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Basis of Presentation and Significant Accounting Policies - Basis of Presentation (Details) - USD ($)
3 Months Ended
Apr. 04, 2019
Dec. 31, 2019
Sep. 30, 2020
Apr. 07, 2020
Mar. 31, 2020
Apr. 03, 2019
Jan. 01, 2019
Feb. 05, 2018
Dec. 31, 2017
Jul. 31, 2012
Basis of Presentation                    
Payments to acquire business, net $ 81,400,000                  
Total commitment under revolving credit facility       $ 291,400,000 $ 234,000,000.0          
ROU lease asset   $ 22,600,000 $ 38,300,000       $ 23,200,000      
Operating Lease, Right-of-Use Asset, Statement of Financial Position [Extensible List]     us-gaap:OtherAssets              
Operating Lease, Liability, Statement of Financial Position [Extensible List]     us-gaap:OtherLiabilities              
Operating lease liability   $ 22,800,000 $ 39,100,000       $ 23,200,000      
HG Global                    
Basis of Presentation                    
Percentage of par value of policy reinsured     15.00%              
Surplus notes                   $ 503,000,000.0
Preferred Stock | HG Global                    
Basis of Presentation                    
Ownership interest (as a percent)   96.60% 96.90%              
Common equity securities | HG Global                    
Basis of Presentation                    
Ownership interest (as a percent)   89.60% 88.40%              
NSM Insurance HoldCo, LLC                    
Basis of Presentation                    
Ownership interest (as a percent)   96.40% 96.60%              
Fully diluted ownership interest (as a percent)   88.40% 89.60%              
Asset Management (Kudu)                    
Basis of Presentation                    
Ownership interest (as a percent) 99.10%         49.50%   49.50%    
Fully diluted ownership interest (as a percent) 85.40%         42.70%   42.70%    
Unfunded capital commitment $ 250,000,000.0 $ 129,000,000.0 $ 94,500,000     $ 250,000,000.0        
Increase (decrease) in capital commitment   100,000,000.0                
Funded capital commitment   350,000,000.0                
Series A BAM Surplus Note | HG Global                    
Basis of Presentation                    
Surplus notes                 $ 203,000,000.0 203,000,000.0
Series B BAM Surplus Note | HG Global                    
Basis of Presentation                    
Surplus notes                   $ 300,000,000.0
Kudu Debt | Delayed Draw Term Loans | Kudu                    
Basis of Presentation                    
Total commitment under revolving credit facility   $ 125,000,000.0