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Summary of Significant Accounting Policies Losses, Claims and Settlement Expenses - Consolidated - Incurred and Paid Loss Development Tables (Details)
$ in Millions
Dec. 31, 2020
USD ($)
claim
Dec. 31, 2019
USD ($)
Dec. 31, 2018
USD ($)
Dec. 31, 2017
USD ($)
Dec. 31, 2016
USD ($)
Dec. 31, 2015
USD ($)
Dec. 31, 2014
USD ($)
Dec. 31, 2013
USD ($)
Dec. 31, 2012
USD ($)
Dec. 31, 2011
USD ($)
Workers' Compensation [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) $ 6,732.1                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance 4,121.7                  
Sub-total 2,610.4                  
All outstanding liabilities before 2011, net of reinsurance 630.7                  
Liabilities for claims and allocated claim adjustment expenses, net of reinsurance 3,241.1                  
General Liability [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 1,120.8                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance 638.5                  
Sub-total 482.2                  
All outstanding liabilities before 2011, net of reinsurance 159.2                  
Liabilities for claims and allocated claim adjustment expenses, net of reinsurance 641.5                  
Commercial Automobile [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 7,649.1                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance 6,060.7                  
Sub-total 1,588.4                  
All outstanding liabilities before 2011, net of reinsurance 3.0                  
Liabilities for claims and allocated claim adjustment expenses, net of reinsurance 1,591.5                  
Accident Year 2011 [Member] | Workers' Compensation [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 627.6 $ 626.9 $ 634.9 $ 649.3 $ 641.7 $ 643.0 $ 622.5 $ 595.3 $ 567.3 $ 558.6
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 39.7                  
Cumulative Number of Reported Claims* | claim 53,348                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 557.7 550.0 539.7 526.4 503.4 469.8 424.0 361.4 266.7 112.6
Accident Year 2011 [Member] | General Liability [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 91.9 91.1 94.4 94.6 96.0 95.8 80.0 72.9 71.5 72.5
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 7.8                  
Cumulative Number of Reported Claims* | claim 4,747                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 79.8 79.7 80.7 75.3 68.9 58.7 43.6 26.0 12.1 2.5
Accident Year 2011 [Member] | Commercial Automobile [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 533.2 534.3 537.2 539.3 549.0 549.9 582.3 584.4 599.9 591.6
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 0.9                  
Cumulative Number of Reported Claims* | claim 96,794                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 529.4 528.8 526.6 525.0 523.0 511.6 483.2 436.2 352.7 $ 223.1
Accident Year 2012 [Member] | Workers' Compensation [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 651.1 654.7 660.5 671.1 676.4 678.1 670.6 647.2 629.3  
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 64.8                  
Cumulative Number of Reported Claims* | claim 49,922                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 539.5 531.5 518.4 496.6 469.5 426.7 361.8 265.8 113.1  
Accident Year 2012 [Member] | General Liability [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 105.0 105.6 108.2 109.6 107.3 100.9 89.2 91.2 95.0  
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 8.2                  
Cumulative Number of Reported Claims* | claim 5,283                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 93.2 90.8 86.4 75.8 67.4 50.8 36.0 18.8 5.5  
Accident Year 2012 [Member] | Commercial Automobile [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 551.4 552.1 558.0 558.6 573.1 575.0 603.9 619.6 622.5  
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 2.7                  
Cumulative Number of Reported Claims* | claim 98,048                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 545.5 545.3 543.9 539.1 525.9 498.6 442.9 351.4 $ 229.0  
Accident Year 2013 [Member] | Workers' Compensation [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 691.0 689.7 717.2 726.3 722.7 716.9 705.3 700.9    
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 76.8                  
Cumulative Number of Reported Claims* | claim 49,017                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 558.3 547.0 526.8 501.9 449.8 381.2 274.3 107.6    
Accident Year 2013 [Member] | General Liability [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 102.2 101.4 106.0 106.7 107.8 96.5 96.7 95.7    
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 9.4                  
Cumulative Number of Reported Claims* | claim 5,533                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 88.1 86.9 85.1 76.1 58.5 34.4 13.6 4.0    
Accident Year 2013 [Member] | Commercial Automobile [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 632.5 633.4 646.4 659.7 669.6 668.5 665.4 661.5    
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 7.0                  
Cumulative Number of Reported Claims* | claim 96,993                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 619.5 626.3 622.9 611.5 578.1 511.0 398.1 $ 248.3    
Accident Year 2014 [Member] | Workers' Compensation [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 724.4 763.3 777.0 784.9 786.4 792.8 780.9      
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 105.7                  
Cumulative Number of Reported Claims* | claim 54,145                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 544.9 524.8 499.5 466.0 397.1 293.7 116.9      
Accident Year 2014 [Member] | General Liability [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 112.3 117.1 117.0 111.0 109.4 110.4 107.0      
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 11.3                  
Cumulative Number of Reported Claims* | claim 6,012                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 88.9 82.8 73.5 52.8 32.0 15.8 5.8      
Accident Year 2014 [Member] | Commercial Automobile [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 683.8 687.8 688.6 688.0 691.7 689.2 687.8      
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 13.6                  
Cumulative Number of Reported Claims* | claim 103,227                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 658.4 664.9 640.3 605.4 536.9 430.5 $ 267.4      
Accident Year 2015 [Member] | Workers' Compensation [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 742.4 769.1 785.5 787.3 792.6 794.3        
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 193.6                  
Cumulative Number of Reported Claims* | claim 55,180                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 484.7 466.7 435.1 379.3 274.9 109.0        
Accident Year 2015 [Member] | General Liability [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 105.8 104.8 102.3 99.2 96.3 96.0        
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 22.0                  
Cumulative Number of Reported Claims* | claim 5,577                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 70.7 64.5 47.4 29.5 16.0 6.3        
Accident Year 2015 [Member] | Commercial Automobile [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 703.4 720.7 721.4 729.7 710.5 712.4        
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 8.7                  
Cumulative Number of Reported Claims* | claim 104,791                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 680.6 669.7 626.2 541.8 438.9 $ 265.1        
Accident Year 2016 [Member] | Workers' Compensation [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 712.6 730.5 745.7 752.9 756.1          
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 235.3                  
Cumulative Number of Reported Claims* | claim 52,419                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 408.4 383.5 334.4 253.5 102.5          
Accident Year 2016 [Member] | General Liability [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 101.0 100.3 98.8 96.7 92.4          
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 27.3                  
Cumulative Number of Reported Claims* | claim 83,224                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 58.0 47.7 34.8 18.5 7.1          
Accident Year 2016 [Member] | Commercial Automobile [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 779.3 780.8 786.0 768.9 755.9          
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 31.3                  
Cumulative Number of Reported Claims* | claim 110,110                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 710.8 677.8 585.1 469.6 $ 290.2          
Short-Duration Insurance Contract, Accident Year 2020 | Workers' Compensation [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 560.9                  
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 310.1                  
Cumulative Number of Reported Claims* | claim 33,301                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 84.3                  
Short-Duration Insurance Contract, Accident Year 2020 | General Liability [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 112.4                  
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 83.3                  
Cumulative Number of Reported Claims* | claim 4,093                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 4.2                  
Short-Duration Insurance Contract, Accident Year 2020 | Commercial Automobile [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 941.1                  
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 142.1                  
Cumulative Number of Reported Claims* | claim 97,067                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 290.1                  
Short-Duration Insurance Contract, Accident Year 2019 | Workers' Compensation [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 657.4 664.6                
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 243.7                  
Cumulative Number of Reported Claims* | claim 51,102                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 239.8 102.9                
Short-Duration Insurance Contract, Accident Year 2019 | General Liability [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 131.9 133.5                
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 61.5                  
Cumulative Number of Reported Claims* | claim 375,183                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 29.5 6.4                
Short-Duration Insurance Contract, Accident Year 2019 | Commercial Automobile [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 959.7 931.1                
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 66.6                  
Cumulative Number of Reported Claims* | claim 136,389                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 549.0 330.4                
Short-duration Insurance Contracts, Accident Year 2018 | Workers' Compensation [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 681.0 691.5 698.6              
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 232.9                  
Cumulative Number of Reported Claims* | claim 52,145                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 320.5 240.6 94.8              
Short-duration Insurance Contracts, Accident Year 2018 | General Liability [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 125.1 119.7 120.5              
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 28.8                  
Cumulative Number of Reported Claims* | claim 461,673                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 48.9 28.8 6.9              
Short-duration Insurance Contracts, Accident Year 2018 | Commercial Automobile [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 989.9 947.9 883.2              
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 46.3                  
Cumulative Number of Reported Claims* | claim 127,772                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 730.4 557.5 330.0              
Short-duration Insurance Contracts, Accident Year 2017 | Workers' Compensation [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 683.4 700.3 713.9 727.0            
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 195.1                  
Cumulative Number of Reported Claims* | claim 51,674                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 383.1 334.8 244.6 99.6            
Short-duration Insurance Contracts, Accident Year 2017 | General Liability [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 132.8 129.6 121.4 111.2            
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 22.0                  
Cumulative Number of Reported Claims* | claim 460,409                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 76.9 50.1 25.9 5.7            
Short-duration Insurance Contracts, Accident Year 2017 | Commercial Automobile [Member]                    
Claims Development [Line Items]                    
Incurred Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Undiscounted) 874.4 869.2 819.1 788.7            
Total of Incurred-but-Not-Reported Liabilities Plus Expected Development on Reported Claims $ 39.3                  
Cumulative Number of Reported Claims* | claim 116,378                  
Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance $ 746.5 $ 657.1 $ 512.0 $ 307.9