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Variable Interest Entities (Details)
$ in Millions
3 Months Ended 12 Months Ended
Dec. 31, 2015
USD ($)
trust
Sep. 30, 2015
USD ($)
Jun. 30, 2015
USD ($)
Mar. 31, 2015
USD ($)
Dec. 31, 2014
USD ($)
Sep. 30, 2014
USD ($)
Jun. 30, 2014
USD ($)
Mar. 31, 2014
USD ($)
Dec. 31, 2015
USD ($)
trust
director
Dec. 31, 2014
USD ($)
Dec. 31, 2013
USD ($)
Dec. 31, 2012
USD ($)
Variable Interest Entity [Line Items]                        
Percentage of par value of policy reinsured 15.00%               15.00%      
Accumulated losses $ 3,084.9       $ 3,010.5       $ 3,084.9 $ 3,010.5    
Noncontrolling interest in VIE 454.8       542.7       454.8 542.7    
Non-controlling interest in consolidated subsidiaries $ 6.1 $ (16.0) $ (0.9) $ (7.3) (15.0) $ (11.2) $ 4.6 $ (0.6) (18.1) (22.2) $ (12.5)  
Payments to Acquire Other Investments                 $ 78.0 114.7 $ 22.0  
HG Global                        
Variable Interest Entity [Line Items]                        
Percentage of par value of policy reinsured 15.00%               15.00%      
Noncontrolling interest in VIE $ 17.1       17.9       $ 17.1 17.9    
Star & Shield Insurance Exchange [Member]                        
Variable Interest Entity [Line Items]                        
Surplus notes 21.0               21.0      
Total assets related to consolidated VIE's 14.2       13.5       14.2 13.5    
Total liabilities related to consolidated VIE's 30.3       25.9       30.3 25.9    
Accumulated losses 16.0               $ 16.0      
Prospector                        
Variable Interest Entity [Line Items]                        
Variable Interest Entity, Qualitative or Quantitative Information, Ownership Percentage                 67.60%      
Houston General Insurance [Member]                        
Variable Interest Entity [Line Items]                        
Surplus notes 5.0               $ 5.0      
Total assets related to consolidated VIE's 5.1       2.4       5.1 2.4    
Total liabilities related to consolidated VIE's 5.0       4.0       5.0 4.0    
Accumulated losses 0.2               0.2      
Accrued interest on surplus notes $ 0.3               $ 0.3      
Common Stock | BAM                        
Variable Interest Entity [Line Items]                        
Issuance of notes                       $ 503.0
BAM                        
Variable Interest Entity [Line Items]                        
Right to elect directors on board number | director                 2      
HG Global                        
Variable Interest Entity [Line Items]                        
Percentage of par value of policy reinsured 15.00%               15.00%      
Surplus notes                       $ 503.0
Noncontrolling interest in VIE $ 17.1       $ 17.9       $ 17.1 $ 17.9    
First Loss Reinsurance Treaty [Member] | HG Global                        
Variable Interest Entity [Line Items]                        
Percentage of par value of policy reinsured 15.00%               15.00%      
First Loss Reinsurance Treaty [Member] | BAM                        
Variable Interest Entity [Line Items]                        
Percentage of Premiums 60.00%               60.00%      
First Loss Reinsurance Treaty [Member] | HG Global                        
Variable Interest Entity [Line Items]                        
Number of Trust | trust 2               2      
Amendment [Member] | Houston General Insurance [Member]                        
Variable Interest Entity [Line Items]                        
Surplus notes $ 5.0               $ 5.0