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Basis of Presentation and Significant Accounting Policies - Reportable Segments (Details)
$ in Millions
12 Months Ended
Jan. 01, 2021
Dec. 31, 2022
segment
Dec. 31, 2021
Dec. 31, 2012
USD ($)
Basis of Presentation        
Number of operating segments | segment   3    
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
HG Global | Preferred stocks        
Basis of Presentation        
Ownership interest (as a percent)   96.90% 96.90%  
HG Global | Common equity securities        
Basis of Presentation        
Ownership interest (as a percent)   88.40% 88.40%  
Ark | Ark        
Basis of Presentation        
Ownership interest (as a percent)   72.00% 72.00%  
Fully diluted ownership interest (as a percent)   63.00% 63.00%  
NSM        
Basis of Presentation        
Ownership interest (as a percent)     96.50%  
Fully diluted ownership interest (as a percent)     87.30%  
Kudu        
Basis of Presentation        
Ownership interest (as a percent)   89.30% 99.30%  
Fully diluted ownership interest (as a percent)   76.10% 84.70%