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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
 6 Months Ended
Jun. 30, 2023
Jun. 30, 2022
Dec. 31, 2022
Dec. 31, 2021
Segment Reporting Information [Line Items]        
Gross written premiums $ 2,125.2 $ 2,351.3    
Net written premiums 1,350.5 1,506.1    
Net earned premiums 1,287.4 1,327.2    
Losses and loss adjustment expenses 717.1 767.7    
Acquisition costs 192.9 216.5    
General and administrative expenses 169.0 186.5    
Underwriting income (loss) 208.4 156.5    
Corporate and Other expenses (53.1) (43.3)    
Non-operating expenses (10.6) (3.6)    
Net investment income (1) 129.4 88.7    
Realized and unrealized investment gains [1] 36.1 2.5    
Realized and unrealized investment losses [2] (18.1) (128.9)    
Change in fair value of derivatives 19.6 (84.9)    
Interest Expense, Debt (42.9) (9.1)    
Net realized and unrealized foreign exchange losses (13.7) 75.2    
Income (loss) from operations before income taxes 255.1 53.1    
Income Tax Expense (Benefit) (36.2) (4.7)    
Net income/(loss) 218.9 48.4    
Losses and loss adjustment expenses 7,740.9 7,511.8 $ 7,710.9 $ 7,611.8
Liability for Unpaid Claims and Claims Adjustment Expense, Net, Total $ 3,082.9 $ 2,505.3 $ 2,813.2 $ 4,313.7
Ratios        
Loss ratio 55.70% 57.80%    
Acquisition cost ratio 15.00% 16.30%    
General and administrative expense ratio 13.10% 14.10%    
Expense ratio 28.10% 30.40%    
Combined ratio 83.80% 88.20%    
Reinsurance        
Segment Reporting Information [Line Items]        
Losses and loss adjustment expenses $ 1,441.2 $ 1,190.4    
Ratios        
Loss ratio 52.00% 61.40%    
Acquisition cost ratio 18.50% 20.70%    
General and administrative expense ratio 10.20% 11.60%    
Expense ratio 28.70% 32.30%    
Combined ratio 80.70% 93.70%    
Insurance        
Segment Reporting Information [Line Items]        
Losses and loss adjustment expenses $ 1,641.7 $ 1,314.9    
Ratios        
Loss ratio 58.70% 54.90%    
Acquisition cost ratio 12.20% 12.70%    
General and administrative expense ratio 15.50% 16.10%    
Expense ratio 27.70% 28.80%    
Combined ratio 86.40% 83.70%    
Operating Segments | Reinsurance        
Segment Reporting Information [Line Items]        
Gross written premiums $ 875.7 $ 1,045.6    
Net written premiums 605.0 783.7    
Net earned premiums 572.0 600.8    
Losses and loss adjustment expenses 297.2 369.0    
Acquisition costs 105.7 124.1    
General and administrative expenses 58.4 69.7    
Underwriting income (loss) 110.7 38.0    
Operating Segments | Insurance        
Segment Reporting Information [Line Items]        
Gross written premiums 1,249.5 1,305.7    
Net written premiums 745.5 722.4    
Net earned premiums 715.4 726.4    
Losses and loss adjustment expenses 419.9 398.7    
Acquisition costs 87.2 92.4    
General and administrative expenses 110.6 116.8    
Underwriting income (loss) $ 97.7 $ 118.5    
[1] Net investment income includes related party investment losses of $1.7 million (June 30, 2022 — $$0.2 million) and related party investment management fees of $5.2 million (June 30, 2022 — $0.6 million).
[2] Realized and unrealized investments losses includes $2.0 million loss on related party investments (June 30, 2022 — $0.8 million loss)