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Basis of Presentation and Significant Accounting Policies (Details)
$ in Millions
9 Months Ended
Sep. 30, 2023
USD ($)
segment
Dec. 31, 2022
Dec. 20, 2022
account
May 26, 2022
May 25, 2022
Basis of Presentation          
Number of reportable segments | segment 3        
Percent of shares outstanding 12.50%        
Subsidiary - HG Global          
Basis of Presentation          
Purchase of surplus notes | $ $ 503.0        
Subsidiary - HG Global | Maximum          
Basis of Presentation          
Percentage of par value of policy reinsured 15.00%        
Subsidiary - HG Global | Preferred Stock          
Basis of Presentation          
Ownership percentage 96.90% 96.90%      
Subsidiary - HG Global | Common Stock          
Basis of Presentation          
Ownership percentage   88.40%      
Subsidiary - Ark Insurance Holdings Limited          
Basis of Presentation          
Ownership percentage 72.00% 72.00%      
Ownership percentage, after equity incentives 63.00% 63.00%      
Subsidiary - WM Outrigger Re | Preferred Stock          
Basis of Presentation          
Ownership percentage 100.00% 100.00%      
Kudu          
Basis of Presentation          
Ownership percentage   89.20%      
Ownership percentage of basic units outstanding   89.30%   89.30% 99.10%
Ownership percentage, fully diluted 76.10%        
Ownership percentage, fully converted   76.10%      
Outrigger Re Ltd | Redeemable Preferred Stock          
Basis of Presentation          
Number of segregated accounts | account     4