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Significant Transactions (Details)
$ / shares in Units, ₪ in Millions, $ in Millions
1 Months Ended 2 Months Ended 3 Months Ended
Feb. 01, 2016
USD ($)
Nov. 06, 2015
USD ($)
Sep. 30, 2015
USD ($)
Jan. 31, 2014
USD ($)
Oct. 31, 2011
USD ($)
Feb. 23, 2015
ILS (₪)
Feb. 23, 2015
USD ($)
Feb. 19, 2014
ILS (₪)
Feb. 19, 2014
USD ($)
Jun. 30, 2016
USD ($)
Mar. 31, 2016
USD ($)
$ / shares
Mar. 31, 2016
USD ($)
$ / shares
Jun. 30, 2015
ILS (₪)
Jun. 30, 2015
USD ($)
Mar. 31, 2015
USD ($)
Dec. 31, 2014
USD ($)
Mar. 31, 2014
USD ($)
Dec. 31, 2015
USD ($)
Sep. 01, 2015
USD ($)
Oct. 10, 2014
USD ($)
Mar. 14, 2014
USD ($)
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Other Investments                     $ (10.9)       $ (6.5)            
Investments                     3,639.7 $ 3,639.7           $ 4,280.7      
Sales of common equity securities                     767.5       59.9            
Loss and loss adjustment expenses                     161.1       167.9            
Payments to Acquire Businesses and Interest in Affiliates                     8.1       2.4            
Payment of contingent consideration                     (7.8)       0.0            
Assets                     10,391.8 10,391.8           10,282.6      
Goodwill                     187.9 187.9     169.2 $ 168.9   187.9      
Intangible Assets, Net (Excluding Goodwill)                     183.6 183.6     178.2 182.3   187.8      
Goodwill and intangible assets                     371.5 371.5           375.7      
Liabilities                     6,154.5 6,154.5           5,914.6      
Net Income (Loss) Attributable to Noncontrolling Interest                     (6.3)       7.3            
Cancerinsurance.com [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Interest in Subsidiaries and Affiliates   $ 3.1                                      
Cash   1.1                                      
Business Combination, Contingent Consideration, Liability                                   6.8      
Liabilities   $ 2.0                                      
Tranzact [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Interest in Subsidiaries and Affiliates         $ 177.7                                
Enterprise Value of Subsidiary                                       $ 281.2  
Proceeds from Contributions from Affiliates                               $ 44.2          
Business Combination, Contingent Consideration, Liability                                       $ 7.4  
Ownership interest (as a percent)                                       63.20%  
Assets                                       $ 332.8  
Tangible Assets                                       41.4  
Goodwill                                       145.1  
Intangible Assets, Net (Excluding Goodwill)                                       146.3  
Liabilities                                       $ 108.7  
TruBridge [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Interest in Subsidiaries and Affiliates     $ 31.0                                    
Ownership interest (as a percent)                                     100.00%    
Assets                                     $ 54.5    
Goodwill                                     18.7    
Intangible Assets, Net (Excluding Goodwill)                                     28.1    
Liabilities                                     $ 4.3    
Star & Shield Insurance Exchange                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Purchase of Surplus Notes                     21.0 21.0                  
Assets                     13.3 13.3           14.2      
Liabilities                     29.4 29.4           30.3      
MediaAlpha [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Businesses and Interest in Affiliates                                 $ 28.1        
Percentage of gross profit                                         62.50%
Payment of contingent consideration                     $ 7.8                    
Assets                                         $ 70.1
Goodwill                                         18.3
Goodwill and intangible assets                                         38.5
Liabilities                                         $ 10.0
WOBI                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Percentage of Business in the Insurance Market                     85.00%                    
Goodwill                 $ 5.5                        
Liabilities                 $ 0.7                        
Star & Shield LLC [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Businesses and Interest in Affiliates       $ 1.8                                  
Lowfares.com [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Businesses and Interest in Affiliates                       $ 3.9                  
OneBeacon [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Percentage of Quota Share Reinsurance Agreement                     50.00%                    
Common Class A | MediaAlpha [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Ownership interest (as a percent)                                         60.00%
Common Stock | WOBI                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Ownership interest (as a percent)                 54.00%   96.10% 96.10%                  
Non-controlling interest | Star & Shield Insurance Exchange                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Net Income (Loss) Attributable to Noncontrolling Interest                     $ (0.1)       (1.1)            
Israel, New Shekels | Common Stock | WOBI                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Additional Interest in Subsidiaries | ₪                         ₪ 91.4                
Israel, New Shekels | Preferred Stock [Member] | WOBI                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Businesses and Interest in Affiliates | ₪               ₪ 31.5                          
Israel, New Shekels | Common Stock | Cashboard [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Businesses and Interest in Affiliates | ₪           ₪ 35.9                              
Israel, New Shekels | Common Stock | WOBI                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Businesses and Interest in Affiliates | ₪               ₪ 14.4                          
United States of America, Dollars | Common Stock | WOBI                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Additional Interest in Subsidiaries                           $ 23.8              
United States of America, Dollars | Preferred Stock [Member] | WOBI                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Businesses and Interest in Affiliates                 $ 9.0                        
United States of America, Dollars | Common Stock | Cashboard [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Businesses and Interest in Affiliates             $ 8.9                            
United States of America, Dollars | Common Stock | WOBI                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Businesses and Interest in Affiliates                 4.1                        
Lowfares.com [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Payments to Acquire Businesses and Interest in Affiliates                 3.9                        
Cashboard [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Assets             5.5                            
Goodwill             0.3                            
Intangible Assets, Net (Excluding Goodwill)             2.8                            
Liabilities             $ 1.2                            
WOBI                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Assets                 13.4                        
Intangible Assets, Net (Excluding Goodwill)                 $ 2.9                        
Sirius Group                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Proceeds from Divestiture of Interest in Subsidiaries and Affiliates                   $ 2,600.0                      
Payments to Acquire Other Investments                   161.8                      
Investments                     $ 161.8 $ 161.8           686.2      
Essentia [Member] | OneBeacon [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Gain (Loss) from Adjustments to Prior Period Extraordinary Items                             $ 3.7            
Crop insurance [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Proceeds related from termination of agreement                                   3.0      
Percentage of Quota Share Reinsurance Agreement                     100.00%                    
Symetra                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Sales of common equity securities $ 658.0                                        
Expected [Member] | Symetra                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Dividends Payable, Amount Per Share | $ / shares                     $ 32.00 $ 32.00                  
Symetra                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Sales of common equity securities                     $ 658.0                    
Symetra | Sirius Group                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Investments                                   $ 528.6      
UNITED STATES                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Industry Loss Warranty Limit on Contract                     45.0                    
Industry Loss Trigger on Industry Loss Warranty                     15,000.0                    
JAPAN                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Industry Loss Warranty Limit on Contract                     25.0                    
Industry Loss Trigger on Industry Loss Warranty                     12,500.0                    
Combination One [Member] | UNITED STATES                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Industry Loss Warranty Limit on Contract                     75.0                    
Industry Loss Trigger on Industry Loss Warranty                     40,000.0                    
Combination Two [Member] | UNITED STATES                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Industry Loss Warranty Limit on Contract                     22.5                    
Industry Loss Trigger on Industry Loss Warranty                     $ 50,000.0                    
Subsequent Event [Member]                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Proceeds from Divestiture of Interest in Subsidiaries and Affiliates                   2,600.0                      
Payments to Acquire Other Investments                   161.8                      
Subsequent Event [Member] | Sirius Group                                          
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                          
Proceeds from Divestiture of Interest in Subsidiaries and Affiliates                   2,592.0                      
Payments to Acquire Other Investments                   $ 161.8