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Investments - Additional Information (Narrative) (Details) - USD ($)
1 Months Ended 12 Months Ended
Dec. 18, 2017
Jul. 26, 2016
Jan. 31, 2015
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Sep. 19, 2018
Sep. 18, 2018
May 01, 2018
Jan. 01, 2017
Oct. 02, 2012
Gain (Loss) on Securities [Line Items]                      
Catastrophe bonds, trading, cost       $ 36,200,000 $ 32,400,000            
Restricted assets       4,419,200,000 4,638,800,000            
Other investments       102,500,000 0            
Investment in the period       1,400,000 64,900,000            
Proceeds from sale of equity method investments       0 (9,300,000) $ 0          
Equity method investment, aggregate cost       67,100,000 66,400,000 12,100,000          
Investment funded       0              
Other-than-temporary impairment charge       $ 0 $ 700,000 0          
BBB Emerging Market Debt                      
Gain (Loss) on Securities [Line Items]                      
Percentage of investment       4.50%              
Real estate fund                      
Gain (Loss) on Securities [Line Items]                      
Percentage of investment       1.30%              
Managed portfolio                      
Gain (Loss) on Securities [Line Items]                      
Percentage of investment       5.80% 10.00%            
Bene                      
Gain (Loss) on Securities [Line Items]                      
Investment in the period   $ 3,300,000   $ 1,200,000 $ 0            
Gross realized and unrealized gains (loss)       (900,000) (300,000) (100,000)          
Proceeds from sale of equity method investments         0            
Equity method investment, ownership percentage   20.00%                  
Equity method investment, aggregate cost       3,200,000 2,900,000 3,200,000          
Equity method investment, cash payment       1,200,000              
Chaspark                      
Gain (Loss) on Securities [Line Items]                      
Investment in the period       0 0            
Percentage of ownership acquired                     58.50%
Gross realized and unrealized gains (loss)       0 900,000 300,000          
Proceeds from sale of equity method investments         (9,300,000)            
Equity method investment, aggregate cost       0 0 8,400,000          
MVI                      
Gain (Loss) on Securities [Line Items]                      
Investment in the period     $ 800,000 200,000 100,000            
Gross realized and unrealized gains (loss)       (200,000) (100,000) (300,000)          
Proceeds from sale of equity method investments         0            
Equity method investment, aggregate cost       500,000 500,000 500,000          
Digital Re                      
Gain (Loss) on Securities [Line Items]                      
Investment in the period       0 2,300,000            
Gross realized and unrealized gains (loss)       400,000 0 0          
Proceeds from sale of equity method investments         0            
Equity method investment, ownership percentage                   49.00%  
Equity method investment, aggregate cost       900,000 500,000 0       $ 2,300,000  
Crop Re                      
Gain (Loss) on Securities [Line Items]                      
Investment in the period       0 62,500,000            
Proceeds from sale of equity method investments         0            
Equity method investment, ownership percentage 23.20%                    
Equity method investment, aggregate cost $ 62,500,000     62,500,000 62,500,000 $ 0          
Equity method investment, cash payment $ 5,900,000                    
AgriLogic Consulting, LLC                      
Gain (Loss) on Securities [Line Items]                      
Equity method investment, ownership percentage               40.00%      
Equity method investment, aggregate cost               $ 0      
CGB Insurance Diversified Services, Inc. | Crop Re                      
Gain (Loss) on Securities [Line Items]                      
Equity method investment, counterparty ownership percentage 76.80%                    
Limited Partner | Real estate fund                      
Gain (Loss) on Securities [Line Items]                      
Restricted assets       0 100,000,000            
Other investments       $ 102,500,000 $ 0   $ 13,800,000   $ 86,200,000    
AgriLogic Consulting, LLC | Consulting Relationships | Disposal Group, Disposed of by Sale, Not Discontinued Operations [Member]                      
Gain (Loss) on Securities [Line Items]                      
Sale of interest in consulting business               60.00%