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Reserves for Losses and Loss Adjustment Expenses (Average Annual Percentage Payout of Incurred Claims) (Details)
Dec. 31, 2020
Commercial Auto business units [Member]  
Causes of Increase (Decrease) in Liability for Unpaid Claims and Claims Adjustment Expense [Line Items]  
Average annual percentage payout of incurred claims, year one 16.40%
Average annual percentage payout of incurred claims, year two 24.60%
Average annual percentage payout of incurred claims, year three 25.50%
Average annual percentage payout of incurred claims, year four 15.90%
Average annual percentage payout of incurred claims, year five 9.60%
Average annual percentage payout of incurred claims, year six 4.80%
Average annual percentage payout of incurred claims, year seven 1.60%
Average annual percentage payout of incurred claims, year eight 1.00%
Average annual percentage payout of incurred claims, year nine 0.60%
E&S Casualty business unit [Member]  
Causes of Increase (Decrease) in Liability for Unpaid Claims and Claims Adjustment Expense [Line Items]  
Average annual percentage payout of incurred claims, year one 9.70%
Average annual percentage payout of incurred claims, year two 20.10%
Average annual percentage payout of incurred claims, year three 22.60%
Average annual percentage payout of incurred claims, year four 23.30%
Average annual percentage payout of incurred claims, year five 12.60%
Average annual percentage payout of incurred claims, year six 3.20%
Average annual percentage payout of incurred claims, year seven 3.00%
Average annual percentage payout of incurred claims, year eight 2.80%
Average annual percentage payout of incurred claims, year nine 1.90%
Average annual percentage payout of incurred claims, year ten 0.80%
Commercial Accounts business unit [Member]  
Causes of Increase (Decrease) in Liability for Unpaid Claims and Claims Adjustment Expense [Line Items]  
Average annual percentage payout of incurred claims, year one 44.80%
Average annual percentage payout of incurred claims, year two 26.30%
Average annual percentage payout of incurred claims, year three 7.70%
Average annual percentage payout of incurred claims, year four 7.10%
Average annual percentage payout of incurred claims, year five 3.70%
Average annual percentage payout of incurred claims, year six 3.10%
Average annual percentage payout of incurred claims, year seven 2.60%
Average annual percentage payout of incurred claims, year eight 2.10%
Average annual percentage payout of incurred claims, year nine 1.60%
Average annual percentage payout of incurred claims, year ten 1.00%
Aviation [Member]  
Causes of Increase (Decrease) in Liability for Unpaid Claims and Claims Adjustment Expense [Line Items]  
Average annual percentage payout of incurred claims, year one 64.50%
Average annual percentage payout of incurred claims, year two 23.70%
Average annual percentage payout of incurred claims, year three 5.00%
Average annual percentage payout of incurred claims, year four 3.80%
Average annual percentage payout of incurred claims, year five 3.20%
Average annual percentage payout of incurred claims, year six 1.20%
Average annual percentage payout of incurred claims, year seven 0.60%
Average annual percentage payout of incurred claims, year eight (2.00%)
Runoff [Member]  
Causes of Increase (Decrease) in Liability for Unpaid Claims and Claims Adjustment Expense [Line Items]  
Average annual percentage payout of incurred claims, year one 38.10%
Average annual percentage payout of incurred claims, year two 27.90%
Average annual percentage payout of incurred claims, year three 16.30%
Average annual percentage payout of incurred claims, year four 8.50%
Average annual percentage payout of incurred claims, year five 2.40%
Average annual percentage payout of incurred claims, year six 1.90%
Average annual percentage payout of incurred claims, year seven 1.40%
Average annual percentage payout of incurred claims, year eight 1.40%
Average annual percentage payout of incurred claims, year nine 1.20%
Average annual percentage payout of incurred claims, year ten 0.90%
Specialty Programs Business Unit [Member]  
Causes of Increase (Decrease) in Liability for Unpaid Claims and Claims Adjustment Expense [Line Items]  
Average annual percentage payout of incurred claims, year one 58.50%
Average annual percentage payout of incurred claims, year two 35.80%
Average annual percentage payout of incurred claims, year three 5.70%
Personal Segment [Member]  
Causes of Increase (Decrease) in Liability for Unpaid Claims and Claims Adjustment Expense [Line Items]  
Average annual percentage payout of incurred claims, year one 56.00%
Average annual percentage payout of incurred claims, year two 28.80%
Average annual percentage payout of incurred claims, year three 8.90%
Average annual percentage payout of incurred claims, year four 4.70%
Average annual percentage payout of incurred claims, year five 0.90%
Average annual percentage payout of incurred claims, year six 0.30%
Average annual percentage payout of incurred claims, year seven 0.10%
Average annual percentage payout of incurred claims, year eight 0.20%
Average annual percentage payout of incurred claims, year nine 0.10%
Property [Member]  
Causes of Increase (Decrease) in Liability for Unpaid Claims and Claims Adjustment Expense [Line Items]  
Average annual percentage payout of incurred claims, year one 67.50%
Average annual percentage payout of incurred claims, year two 25.00%
Average annual percentage payout of incurred claims, year three 3.60%
Average annual percentage payout of incurred claims, year four 2.20%
Average annual percentage payout of incurred claims, year five 1.10%
Average annual percentage payout of incurred claims, year six 0.60%