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Significant Transactions (Details)
$ / shares in Units, ₪ in Millions, $ in Millions
1 Months Ended 2 Months Ended 3 Months Ended 9 Months Ended
Sep. 30, 2015
USD ($)
$ / shares
Jan. 31, 2014
USD ($)
Oct. 31, 2011
USD ($)
Feb. 23, 2015
ILS (₪)
Feb. 23, 2015
USD ($)
Feb. 19, 2014
ILS (₪)
business
Feb. 19, 2014
USD ($)
business
Sep. 30, 2015
USD ($)
$ / shares
Jun. 30, 2015
ILS (₪)
Jun. 30, 2015
USD ($)
Dec. 31, 2014
USD ($)
Sep. 30, 2014
USD ($)
Mar. 31, 2014
USD ($)
Sep. 30, 2015
USD ($)
$ / shares
Sep. 30, 2014
USD ($)
Sep. 01, 2015
USD ($)
Jul. 27, 2015
USD ($)
Oct. 10, 2014
USD ($)
Jul. 01, 2014
Jun. 30, 2014
USD ($)
Mar. 14, 2014
USD ($)
Dec. 31, 2013
USD ($)
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Investments $ 3,709.5             $ 3,709.5     $ 3,742.4     $ 3,709.5                
Loss and loss adjustment expenses               170.0       $ 185.5   534.1 $ 527.3              
Payments to Acquire Businesses and Interest in Affiliates                           33.3 32.2              
Assets 10,346.0             10,346.0     10,455.7     10,346.0                
Goodwill 189.3             189.3   $ 169.2 168.9 23.8   189.3 23.8         $ 23.8   $ 0.0
Intangible Assets, Net (Excluding Goodwill) 192.4             192.4   $ 171.2 182.3 42.0   192.4 42.0         $ 44.6   $ 5.1
Goodwill and intangible assets 381.7             381.7     351.2     381.7                
Liabilities 6,139.7             6,139.7     5,917.3     6,139.7                
Payments to Acquire Additional Interest in Subsidiaries                           9.1 0.0              
Net Income (Loss) Attributable to Noncontrolling Interest               16.0       11.2   24.2 7.2              
QuoteLab                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Business Combination, Contingent Consideration, Liability                     7.9                      
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                      
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]                                            
Enterprise Value of Subsidiary                               $ 50.2            
PPCI Global Ltd. [Member]                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Jointly Owned Utility Plant, Proportionate Ownership Share                   50                        
Payments to Acquire Interest in Subsidiaries and Affiliates                   $ 21.0                        
OneTitle [Member]                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Agreed Upon Commitment of Contributed Capital                   13.0                        
Star & Shield Insurance Exchange                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Purchase of Surplus Notes 20.0             20.0           20.0                
Assets 16.3             16.3     13.5     16.3                
Liabilities $ 31.5             $ 31.5     $ 25.9     $ 31.5                
MediaAlpha                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Business Combination, Contingent Consideration, Liability                   $ 7.9                        
Payments to Acquire Businesses and Interest in Affiliates                         $ 28.1                  
Percentage of gross profit                                         62.50%  
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]                                            
Premiums Written, Percentage of Total           85.00% 85.00%                              
Number of lines of business | business           4 4                              
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                                        
Common Class A | durchblicker.at [Member]                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Ownership interest (as a percent)                                     45.00%      
Common Class A | MediaAlpha                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Ownership interest (as a percent)                                         60.00%  
Common Stock | TruBridge [Member]                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Ownership interest (as a percent)                               100.00%            
Common Stock | Cashboard [Member]                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Ownership interest (as a percent)         56.20%         68.30%                        
Common Stock | WOBI                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Ownership interest (as a percent) 95.30%           54.00% 95.30%           95.30%                
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               $ (0.9)       1.4   $ (2.8) $ 11.1              
Common Stock | TruBridge [Member]                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Payments to Acquire Businesses and Interest in Affiliates $ 31.0                                          
Euro Member Countries, Euro | Common Stock | durchblicker.at [Member]                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Payments to Acquire Businesses and Interest in Affiliates                       8.5                    
Israel, New Shekels                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Payments to Acquire Interest in Subsidiaries and Affiliates | ₪                 ₪ 10.0                          
Israel, New Shekels | Convertible Preferred Stock [Member] | WOBI                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Payments to Acquire Additional Interest in Subsidiaries | ₪                 25.0                          
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 | ₪                 ₪ 35.0                          
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 | ₪       ₪ 9.5                                    
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                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Payments to Acquire Interest in Subsidiaries and Affiliates                   $ 2.6                        
United States of America, Dollars | Convertible Preferred Stock [Member] | WOBI                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Payments to Acquire Additional Interest in Subsidiaries                   6.6                        
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                   $ 9.1                        
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             $ 8.5                              
United States of America, Dollars | Common Stock | durchblicker.at [Member]                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Payments to Acquire Businesses and Interest in Affiliates                       $ 11.7                    
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         $ 2.4                                  
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 Businesses and Interest in Affiliates             4.1                              
TruBridge [Member]                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Assets                               $ 53.8            
Goodwill                               20.1            
Intangible Assets, Net (Excluding Goodwill)                               28.1            
Liabilities                               $ 3.6            
Goodwill, Purchase Accounting Adjustments                           9.7                
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]                                            
Percentage of common shareholder's equity                                 127.30%          
Investments 510.8             510.8           510.8                
Sale of Sirius [Member]                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Additional cash that will be paid as part of the purchase price                                 $ 10.0          
Crop insurance [Member]                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Ceded Premiums Written               35.9                            
Ceded Premiums Earned               16.8                            
Loss and loss adjustment expenses               15.1                            
Ceded insurance Acquisition Expenses               2.8                            
Proceeds related from termination of agreement $ 3.0             $ 3.0           $ 3.0                
Symetra                                            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                            
Ownership interest (as a percent) 17.70%             17.70%     17.31%     17.70%                
Dividends | $ / shares               $ 0.50                            
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           $ 32.00