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Fair Value Measurement - Narrative (Details) - USD ($)
3 Months Ended 12 Months Ended
Sep. 30, 2020
Dec. 31, 2021
Dec. 31, 2020
Dec. 31, 2019
May 05, 2021
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Goodwill   $ 49,610,000 $ 49,610,000 $ 210,725,000  
Goodwill impairment $ 161,100,000 0 161,115,000 0  
Deferred compensation plan assets   39,500,000 30,600,000    
Deferred compensation liabilities   52,332,000 30,334,000    
Fair Value          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Deferred compensation liabilities   52,300,000 30,300,000    
Fair Value, Nonrecurring          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Fair value, net asset (liability)   0 0    
Specialty P&C          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Goodwill 161,100,000 0 0 $ 161,115,000  
Goodwill impairment $ 161,100,000 0 $ 161,115,000    
NORCAL Group          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Contingent consideration, maximum estimate         $ 84,000,000
Deferred compensation plan assets   5,200,000      
NORCAL Group | Fair Value          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Deferred compensation liabilities   $ 18,400,000      
Corporate debt, limited observable inputs | Rating BBB          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Credit quality percentage   100.00%      
Corporate debt, limited observable inputs | Rating BBplus          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Credit quality percentage     100.00%    
Other asset-backed securities | BBB Plus          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Credit quality percentage   100.00%      
Other asset-backed securities | Rating AA minus          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Credit quality percentage     51.00%    
Mortgage Loans | Three month LIBOR          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Basis spread on variable rate for debt   1.325% 1.58%    
Interest Rate Cap          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Premium paid on derivative for right to receive cash payments   $ 2,000,000      
Floor interest rate on derivative   2.35%      
Interest Rate Cap | Other Assets          
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]          
Notional Amount   $ 35,000,000