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Held for Sale and Discontinued Operations - Financial Statement Disclosures (Details) - USD ($)
$ in Millions
3 Months Ended 12 Months Ended
Sep. 28, 2017
Mar. 31, 2018
Dec. 31, 2017
Mar. 31, 2017
Dec. 31, 2016
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]          
Earned insurance premiums   $ 3.0   $ 3.0  
Net investment income   19.7   12.8  
Net realized and unrealized investment gains   (53.7)   36.3  
Total revenues   42.1   88.8  
Loss and loss adjustment expenses       1.1  
Insurance acquisition expenses   1.4   1.3  
Other underwriting expenses   0.1   0.1  
General and administrative expenses   47.9   60.7  
Interest expense   0.6   0.4  
Total expenses   108.1   92.4  
Net (loss) income from discontinued operations, net of tax   0.0   32.3  
Gain from sale of other discontinued operations, net of tax   0.1 $ 0.1 (1.0)  
Total income (loss) from discontinued operations   0.1   31.3  
Total comprehensive income (loss)   (48.0)   29.2  
Sirius Group          
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]          
Gain from sale of other discontinued operations, net of tax         $ 363.2
OneBeacon          
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]          
Net (loss) income from discontinued operations, net of tax   32.3      
Gain from sale of other discontinued operations, net of tax $ 554.6        
Tranzact          
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]          
Earned insurance premiums       0.0  
Net investment income       0.0  
Net realized and unrealized investment gains       0.0  
Other revenue       0.0  
Total revenues       0.0  
Loss and loss adjustment expenses       0.0  
Insurance acquisition expenses       0.0  
Other underwriting expenses       0.0  
General and administrative expenses       0.0  
Interest expense       0.0  
Total expenses       0.0  
Pre-tax income       0.0  
Income tax expense       0.0 30.2
Net (loss) income from discontinued operations, net of tax       0.0  
Gain from sale of other discontinued operations, net of tax         $ 51.9
Total comprehensive income (loss)       (1.0)  
Discontinued Operations          
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]          
Total income (loss) from discontinued operations   0.1   31.3  
Discontinued Operations | Sirius Group          
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]          
Earned insurance premiums   0.0      
Net investment income   0.0      
Net realized and unrealized investment gains   0.0      
Other revenue   0.0      
Total revenues   0.0      
Loss and loss adjustment expenses   0.0      
Insurance acquisition expenses   0.0      
Other underwriting expenses   0.0      
General and administrative expenses   0.0      
Interest expense   0.0      
Total expenses   0.0      
Pre-tax income   0.0      
Income tax expense   0.0      
Net (loss) income from discontinued operations, net of tax   0.0      
Gain from sale of other discontinued operations, net of tax   0.1      
Total income (loss) from discontinued operations   0.1      
Total comprehensive income (loss)   0.1      
Discontinued Operations | Sirius Group | Net gain (loss) from sale of discontinued operations          
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]          
Gain from sale of other discontinued operations, net of tax   0.1      
Discontinued Operations | OneBeacon          
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]          
Earned insurance premiums       261.8  
Net investment income       12.2  
Net realized and unrealized investment gains       15.0  
Other revenue       3.4  
Total revenues       292.4  
Loss and loss adjustment expenses       150.6  
Insurance acquisition expenses       45.3  
Other underwriting expenses       51.7  
General and administrative expenses       5.0  
Interest expense       3.3  
Total expenses       255.9  
Pre-tax income       36.5  
Income tax expense       (4.2)  
Net (loss) income from discontinued operations, net of tax       32.3  
Total income (loss) from discontinued operations       32.3  
Net change in foreign currency translation and benefit plan assets and obligations       (0.1)  
Total comprehensive income (loss)       32.2  
Discontinued Operations | Total          
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]          
Earned insurance premiums   0.0   261.8  
Net investment income   0.0   12.2  
Net realized and unrealized investment gains   0.0   15.0  
Other revenue   0.0   3.4  
Total revenues   0.0   292.4  
Loss and loss adjustment expenses   0.0   150.6  
Insurance acquisition expenses   0.0   45.3  
Other underwriting expenses   0.0   51.7  
General and administrative expenses   0.0   5.0  
Interest expense   0.0   3.3  
Total expenses   0.0   255.9  
Pre-tax income   0.0   36.5  
Income tax expense   0.0   (4.2)  
Net (loss) income from discontinued operations, net of tax   0.0   32.3  
Total income (loss) from discontinued operations   0.1   31.3  
Net change in foreign currency translation and benefit plan assets and obligations   0.0   (0.1)  
Total comprehensive income (loss)   0.1   31.2  
Discontinued Operations | Total | Net gain (loss) from sale of discontinued operations          
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]          
Gain from sale of other discontinued operations, net of tax   $ 0.1   (1.0)  
Discontinued Operations | Tranzact          
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]          
Gain from sale of other discontinued operations, net of tax       (1.0)  
Total income (loss) from discontinued operations       (1.0)  
Discontinued Operations | Tranzact | Net gain (loss) from sale of discontinued operations          
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]          
Gain from sale of other discontinued operations, net of tax       $ (1.0)