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Reserves for Losses and Loss Adjustment Expenses - Cumulative Paid Losses and Loss Adjustment Expenses, Net of Reinsurance (Details) - USD ($)
$ in Millions
Dec. 31, 2023
Dec. 31, 2022
Dec. 31, 2021
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Dec. 31, 2015
Specialty                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance $ 503.4                
Reserve FX (8.5)                
ULAE 13.6                
Liabilities for losses and loss adjustment expenses, net of reinsurance 901.1                
Specialty | 2015                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 0.0 $ 0.0 $ 0.0 $ 0.0 $ 0.0 $ 0.0 $ 0.0 $ 0.0 $ 0.0
Specialty | 2016                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 1.7 1.7 1.8 1.8 1.7 1.6 0.1 0.0  
Specialty | 2017                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 1.7 1.6 2.0 1.5 0.6 0.4 0.0    
Specialty | 2018                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 11.2 10.3 10.0 9.6 3.0 0.0      
Specialty | 2019                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 32.5 23.8 13.4 17.0 5.2        
Specialty | 2020                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 37.2 32.8 29.4 7.6          
Specialty | 2021                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 151.5 102.0 32.7            
Specialty | 2022                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 194.2 54.4              
Specialty | 2023                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 73.4                
Bespoke                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 234.6                
Reserve FX (12.1)                
ULAE 3.0                
Liabilities for losses and loss adjustment expenses, net of reinsurance 187.0                
Bespoke | 2015                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0
Bespoke | 2016                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 2.1 2.1 2.1 2.5 2.4 2.3 1.2 0.0  
Bespoke | 2017                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 5.5 5.7 5.7 4.7 3.6 2.1 1.6    
Bespoke | 2018                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 21.8 13.0 11.0 2.9 2.5 0.3      
Bespoke | 2019                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 16.9 12.8 11.1 6.2 1.9        
Bespoke | 2020                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 125.1 177.9 179.6 18.4          
Salvage value 76.7                
Bespoke | 2021                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 26.6 17.2 10.4            
Bespoke | 2022                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 22.4 4.1              
Bespoke | 2023                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 14.2                
Reinsurance                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 831.5                
Reserve FX 1.3                
ULAE 7.8                
Liabilities for losses and loss adjustment expenses, net of reinsurance 252.2                
Reinsurance | 2015                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 2.8 2.8 2.8 2.8 2.8 2.8 2.7 0.4 $ 0.0
Reinsurance | 2016                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 22.4 22.3 22.1 21.4 21.1 19.9 11.9 $ 2.1  
Reinsurance | 2017                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 38.0 34.7 52.7 52.3 47.1 45.0 $ 26.4    
Reinsurance | 2018                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 68.4 72.8 59.6 47.0 22.9 $ 24.2      
Reinsurance | 2019                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 38.2 39.7 40.6 38.6 $ 3.0        
Reinsurance | 2020                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 194.7 172.8 140.3 $ 56.5          
Reinsurance | 2021                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 365.9 303.3 $ 164.2            
Reinsurance | 2022                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance 78.6 $ 22.2              
Reinsurance | 2023                  
Short-Duration Insurance Contracts, Historical Claims Duration [Line Items]                  
Cumulative paid losses and loss adjustment expenses, net of reinsurance $ 22.5