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Summary of Significant Accounting Policies (Basis of Presentation) (Details)
£ in Millions, $ in Millions
3 Months Ended 9 Months Ended 12 Months Ended
Aug. 04, 2016
GBP (£)
Aug. 04, 2016
USD ($)
Sep. 30, 2016
USD ($)
Sep. 30, 2015
USD ($)
Sep. 30, 2016
USD ($)
Sep. 30, 2015
USD ($)
Dec. 31, 2015
USD ($)
Jul. 31, 2012
USD ($)
Basis of Presentation                
Debt Issuance Cost         $ 1.9      
Net investment income     $ 22.5 $ 16.8 59.6 $ 42.6    
Income Tax Expense (Benefit)     (6.7) (1.6) (22.4) 0.8    
Equity in earnings of unconsolidated affiliates, net of tax     $ 0.0 $ 3.9 0.0 18.0    
Payments to Acquire Businesses and Interest in Affiliates         $ 13.7 $ 2.4    
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%  
Buzzmove [Member]                
Basis of Presentation                
Ownership interest (as a percent) 70.90% 70.90%            
Noncontrolling equity percentage     29.10%   29.10%   0.00%  
Star & Shield Insurance Exchange                
Basis of Presentation                
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%  
United Kingdom, Pounds | Buzzmove [Member]                
Basis of Presentation                
Payments to Acquire Businesses and Interest in Affiliates £ 6.0 $ 6.0            
United States of America, Dollars | Buzzmove [Member]                
Basis of Presentation                
Payments to Acquire Businesses and Interest in Affiliates   $ 8.0