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Held for Sale and Discontinued Operations (Details) - USD ($)
$ in Millions
12 Months Ended
Aug. 20, 2020
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Discontinued Operations        
Loss on sale of discontinued operations   $ (2.3) $ 0.8 $ (17.2)
Corporate Aircraft        
Discontinued Operations        
Assets held for sale   1.7    
Sirius Group        
Discontinued Operations        
Loss on sale of discontinued operations       (17.3)
Discontinued operations, liability     16.5  
Connecticut | Held for Sale        
Discontinued Operations        
Proceeds from sale of property held-for-sale $ 2.3      
Realized gain losses on sales of other real estate   (0.1)    
Assets held for sale   0.7 3.0  
Swedish Tax Authority | Sirius Group        
Discontinued Operations        
Loss contingency due to foreign currency translations   (2.3) 0.8 $ (17.3)
Swedish Tax Authority | Sirius Group | Sirius Group        
Discontinued Operations        
Loss contingency accrual   18.7 $ 16.5  
Loss contingency due to foreign currency translations   $ 2.2