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Fair Value - Summary of Changes in Fair Value Associated with Level 3 Assets (Details) - USD ($)
$ in Millions
3 Months Ended 9 Months Ended
Sep. 30, 2023
Sep. 30, 2022
Sep. 30, 2023
Sep. 30, 2022
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]        
Fair value, beginning balance $ 112.0 $ 100.4 $ 121.9 $ 127.7
Calls/ Maturities/ Paydowns 0.7 0.2 2.8 1.3
Purchases 0.0 0.0 0.0 0.0
Sales (10.0) 0.0 (10.0) (15.0)
Net Realized (Gain)/Loss on Sales 8.9 0.0 8.9 (17.2)
Change in Valuation (7.0) 0.0 (19.0) 3.8
Net Transfers In (Out)  0.0 0.0 0.0 0.0
Fair value, ending balance 104.6 100.6 104.6 100.6
Total equity securities | Financials | Nonredeemable preferred stocks        
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]        
Fair value, beginning balance 56.0 64.9 67.4 76.4
Calls/ Maturities/ Paydowns (8.1) 0.0 (8.1) 0.0
Purchases 0.0 0.0 0.0 0.0
Sales 0.0 0.0 0.0 (15.0)
Net Realized (Gain)/Loss on Sales 0.0 0.0 0.0 (17.2)
Change in Valuation 0.0 0.0 (11.4) 20.7
Net Transfers In (Out)  0.0 0.0 0.0 0.0
Fair value, ending balance 47.9 64.9 47.9 64.9
Total equity securities | Industrials | Nonredeemable preferred stocks        
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]        
Fair value, beginning balance 15.8 17.0 16.4 34.4
Calls/ Maturities/ Paydowns 0.0 0.0 0.0 (0.5)
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 (0.6) (16.9)
Net Transfers In (Out)  0.0 0.0 0.0 0.0
Fair value, ending balance 15.8 17.0 15.8 17.0
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 18.3 0.0 18.3  
Calls/ Maturities/ Paydowns 8.1 0.0 8.1  
Purchases 0.0 0.0 0.0  
Sales (10.0) 0.0 (10.0)  
Net Realized (Gain)/Loss on Sales 8.9 0.0 8.9  
Change in Valuation (7.0) 0.0 (7.0)  
Net Transfers In (Out)  0.0 0.0 0.0  
Fair value, ending balance 18.3 0.0 18.3 0.0
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 21.9 18.5 19.8 16.9
Calls/ Maturities/ Paydowns 0.7 0.2 2.8 1.8
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 $ 22.6 $ 18.7 $ 22.6 $ 18.7