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Basis of Presentation and Significant Accounting Policies (Details)
$ in Millions
6 Months Ended
Jun. 30, 2023
USD ($)
segment
Dec. 31, 2022
Jul. 31, 2012
USD ($)
Basis of Presentation      
Number of reportable segments | segment 3    
Ark      
Basis of Presentation      
Percent of shares outstanding 12.50%    
Ark | Ark      
Basis of Presentation      
Ownership interest (as a percent) 72.00% 72.00%  
Asset Management (Kudu)      
Basis of Presentation      
Ownership interest (as a percent) 89.20% 89.30%  
Fully diluted ownership interest (as a percent) 76.10% 76.10%  
Preferred Stock | HG Global      
Basis of Presentation      
Ownership interest (as a percent) 96.90% 96.90%  
Preferred Stock | Outrigger Re      
Basis of Presentation      
Ownership interest (as a percent) 100.00% 100.00%  
Common equity securities | HG Global      
Basis of Presentation      
Ownership interest (as a percent) 88.40% 88.40%  
HG Global      
Basis of Presentation      
Percentage of par value of policy reinsured 15.00%    
Surplus notes | $ $ 503.0   $ 503.0
Ark | Ark      
Basis of Presentation      
Fully diluted ownership interest (as a percent) 63.00% 63.00%