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Reserves for Losses and Adjustment Expenses Short-duration Insurance Contracts, Claims by Accident Year (Details)
$ in Millions
Dec. 31, 2018
USD ($)
Integer
Dec. 31, 2017
USD ($)
Dec. 31, 2016
USD ($)
Dec. 31, 2015
USD ($)
Dec. 31, 2014
USD ($)
Dec. 31, 2013
USD ($)
Dec. 31, 2012
USD ($)
Claims Development [Line Items]              
Liability for claims and claim adjustment expenses, net of reinsurance $ 4,944.4            
Property Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 1,296.6            
Cumulative paid claims and allocated claim adjustment expense, Net 1,046.3            
All outstanding liabilities for 2012 and subsequent years, net of reinsurance 250.3            
All outstanding liabilities before 2012, net of reinsurance 3.1            
Liability for claims and claim adjustment expenses, net of reinsurance 253.4            
Casualty Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 983.2            
Cumulative paid claims and allocated claim adjustment expense, Net 361.0            
All outstanding liabilities for 2012 and subsequent years, net of reinsurance 622.2            
All outstanding liabilities before 2012, net of reinsurance 43.3            
Liability for claims and claim adjustment expenses, net of reinsurance 665.5            
Marine, Aviation and Energy Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 1,855.8            
Cumulative paid claims and allocated claim adjustment expense, Net 1,263.1            
All outstanding liabilities for 2012 and subsequent years, net of reinsurance 592.7            
All outstanding liabilities before 2012, net of reinsurance 29.1            
Liability for claims and claim adjustment expenses, net of reinsurance 621.8            
Financial and Professional Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 1,064.0            
Cumulative paid claims and allocated claim adjustment expense, Net 502.8            
All outstanding liabilities for 2012 and subsequent years, net of reinsurance 561.2            
All outstanding liabilities before 2012, net of reinsurance 20.0            
Liability for claims and claim adjustment expenses, net of reinsurance 581.2            
Property Catastrophe and Other Property Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 1,903.9            
Cumulative paid claims and allocated claim adjustment expense, Net 1,381.3            
All outstanding liabilities for 2012 and subsequent years, net of reinsurance 522.6            
All outstanding liabilities before 2012, net of reinsurance 20.0            
Liability for claims and claim adjustment expenses, net of reinsurance 542.6            
Casualty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 1,572.6            
Cumulative paid claims and allocated claim adjustment expense, Net 501.6            
All outstanding liabilities for 2012 and subsequent years, net of reinsurance 1,071.0            
All outstanding liabilities before 2012, net of reinsurance 485.1            
Liability for claims and claim adjustment expenses, net of reinsurance 1,556.1            
Specialty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 1,602.0            
Cumulative paid claims and allocated claim adjustment expense, Net 919.7            
All outstanding liabilities for 2012 and subsequent years, net of reinsurance 682.3            
All outstanding liabilities before 2012, net of reinsurance 41.5            
Liability for claims and claim adjustment expenses, net of reinsurance 723.8            
Accident Year 2012 | Property Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 151.9 $ 152.9 $ 158.8 $ 164.4 $ 165.6 $ 166.8 $ 168.5
Incurred but Not Reported (IBNR) Claims Liability, Net $ 0.0            
Number of Reported Claims | Integer 6,141            
Cumulative paid claims and allocated claim adjustment expense, Net $ 152.5 153.1 155.7 151.7 137.9 128.5 41.1
Accident Year 2012 | Casualty Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 67.6 65.7 68.0 60.1 69.0 61.8 77.1
Incurred but Not Reported (IBNR) Claims Liability, Net $ 7.9            
Number of Reported Claims | Integer 2,869            
Cumulative paid claims and allocated claim adjustment expense, Net $ 49.3 48.5 40.2 29.3 13.9 6.5 1.3
Accident Year 2012 | Marine, Aviation and Energy Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 316.1 327.8 331.6 346.1 325.5 306.0 268.5
Incurred but Not Reported (IBNR) Claims Liability, Net $ 2.7            
Number of Reported Claims | Integer 3,807            
Cumulative paid claims and allocated claim adjustment expense, Net $ 273.3 250.5 239.6 210.9 174.6 132.2 51.5
Accident Year 2012 | Financial and Professional Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 99.8 88.4 92.8 95.8 92.6 89.0 87.5
Incurred but Not Reported (IBNR) Claims Liability, Net $ 6.6            
Number of Reported Claims | Integer 573            
Cumulative paid claims and allocated claim adjustment expense, Net $ 79.0 69.7 64.5 58.7 50.3 39.4 22.8
Accident Year 2012 | Property Catastrophe and Other Property Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 271.9 279.5 282.5 279.1 286.6 303.4 280.1
Incurred but Not Reported (IBNR) Claims Liability, Net $ 11.2            
Number of Reported Claims | Integer 669            
Cumulative paid claims and allocated claim adjustment expense, Net $ 232.3 227.8 216.7 209.1 188.9 135.8 35.6
Accident Year 2012 | Casualty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 240.7 231.7 230.6 233.5 242.2 231.1 232.9
Incurred but Not Reported (IBNR) Claims Liability, Net $ 42.9            
Number of Reported Claims | Integer 1,735            
Cumulative paid claims and allocated claim adjustment expense, Net $ 133.6 116.9 95.7 65.1 41.7 17.5 2.2
Accident Year 2012 | Specialty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 169.9 173.5 172.9 174.6 188.9 199.7 176.4
Incurred but Not Reported (IBNR) Claims Liability, Net $ 8.4            
Number of Reported Claims | Integer 628            
Cumulative paid claims and allocated claim adjustment expense, Net $ 151.1 149.8 144.5 139.1 129.0 93.9 $ 25.1
Accident Year 2013 | Property Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 110.6 112.5 111.5 115.8 116.1 128.7  
Incurred but Not Reported (IBNR) Claims Liability, Net $ 0.6            
Number of Reported Claims | Integer 4,992            
Cumulative paid claims and allocated claim adjustment expense, Net $ 107.4 104.6 100.1 88.2 75.0 38.3  
Accident Year 2013 | Casualty Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 103.2 102.0 119.0 113.6 115.0 131.2  
Incurred but Not Reported (IBNR) Claims Liability, Net $ 11.6            
Number of Reported Claims | Integer 3,161            
Cumulative paid claims and allocated claim adjustment expense, Net $ 79.7 67.4 52.3 39.0 25.5 2.2  
Accident Year 2013 | Marine, Aviation and Energy Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 346.2 332.6 325.5 342.0 333.4 320.6  
Incurred but Not Reported (IBNR) Claims Liability, Net $ 6.0            
Number of Reported Claims | Integer 4,171            
Cumulative paid claims and allocated claim adjustment expense, Net $ 284.1 264.4 235.0 204.7 131.4 41.5  
Accident Year 2013 | Financial and Professional Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 90.8 99.7 100.7 104.0 99.8 105.2  
Incurred but Not Reported (IBNR) Claims Liability, Net $ 12.0            
Number of Reported Claims | Integer 571            
Cumulative paid claims and allocated claim adjustment expense, Net $ 72.0 63.6 65.3 31.1 21.0 8.0  
Accident Year 2013 | Property Catastrophe and Other Property Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 172.9 176.2 177.7 188.9 198.8 216.8  
Incurred but Not Reported (IBNR) Claims Liability, Net $ 2.1            
Number of Reported Claims | Integer 806            
Cumulative paid claims and allocated claim adjustment expense, Net $ 164.2 162.6 158.0 146.0 98.0 34.4  
Accident Year 2013 | Casualty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 199.9 204.7 221.7 224.3 229.0 213.8  
Incurred but Not Reported (IBNR) Claims Liability, Net $ 44.8            
Number of Reported Claims | Integer 1,605            
Cumulative paid claims and allocated claim adjustment expense, Net $ 114.3 92.4 64.7 42.5 15.8 3.4  
Accident Year 2013 | Specialty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 115.6 119.5 120.2 131.9 139.8 144.6  
Incurred but Not Reported (IBNR) Claims Liability, Net $ 5.5            
Number of Reported Claims | Integer 568            
Cumulative paid claims and allocated claim adjustment expense, Net $ 101.6 101.6 94.6 87.3 71.3 $ 25.1  
Accident Year 2014 | Property Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 133.4 134.2 133.5 156.3 164.3    
Incurred but Not Reported (IBNR) Claims Liability, Net $ 1.7            
Number of Reported Claims | Integer 8,740            
Cumulative paid claims and allocated claim adjustment expense, Net $ 127.1 123.1 113.5 86.1 40.2    
Accident Year 2014 | Casualty Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 134.3 127.2 137.2 125.4 142.9    
Incurred but Not Reported (IBNR) Claims Liability, Net $ 23.4            
Number of Reported Claims | Integer 3,628            
Cumulative paid claims and allocated claim adjustment expense, Net $ 71.9 58.8 32.2 13.1 2.6    
Accident Year 2014 | Marine, Aviation and Energy Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 305.8 310.3 298.7 313.8 309.6    
Incurred but Not Reported (IBNR) Claims Liability, Net $ 9.5            
Number of Reported Claims | Integer 4,001            
Cumulative paid claims and allocated claim adjustment expense, Net $ 232.4 209.7 189.1 116.6 53.4    
Accident Year 2014 | Financial and Professional Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 130.5 119.3 129.0 130.3 134.5    
Incurred but Not Reported (IBNR) Claims Liability, Net $ 17.3            
Number of Reported Claims | Integer 795            
Cumulative paid claims and allocated claim adjustment expense, Net $ 86.3 72.0 53.4 30.6 2.9    
Accident Year 2014 | Property Catastrophe and Other Property Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 150.7 150.4 161.7 177.5 190.2    
Incurred but Not Reported (IBNR) Claims Liability, Net $ 4.7            
Number of Reported Claims | Integer 863            
Cumulative paid claims and allocated claim adjustment expense, Net $ 141.6 137.7 127.6 101.0 37.6    
Accident Year 2014 | Casualty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 202.5 209.1 215.8 207.3 204.4    
Incurred but Not Reported (IBNR) Claims Liability, Net $ 56.1            
Number of Reported Claims | Integer 1,636            
Cumulative paid claims and allocated claim adjustment expense, Net $ 86.3 60.2 37.8 13.8 2.5    
Accident Year 2014 | Specialty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 126.4 123.6 132.6 140.7 152.4    
Incurred but Not Reported (IBNR) Claims Liability, Net $ 10.9            
Number of Reported Claims | Integer 610            
Cumulative paid claims and allocated claim adjustment expense, Net $ 100.1 89.6 81.6 56.7 $ 16.6    
Accident Year 2015 | Property Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 200.0 197.7 203.0 237.4      
Incurred but Not Reported (IBNR) Claims Liability, Net $ 9.1            
Number of Reported Claims | Integer 10,319            
Cumulative paid claims and allocated claim adjustment expense, Net $ 177.5 168.4 141.0 56.9      
Accident Year 2015 | Casualty Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 201.6 184.1 221.5 201.5      
Incurred but Not Reported (IBNR) Claims Liability, Net $ 33.6            
Number of Reported Claims | Integer 4,463            
Cumulative paid claims and allocated claim adjustment expense, Net $ 91.8 56.0 16.8 3.1      
Accident Year 2015 | Marine, Aviation and Energy Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 285.8 281.9 299.8 297.1      
Incurred but Not Reported (IBNR) Claims Liability, Net $ 17.6            
Number of Reported Claims | Integer 4,001            
Cumulative paid claims and allocated claim adjustment expense, Net $ 193.7 174.0 123.3 44.9      
Accident Year 2015 | Financial and Professional Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 189.0 184.9 174.9 173.5      
Incurred but Not Reported (IBNR) Claims Liability, Net $ 60.3            
Number of Reported Claims | Integer 1,080            
Cumulative paid claims and allocated claim adjustment expense, Net $ 89.2 69.9 43.4 13.7      
Accident Year 2015 | Property Catastrophe and Other Property Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 156.9 177.6 187.8 214.9      
Incurred but Not Reported (IBNR) Claims Liability, Net $ 4.6            
Number of Reported Claims | Integer 991            
Cumulative paid claims and allocated claim adjustment expense, Net $ 139.4 126.6 95.2 35.9      
Accident Year 2015 | Casualty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 212.8 210.4 200.9 193.8      
Incurred but Not Reported (IBNR) Claims Liability, Net $ 74.7            
Number of Reported Claims | Integer 1,664            
Cumulative paid claims and allocated claim adjustment expense, Net $ 65.5 38.4 18.0 3.5      
Accident Year 2015 | Specialty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 159.8 165.4 170.9 166.9      
Incurred but Not Reported (IBNR) Claims Liability, Net $ 18.8            
Number of Reported Claims | Integer 761            
Cumulative paid claims and allocated claim adjustment expense, Net $ 122.6 104.6 56.8 $ 17.7      
Accident Year 2016 | Property Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 242.6 247.7 236.7        
Incurred but Not Reported (IBNR) Claims Liability, Net $ 12.4            
Number of Reported Claims | Integer 9,431            
Cumulative paid claims and allocated claim adjustment expense, Net $ 200.2 167.8 66.5        
Accident Year 2016 | Casualty Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 181.6 186.3 215.3        
Incurred but Not Reported (IBNR) Claims Liability, Net $ 81.8            
Number of Reported Claims | Integer 4,388            
Cumulative paid claims and allocated claim adjustment expense, Net $ 39.6 22.5 4.1        
Accident Year 2016 | Marine, Aviation and Energy Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 229.6 230.5 260.9        
Incurred but Not Reported (IBNR) Claims Liability, Net $ 32.7            
Number of Reported Claims | Integer 4,373            
Cumulative paid claims and allocated claim adjustment expense, Net $ 142.8 82.6 30.9        
Accident Year 2016 | Financial and Professional Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 215.6 211.1 190.3        
Incurred but Not Reported (IBNR) Claims Liability, Net $ 83.4            
Number of Reported Claims | Integer 1,303            
Cumulative paid claims and allocated claim adjustment expense, Net $ 94.9 71.2 15.2        
Accident Year 2016 | Property Catastrophe and Other Property Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 268.2 269.8 269.9        
Incurred but Not Reported (IBNR) Claims Liability, Net $ 23.2            
Number of Reported Claims | Integer 1,211            
Cumulative paid claims and allocated claim adjustment expense, Net $ 204.3 163.3 56.3        
Accident Year 2016 | Casualty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 244.9 245.2 232.6        
Incurred but Not Reported (IBNR) Claims Liability, Net $ 115.0            
Number of Reported Claims | Integer 1,416            
Cumulative paid claims and allocated claim adjustment expense, Net $ 63.9 33.5 9.1        
Accident Year 2016 | Specialty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 238.7 240.7 239.8        
Incurred but Not Reported (IBNR) Claims Liability, Net $ 37.9            
Number of Reported Claims | Integer 902            
Cumulative paid claims and allocated claim adjustment expense, Net $ 166.2 151.4 $ 58.9        
Accident Year 2017 | Property Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 257.0 293.9          
Incurred but Not Reported (IBNR) Claims Liability, Net $ 23.6            
Number of Reported Claims | Integer 7,722            
Cumulative paid claims and allocated claim adjustment expense, Net $ 212.3 96.0          
Accident Year 2017 | Casualty Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 173.1 179.6          
Incurred but Not Reported (IBNR) Claims Liability, Net $ 82.7            
Number of Reported Claims | Integer 4,815            
Cumulative paid claims and allocated claim adjustment expense, Net $ 24.7 3.5          
Accident Year 2017 | Marine, Aviation and Energy Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 200.9 210.6          
Incurred but Not Reported (IBNR) Claims Liability, Net $ 44.5            
Number of Reported Claims | Integer 5,939            
Cumulative paid claims and allocated claim adjustment expense, Net $ 108.1 40.2          
Accident Year 2017 | Financial and Professional Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 181.9 205.9          
Incurred but Not Reported (IBNR) Claims Liability, Net $ 102.1            
Number of Reported Claims | Integer 1,760            
Cumulative paid claims and allocated claim adjustment expense, Net $ 57.6 27.1          
Accident Year 2017 | Property Catastrophe and Other Property Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 534.8 557.8          
Incurred but Not Reported (IBNR) Claims Liability, Net $ 47.5            
Number of Reported Claims | Integer 1,846            
Cumulative paid claims and allocated claim adjustment expense, Net $ 374.7 123.4          
Accident Year 2017 | Casualty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 242.7 244.7          
Incurred but Not Reported (IBNR) Claims Liability, Net $ 158.7            
Number of Reported Claims | Integer 1,085            
Cumulative paid claims and allocated claim adjustment expense, Net $ 30.8 8.9          
Accident Year 2017 | Specialty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 393.0 380.5          
Incurred but Not Reported (IBNR) Claims Liability, Net $ 81.1            
Number of Reported Claims | Integer 1,191            
Cumulative paid claims and allocated claim adjustment expense, Net $ 250.2 $ 95.0          
Accident Year 2018 | Property Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 201.1            
Incurred but Not Reported (IBNR) Claims Liability, Net $ 31.4            
Number of Reported Claims | Integer 5,694            
Cumulative paid claims and allocated claim adjustment expense, Net $ 69.3            
Accident Year 2018 | Casualty Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 121.8            
Incurred but Not Reported (IBNR) Claims Liability, Net $ 103.7            
Number of Reported Claims | Integer 3,918            
Cumulative paid claims and allocated claim adjustment expense, Net $ 4.0            
Accident Year 2018 | Marine, Aviation and Energy Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 171.4            
Incurred but Not Reported (IBNR) Claims Liability, Net $ 85.3            
Number of Reported Claims | Integer 3,212            
Cumulative paid claims and allocated claim adjustment expense, Net $ 28.7            
Accident Year 2018 | Financial and Professional Insurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 156.4            
Incurred but Not Reported (IBNR) Claims Liability, Net $ 124.7            
Number of Reported Claims | Integer 4,221            
Cumulative paid claims and allocated claim adjustment expense, Net $ 23.8            
Accident Year 2018 | Property Catastrophe and Other Property Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 348.5            
Incurred but Not Reported (IBNR) Claims Liability, Net $ 182.8            
Number of Reported Claims | Integer 1,182            
Cumulative paid claims and allocated claim adjustment expense, Net $ 124.8            
Accident Year 2018 | Casualty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 229.1            
Incurred but Not Reported (IBNR) Claims Liability, Net $ 195.4            
Number of Reported Claims | Integer 481            
Cumulative paid claims and allocated claim adjustment expense, Net $ 7.2            
Accident Year 2018 | Specialty Reinsurance              
Claims Development [Line Items]              
Incurred Claims and Allocated Claim Adjustment Expense, Net 398.6            
Incurred but Not Reported (IBNR) Claims Liability, Net $ 327.7            
Number of Reported Claims | Integer 914            
Cumulative paid claims and allocated claim adjustment expense, Net $ 27.9