952,665

 
$
4.14

Granted
 
—

 
—

Forfeited
 
—

 
—

Unvested at June 30, 2018
 
1,952,665

 
$
4.14
Schedule of Share-based Compensation, Restricted Stock Units Award Activity [Table Text Block]
The following table summarizes the activity related to unvested Restricted Stock Units for the six months ended June 30, 2018:
 
 
 
 
 
 
 
Number of Restricted Stock Units
 
Weighted-Average Grant Date Fair Value (per Share)
Unvested at December 31, 2017
 
500,000

 
$
5.73

Granted
 
—

 
—

Vested
 
—

 
—

Forfeited
 
—

 
—

Unvested at June 30, 2018
 
500,000

 
$
5.73