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Summary of Significant Accounting Policies (Basis of Presentation) (Details) - USD ($)
$ in Millions
3 Months Ended 6 Months Ended 12 Months Ended
Jun. 30, 2016
Jun. 30, 2015
Jun. 30, 2016
Jun. 30, 2015
Dec. 31, 2015
Jul. 31, 2012
Basis of Presentation            
Debt Issuance Cost     $ 2.0      
Net investment income $ 19.2 $ 13.2 37.1 $ 25.8    
Income Tax Expense (Benefit) (6.0) (2.2) (15.7) 2.4    
Equity in earnings of unconsolidated affiliates, net of tax $ 0.0 $ 6.8 $ 0.0 $ 14.1    
OneBeacon Ltd.            
Basis of Presentation            
Ownership interest (as a percent) 76.10%   76.10%   75.50%  
HG Global            
Basis of Presentation            
Surplus Notes           $ 503.0
Percentage of par value of policy reinsured 15.00%   15.00%      
Noncontrolling equity percentage 3.10%   3.10%   3.10%  
Star & Shield Insurance Exchange            
Basis of Presentation            
Surplus Notes $ 1.0   $ 1.0      
Noncontrolling equity percentage 100.00%   100.00%   100.00%  
OneBeacon [Member]            
Basis of Presentation            
Debt Issuance Cost         $ 1.9  
Noncontrolling equity percentage 23.90%   23.90%   24.50%  
Preferred Stock | HG Global            
Basis of Presentation            
Ownership interest (as a percent) 96.90%   96.90%      
Noncontrolling equity percentage 96.90%   96.90%   96.90%  
Common Stock | HG Global            
Basis of Presentation            
Ownership interest (as a percent) 88.40%   88.40%      
Noncontrolling equity percentage 88.40%   88.40%   88.40%