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Investment Securities - Other Long-Term Investments (Details) - USD ($)
$ in Millions
Dec. 31, 2025
Dec. 31, 2024
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments $ 2,958.5 $ 2,150.2
Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 689.7 547.8
Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 1,291.4 1,014.0
Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 977.4 588.4
Bamboo SPV    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 250.0  
Bamboo SPV | Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0  
Bamboo SPV | Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0  
Bamboo SPV | Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 250.0  
PassportCard/DavidShield    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 170.0 150.0
PassportCard/DavidShield | Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
PassportCard/DavidShield | Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
PassportCard/DavidShield | Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 170.0 150.0
BroadStreet SPV    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 160.0  
BroadStreet SPV | Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0  
BroadStreet SPV | Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0  
BroadStreet SPV | Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 160.0  
Elementum    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 35.0 35.0
Elementum | Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Elementum | Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Elementum | Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 35.0 35.0
Other unconsolidated entities    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 73.7 63.6
Other unconsolidated entities | Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Other unconsolidated entities | Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Other unconsolidated entities | Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 73.7 63.6
Private equity funds and hedge funds    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 395.2 360.6
Private equity funds and hedge funds | Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 167.1 104.1
Private equity funds and hedge funds | Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Private equity funds and hedge funds | Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 228.1 256.5
Bank loan fund    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 308.5 264.7
Bank loan fund | Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 308.5 264.7
Bank loan fund | Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Bank loan fund | Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Lloyd’s trust deposits    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 180.4 149.9
Lloyd’s trust deposits | Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 180.4 149.9
Lloyd’s trust deposits | Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Lloyd’s trust deposits | Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
ILS funds    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 50.1 74.0
ILS funds | Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
ILS funds | Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
ILS funds | Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 50.1 74.0
Private debt instruments    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 16.9 14.9
Private debt instruments | Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Private debt instruments | Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 6.4 5.6
Private debt instruments | Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 10.5 9.3
Other    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 33.7 29.1
Other | Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 33.7 29.1
Other | Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Other | Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Kudu’s Participation Contracts | Kudu    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 1,285.0 1,008.4
Kudu’s Participation Contracts | Kudu | Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Kudu’s Participation Contracts | Kudu | Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 1,285.0 1,008.4
Kudu’s Participation Contracts | Kudu | Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Total unconsolidated entities | Total unconsolidated entities    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 1,973.7 1,257.0
Total unconsolidated entities | Total unconsolidated entities | Operating Segments | P&C Insurance and Reinsurance (Ark/WM Outrigger)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 0.0 0.0
Total unconsolidated entities | Total unconsolidated entities | Operating Segments | Asset Management (Kudu)    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments 1,285.0 1,008.4
Total unconsolidated entities | Total unconsolidated entities | Other Operations    
Debt and Equity Securities, FV-NI [Line Items]    
Other long-term investments $ 688.7 $ 248.6