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Investments - Other Investments (Details) - USD ($)
$ in Millions
1 Months Ended 12 Months Ended
Dec. 14, 2020
Jul. 26, 2016
Jan. 31, 2015
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Equity Method Investment, Aggregate Cost [Roll Forward]              
Opening undistributed value of investment, beginning balance       $ 67.9 $ 67.1    
Investment in the period       0.5 1.1    
Unrealized gain/(loss) for the period       (0.7) (0.3)    
Equity method investment, realized gain (loss) on disposal       10.4      
Proceeds from Sale of Equity Method Investments       (77.2)      
Closing value of investment, ending balance       0.9 67.9 $ 67.1  
MVI              
Equity Method Investment, Aggregate Cost [Roll Forward]              
Opening undistributed value of investment, beginning balance       0.4 0.5    
Investment in the period     $ 0.8 0.0 0.0 0.2 $ 0.1
Unrealized gain/(loss) for the period       (0.4) (0.1)    
Equity method investment, realized gain (loss) on disposal       0.0      
Proceeds from Sale of Equity Method Investments       0.0      
Closing value of investment, ending balance       0.0 0.4 0.5  
Bene              
Equity Method Investment, Aggregate Cost [Roll Forward]              
Opening undistributed value of investment, beginning balance       4.3 3.2    
Investment in the period   $ 3.3          
Equity method investment, cash payment       0.0 1.1 1.2  
Unrealized gain/(loss) for the period       0.0 0.0    
Equity method investment, realized gain (loss) on disposal       1.8      
Proceeds from Sale of Equity Method Investments       (6.1)      
Closing value of investment, ending balance       0.0 4.3 3.2  
Digital Re              
Equity Method Investment, Aggregate Cost [Roll Forward]              
Opening undistributed value of investment, beginning balance       0.7 0.9    
Investment in the period       0.0 0.0    
Unrealized gain/(loss) for the period       (0.3) (0.2)    
Equity method investment, realized gain (loss) on disposal       0.0      
Proceeds from Sale of Equity Method Investments       0.0      
Closing value of investment, ending balance       0.4 0.7 0.9  
Crop Re              
Equity Method Investment, Aggregate Cost [Roll Forward]              
Opening undistributed value of investment, beginning balance       62.5 62.5    
Investment in the period       0.0 0.0    
Unrealized gain/(loss) for the period       0.0 0.0    
Equity method investment, realized gain (loss) on disposal $ 71.1     8.6      
Proceeds from Sale of Equity Method Investments       (71.1)      
Closing value of investment, ending balance       0.0 62.5 62.5  
Multi-Line Insurer              
Equity Method Investment, Aggregate Cost [Roll Forward]              
Opening undistributed value of investment, beginning balance       0.0 0.0    
Investment in the period       0.5 0.0    
Unrealized gain/(loss) for the period       0.0 0.0    
Equity method investment, realized gain (loss) on disposal       0.0      
Proceeds from Sale of Equity Method Investments       0.0      
Closing value of investment, ending balance       $ 0.5 $ 0.0 $ 0.0