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Segment Reporting - Summary of Gross and Net Written and Earned Premiums, Underwriting Results, Ratios and Reserves for Each of Company's Business Segments (Details) - USD ($)
$ in Millions
 12 Months Ended
Dec. 31, 2022
Dec. 31, 2021
Dec. 31, 2020
Dec. 31, 2019
Segment Reporting Information [Line Items]        
Gross written premiums $ 4,338.7 $ 3,938.4 $ 3,698.5  
Net written premiums 2,896.0 2,587.7 2,577.8  
Gross earned premiums 3,988.0 3,618.3 3,638.4  
Net earned premiums 2,688.7 2,410.5 2,527.5  
Losses and loss adjustment expenses 1,680.0 1,693.3 1,840.8  
Acquisition costs 431.8 414.1 465.7  
General and administrative expenses 386.5 333.1 308.0  
Underwriting income (loss) 190.4 (30.0) (87.0)  
Corporate Expenses (71.7) (64.3) (70.2)  
Non-operating expenses (1) (36.0) (20.6) (32.7)  
Net investment income (1) 188.1 [1] 147.5 154.6  
Realized and unrealized investment gains 5.0 [2] 56.2 98.5  
Realized and unrealized investment losses (182.6) [3] (47.4) (27.4)  
Change in fair value of derivatives (80.5) (35.9) (65.1)  
Interest Expense, Debt (43.7) (14.3) (33.9)  
Net realized and unrealized foreign exchange gains 15.9 40.0 (13.8)  
Other income 8.2 14.7 49.8  
Other expenses 20.1 10.8 10.8  
Income (loss) from operations before income taxes (27.0) 35.1 (38.0)  
Income Tax Expense (Benefit) 78.1 (5.3) (18.4)  
Net income/(loss) 51.1 29.8 (56.4)  
Losses and loss adjustment expenses 7,710.9 7,611.8 7,165.3 $ 6,951.8
Liability for Unpaid Claims and Claims Adjustment Expense, Net, Total $ 2,813.2 $ 4,313.7 $ 3,970.1 $ 4,632.0
Ratios        
Loss ratio 62.50% 70.20% 72.80%  
Acquisition cost ratio 16.10% 17.20% 18.40%  
General and administrative expense ratio 14.40% 13.80% 12.20%  
Expense ratio 30.50% 31.00% 30.60%  
Combined ratio 93.00% 101.20% 103.40%  
Non-operating expenses related to fixed income writeoff $ 32.7      
Non-operating expenses related to severance, retention awards and other non-recurring costs 10.0   $ 18.2  
Non-operating expenses related to impairment charges on lease assets 6.7 $ 0.4 12.9  
Non-operating expenses related to Merger Agreement   19.3    
Non-operating expenses related to Effectiveness And Efficiency Program   0.9 1.6  
Reinsurance        
Segment Reporting Information [Line Items]        
Net written premiums 1,426.4 1,199.0 1,297.7  
Net earned premiums 1,251.8 1,118.8 1,287.7  
Losses and loss adjustment expenses 1,360.7 2,148.4 2,095.7  
Liability for Unpaid Claims and Claims Adjustment Expense, Net, Total $ 1,360.7 $ 2,148.4 $ 2,095.7  
Ratios        
Loss ratio 61.50% 63.00% 74.40%  
Acquisition cost ratio 20.20% 19.80% 19.10%  
General and administrative expense ratio 11.40% 10.80% 8.60%  
Expense ratio 31.60% 30.60% 27.70%  
Combined ratio 93.10% 93.60% 102.10%  
Insurance        
Segment Reporting Information [Line Items]        
Net written premiums $ 1,469.6 $ 1,388.7 $ 1,280.1  
Net earned premiums 1,436.9 1,291.7 1,239.8  
Losses and loss adjustment expenses 1,452.5 2,165.3 1,874.4  
Liability for Unpaid Claims and Claims Adjustment Expense, Net, Total $ 1,452.5 $ 2,165.3 $ 1,874.4  
Ratios        
Loss ratio 63.30% 76.50% 71.10%  
Acquisition cost ratio 12.50% 14.90% 17.70%  
General and administrative expense ratio 17.00% 16.40% 15.90%  
Expense ratio 29.50% 31.30% 33.60%  
Combined ratio 92.80% 107.80% 104.70%  
Operating Segments | Reinsurance        
Segment Reporting Information [Line Items]        
Gross written premiums $ 1,807.0 $ 1,597.0 $ 1,656.4  
Net written premiums 1,426.4 1,199.0 1,297.7  
Gross earned premiums 1,617.2 1,479.2 1,612.0  
Net earned premiums 1,251.8 1,118.8 1,287.7  
Losses and loss adjustment expenses 770.3 705.2 958.6  
Acquisition costs 252.4 221.6 246.0  
General and administrative expenses 142.5 121.3 110.8  
Underwriting income (loss) 86.6 70.7 (27.7)  
Operating Segments | Insurance        
Segment Reporting Information [Line Items]        
Gross written premiums 2,531.7 2,341.4 2,042.1  
Net written premiums 1,469.6 1,388.7 1,280.1  
Gross earned premiums 2,370.8 2,139.1 2,026.4  
Net earned premiums 1,436.9 1,291.7 1,239.8  
Losses and loss adjustment expenses 909.7 988.1 882.2  
Acquisition costs 179.4 192.5 219.7  
General and administrative expenses 244.0 211.8 197.2  
Underwriting income (loss) $ 103.8 $ (100.7) $ (59.3)  
[1] Net investment income includes related party investment income of $3.1 million and related party investment management fees of $4.9 million (2021 — $5.8 million, 2020 — $5.3 million).
[2]
[3] Realized and unrealized investments losses includes $0.4 million loss on related party investments