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Fair Value Measurements - Financial Assets Measured on Recurring Basis (Details) - USD ($)
$ in Millions
Jun. 30, 2023
Dec. 31, 2022
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Catastrophe Bonds, Fair Value Disclosure $ 2.4 $ 5.1
Derivative assets 17.2 56.2
Recurring    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Total 6,245.6 6,100.9
Recurring | Derivatives at fair value | Foreign exchange contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Derivative assets 17.2 56.2
Recurring | Liabilities under derivative contracts | Foreign exchange contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities under derivative contracts, fair value (13.4) (3.2)
Recurring | Liabilities under derivative contracts | Loss Portfolio Transfer    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities under derivative contracts, fair value (23.4) (31.7)
Recurring | Total fixed income securities — Available for sale | Non-agency commercial mortgage-backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 5.7  
Recurring | Fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 3,908.2 3,788.6
Recurring | Short-term investments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 169.3 52.0
Recurring | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 1,478.5 1,475.5
Privately-held Investments, at fair value 482.4 533.0
Catastrophe Bonds, Fair Value Disclosure 2.4 2.9
Recurring | Short-term investments trading at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 11.0 6.3
Recurring | Real estate fund    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 213.4 221.3
Recurring | Level 1    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Total 1,632.5 1,428.7
Recurring | Level 1 | Derivatives at fair value | Foreign exchange contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Derivative assets 0.0 0.0
Recurring | Level 1 | Liabilities under derivative contracts | Foreign exchange contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities under derivative contracts, fair value 0.0 0.0
Recurring | Level 1 | Liabilities under derivative contracts | Loss Portfolio Transfer    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities under derivative contracts, fair value 0.0 0.0
Recurring | Level 1 | Total fixed income securities — Available for sale | Non-agency commercial mortgage-backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0  
Recurring | Level 1 | Fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 1,206.5 1,098.3
Recurring | Level 1 | Short-term investments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 169.2 51.9
Recurring | Level 1 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 247.7 272.2
Privately-held Investments, at fair value 0.0 0.0
Catastrophe Bonds, Fair Value Disclosure 0.0 0.0
Recurring | Level 1 | Short-term investments trading at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 9.1 6.3
Recurring | Level 1 | Real estate fund    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Recurring | Level 2    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Total 3,940.7 3,949.6
Recurring | Level 2 | Derivatives at fair value | Foreign exchange contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Derivative assets 17.2 56.2
Recurring | Level 2 | Liabilities under derivative contracts | Foreign exchange contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities under derivative contracts, fair value (13.4) (3.2)
Recurring | Level 2 | Liabilities under derivative contracts | Loss Portfolio Transfer    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities under derivative contracts, fair value 0.0 0.0
Recurring | Level 2 | Total fixed income securities — Available for sale | Non-agency commercial mortgage-backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 5.7  
Recurring | Level 2 | Fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 2,701.7 2,690.3
Recurring | Level 2 | Short-term investments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.1 0.1
Recurring | Level 2 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 1,230.8 1,203.3
Privately-held Investments, at fair value 0.0 0.0
Catastrophe Bonds, Fair Value Disclosure 2.4 2.9
Recurring | Level 2 | Short-term investments trading at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 1.9 0.0
Recurring | Level 2 | Real estate fund    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Recurring | Level 3    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Total 459.0 501.3
Recurring | Level 3 | Derivatives at fair value | Foreign exchange contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Derivative assets 0.0 0.0
Recurring | Level 3 | Liabilities under derivative contracts | Foreign exchange contracts    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities under derivative contracts, fair value 0.0 0.0
Recurring | Level 3 | Liabilities under derivative contracts | Loss Portfolio Transfer    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities under derivative contracts, fair value (23.4) (31.7)
Recurring | Level 3 | Total fixed income securities — Available for sale | Non-agency commercial mortgage-backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0  
Recurring | Level 3 | Fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Recurring | Level 3 | Short-term investments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Recurring | Level 3 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Privately-held Investments, at fair value 482.4 533.0
Catastrophe Bonds, Fair Value Disclosure 0.0 0.0
Recurring | Level 3 | Short-term investments trading at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Recurring | Level 3 | Real estate fund    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
U.S. government | Recurring | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 1,013.8 953.0
U.S. government | Recurring | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 235.0 261.6
U.S. government | Recurring | Level 1 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 1,013.8 953.0
U.S. government | Recurring | Level 1 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 235.0 261.6
U.S. government | Recurring | Level 2 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
U.S. government | Recurring | Level 2 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
U.S. government | Recurring | Level 3 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
U.S. government | Recurring | Level 3 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
U.S. agency | Recurring | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 8.2 8.8
U.S. agency | Recurring | Level 1 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
U.S. agency | Recurring | Level 2 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 8.2 8.8
U.S. agency | Recurring | Level 3 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Municipal | Recurring | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 149.5 149.5
Municipal | Recurring | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 3.1 3.6
Municipal | Recurring | Level 1 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Municipal | Recurring | Level 1 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Municipal | Recurring | Level 2 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 149.5 149.5
Municipal | Recurring | Level 2 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 3.1 3.6
Municipal | Recurring | Level 3 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Municipal | Recurring | Level 3 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Corporate | Recurring | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 1,875.9 1,845.0
Corporate | Recurring | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 165.4 162.1
Corporate | Recurring | Level 1 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Corporate | Recurring | Level 1 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Corporate | Recurring | Level 2 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 1,875.9 1,845.0
Corporate | Recurring | Level 2 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 165.4 162.1
Corporate | Recurring | Level 3 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Corporate | Recurring | Level 3 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Non-U.S. government-backed corporate | Recurring | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 110.9 110.4
Non-U.S. government-backed corporate | Recurring | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 9.6 11.6
Non-U.S. government-backed corporate | Recurring | Level 1 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Non-U.S. government-backed corporate | Recurring | Level 1 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Non-U.S. government-backed corporate | Recurring | Level 2 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 110.9 110.4
Non-U.S. government-backed corporate | Recurring | Level 2 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 9.6 11.6
Non-U.S. government-backed corporate | Recurring | Level 3 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Non-U.S. government-backed corporate | Recurring | Level 3 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Non-U.S government | Recurring | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 269.2 213.6
Non-U.S government | Recurring | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 34.1 30.4
Non-U.S government | Recurring | Level 1 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 192.7 145.3
Non-U.S government | Recurring | Level 1 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 12.7 10.6
Non-U.S government | Recurring | Level 2 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 76.5 68.3
Non-U.S government | Recurring | Level 2 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 21.4 19.8
Non-U.S government | Recurring | Level 3 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Non-U.S government | Recurring | Level 3 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Asset-backed | Recurring | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 924.6 896.5
Asset-backed | Recurring | Level 1 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Asset-backed | Recurring | Level 2 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 924.6 896.5
Asset-backed | Recurring | Level 3 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Non-agency commercial mortgage-backed securities | Recurring | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value   5.6
Non-agency commercial mortgage-backed securities | Recurring | Level 1 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value   0.0
Non-agency commercial mortgage-backed securities | Recurring | Level 2 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value   5.6
Non-agency commercial mortgage-backed securities | Recurring | Level 3 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value   0.0
Agency mortgage-backed | Recurring | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 475.0 502.7
Agency mortgage-backed | Recurring | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 20.1 21.4
Agency mortgage-backed | Recurring | Level 1 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Agency mortgage-backed | Recurring | Level 1 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Agency mortgage-backed | Recurring | Level 2 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 475.0 502.7
Agency mortgage-backed | Recurring | Level 2 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 20.1 21.4
Agency mortgage-backed | Recurring | Level 3 | Total fixed income securities — Available for sale    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
Agency mortgage-backed | Recurring | Level 3 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
High yield loans | Recurring | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 86.6 88.3
High yield loans | Recurring | Level 1 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 0.0 0.0
High yield loans | Recurring | Level 2 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value 86.6 88.3
High yield loans | Recurring | Level 3 | Fixed income securities, trading, at fair value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Investments, fair value $ 0.0 $ 0.0