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Variable Interest Entities (Details)
$ in Millions
3 Months Ended 12 Months Ended
Dec. 31, 2016
USD ($)
trust
Sep. 30, 2016
USD ($)
Jun. 30, 2016
USD ($)
Mar. 31, 2016
USD ($)
Dec. 31, 2015
USD ($)
Sep. 30, 2015
USD ($)
Jun. 30, 2015
USD ($)
Mar. 31, 2015
USD ($)
Dec. 31, 2016
USD ($)
trust
director
Dec. 31, 2015
USD ($)
Dec. 31, 2014
USD ($)
Dec. 31, 2012
USD ($)
Variable Interest Entity [Line Items]                        
Percentage of par value of policy reinsured 15.00%               15.00%      
Other revenue                 $ 149.6 $ 147.3 $ 88.1  
Accumulated losses $ 2,797.2       $ 3,084.9       2,797.2 3,084.9    
Noncontrolling interest in VIE 133.9       454.8       133.9 454.8    
Non-controlling interest in consolidated subsidiaries $ (17.3) $ (3.1) $ 21.4 $ 6.3 6.1 $ (16.0) $ (0.9) $ (7.3) 7.3 (18.1) (22.2)  
Payments to Acquire Other Investments                 $ 39.5 78.0 114.7  
HG Global                        
Variable Interest Entity [Line Items]                        
Percentage of par value of policy reinsured 15.00%               15.00%      
Other revenue                 $ 0.0 0.0 $ 0.0  
Noncontrolling interest in VIE $ 16.6       17.1       16.6 17.1    
Star & Shield Insurance Exchange [Member]                        
Variable Interest Entity [Line Items]                        
Surplus notes         21.0         21.0    
Total assets related to consolidated VIE's 9.2       14.2       9.2 14.2    
Total liabilities related to consolidated VIE's 4.8       30.3       4.8 $ 30.3    
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               5.1      
Total liabilities related to consolidated VIE's 5.0               5.0      
Accumulated losses 0.5               0.5      
Accrued interest on surplus notes 0.6               0.6      
Common Stock | BAM                        
Variable Interest Entity [Line Items]                        
Issuance of notes                       $ 503.0
Star & Shield Insurance Exchange [Member]                        
Variable Interest Entity [Line Items]                        
Other revenue                 21.0      
Noncontrolling interest in VIE 4.4       (16.0)       $ 4.4 $ (16.0)    
BAM                        
Variable Interest Entity [Line Items]                        
Right to elect directors on board number | director                 2      
HG Global                        
Variable Interest Entity [Line Items]                        
Surplus notes 300.0               $ 300.0     $ 503.0
Noncontrolling interest in VIE $ 16.6       $ 17.1       $ 16.6 $ 17.1    
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