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Basis of Presentation and Significant Accounting Policies - Reportable Segments (Details) - USD ($)
$ in Millions
12 Months Ended
Jan. 01, 2021
Dec. 31, 2021
Dec. 31, 2020
Apr. 04, 2019
Apr. 03, 2019
Feb. 05, 2018
Dec. 31, 2012
Ark              
Basis of Presentation              
Percent of shares outstanding 12.50% 12.50%          
HG Global              
Basis of Presentation              
Percentage of par value of policy reinsured   15.00%          
Surplus notes             $ 503.0
Ark | Ark              
Basis of Presentation              
Ownership interest (as a percent)   72.00%          
Fully diluted ownership interest (as a percent)   63.00%          
Preferred stocks | HG Global              
Basis of Presentation              
Ownership interest (as a percent)   96.90% 96.90%        
Common equity securities | HG Global              
Basis of Presentation              
Ownership interest (as a percent)   88.40% 88.40%        
NSM              
Basis of Presentation              
Ownership interest (as a percent)   96.50% 96.60%        
Fully diluted ownership interest (as a percent)   87.30% 89.60%        
Kudu              
Basis of Presentation              
Ownership interest (as a percent)   99.30% 99.30% 99.10% 49.50% 49.50%  
Fully diluted ownership interest (as a percent)   84.70% 85.40% 85.40% 42.70% 42.70%