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Significant Transactions (Details)
£ in Millions
3 Months Ended 6 Months Ended
May 11, 2018
USD ($)
Jan. 24, 2018
USD ($)
Oct. 05, 2017
USD ($)
shares
Sep. 28, 2017
USD ($)
Jun. 30, 2018
USD ($)
Jun. 30, 2017
USD ($)
Jun. 30, 2018
USD ($)
Jun. 30, 2017
USD ($)
May 18, 2018
GBP (£)
May 18, 2018
USD ($)
Feb. 05, 2018
USD ($)
Dec. 31, 2017
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                        
Purchases of consolidated subsidiaries, net of cash acquired             $ 252,100,000 $ 0        
Noncontrolling interest acquired $ 14,300,000                      
(Loss) gain from sale of discontinued operations, net of tax         $ 0 $ (600,000) $ 100,000 $ (1,600,000)        
Healthplans.com                        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                        
Purchases of consolidated subsidiaries, net of cash acquired     $ 28,000,000                  
MediaAlpha                        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                        
Ownership interest (as a percent)         62.30%   62.30%         64.40%
OneBeacon                        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                        
Sales of unconsolidated affiliates and consolidated subsidiaries, net of cash sold       $ 1,300,000,000                
(Loss) gain from sale of discontinued operations, net of tax       $ 554,600,000                
NSM Insurance HoldCo, LLC                        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                        
Ownership interest (as a percent) 95.00%                      
Purchases of consolidated subsidiaries, net of cash acquired $ 274,200,000.0                      
Assets acquired 494,100,000                      
Goodwill and intangible assets acquired 381,900,000                      
Liabilities acquired $ 205,700,000                      
Transaction costs         $ 6,300,000              
Fresh Insurance Services Group Limited                        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                        
Ownership interest (as a percent)                 100.00% 100.00%    
Assets acquired                   $ 69,900,000    
Goodwill and intangible assets acquired                   54,300,000    
Liabilities acquired                   20,300,000    
DavidShield & PassportCard                        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                        
Ownership interest (as a percent)   50.00%                    
Equity method investment, aggregate cost   $ 41,800,000                    
Payments to acquire business, net   $ 28,300,000                    
Kudu Investment Management, LLC                        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                        
Ownership interest (as a percent)         50.00%   50.00%         0.00%
Equity method investment, aggregate cost         $ 1,800,000   $ 1,800,000       $ 127,500,000  
Capital Unit, Class A | MediaAlpha                        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                        
Capital units, purchased | shares     131,579                  
Capital units, value     $ 12,500,000                  
United Kingdom, Pounds | Fresh Insurance Services Group Limited                        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                        
Equity method investment, aggregate cost | £                 £ 36.6      
Contingent consideration | £                 £ 5.6      
United States of America, Dollars | Fresh Insurance Services Group Limited                        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                        
Equity method investment, aggregate cost                   49,600,000    
Contingent consideration                   $ 7,500,000