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Fair Value - Summary of Changes in Fair Value Associated with Level 3 Assets (Details) - USD ($)
$ in Millions
3 Months Ended 6 Months Ended
Jun. 30, 2022
Jun. 30, 2021
Jun. 30, 2022
Jun. 30, 2021
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]        
Fair value, beginning balance $ 115.4 $ 54.8 $ 127.7 $ 54.8
Calls/ Maturities/ Paydowns (1.6) 8.4 1.1 8.5
Purchases 0.0 65.2 0.0 65.2
Sales 0.0 (5.0) (15.0) (5.0)
Net Realized (Gain)/Loss on Sales 0.0 (4.5) (17.2) (4.5)
Change in Valuation (13.4) 56.0 3.8 55.9
Net Transfers In (Out)  0.0 0.0 0.0 0.0
Fair value, ending balance 100.4 174.9 100.4 174.9
Total equity securities | Financials | Nonredeemable preferred stocks        
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]        
Fair value, beginning balance 61.4 10.0 76.4 10.0
Calls/ Maturities/ Paydowns 0.0 0.0 0.0 0.0
Purchases 0.0 60.2 0.0 60.2
Sales 0.0 0.0 (15.0) 0.0
Net Realized (Gain)/Loss on Sales 0.0 0.0 (17.2) 0.0
Change in Valuation 3.5 6.2 20.7 6.2
Net Transfers In (Out)  0.0 0.0 0.0 0.0
Fair value, ending balance 64.9 76.4 64.9 76.4
Total equity securities | Industrials | Nonredeemable preferred stocks        
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]        
Fair value, beginning balance 33.9 16.6 34.4 16.7
Calls/ Maturities/ Paydowns 0.0 0.0 (0.5) 0.0
Purchases 0.0 5.0 0.0 5.0
Sales 0.0 (5.0) 0.0 (5.0)
Net Realized (Gain)/Loss on Sales 0.0 (4.5) 0.0 (4.5)
Change in Valuation (16.9) 22.3 (16.9) 22.2
Net Transfers In (Out)  0.0 0.0 0.0 0.0
Fair value, ending balance 17.0 34.4 17.0 34.4
Total equity securities | Common Stocks, excluding Other Risk | Common equities        
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]        
Fair value, beginning balance   25.0   25.0
Calls/ Maturities/ Paydowns   0.0   0.0
Purchases   0.0   0.0
Sales   0.0   0.0
Net Realized (Gain)/Loss on Sales   0.0   0.0
Change in Valuation   27.5   27.5
Net Transfers In (Out)    0.0   0.0
Fair value, ending balance   52.5   52.5
Total equity securities | Other risk investments | Common equities        
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]        
Fair value, beginning balance 20.1 3.2 16.9 3.1
Calls/ Maturities/ Paydowns (1.6) 8.4 1.6 8.5
Purchases 0.0 0.0 0.0 0.0
Sales 0.0 0.0 0.0 0.0
Net Realized (Gain)/Loss on Sales 0.0 0.0 0.0 0.0
Change in Valuation 0.0 0.0 0.0 0.0
Net Transfers In (Out)  0.0 0.0 0.0 0.0
Fair value, ending balance $ 18.5 $ 11.6 $ 18.5 $ 11.6