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Income Taxes - Additional Information (Details) - USD ($)
12 Months Ended
Dec. 31, 2020
Dec. 31, 2019
Mar. 31, 2018
Income Taxes [Line Items]      
United States corporate tax at a rate   21.00%  
Less valuation allowance $ 138,900,000 $ 149,200,000  
Increase (decrease) in valuation allowance (20,900,000) 9,200,000  
US branch profits, subject to tax 0 0  
Internal Revenue Service (IRS)      
Income Taxes [Line Items]      
Net operating loss carryforwards 501,700,000 606,800,000  
Operating loss carryforwards, remaining 501,700,000    
Operating loss carryforwards, subject to expiration date 444,300,000    
Operating loss carryforwards, not subject to expiration 57,400,000    
Capital loss carryforwards 0 500,000  
Charitable contribution carryforwards 1,000,000.0 1,100,000  
Less valuation allowance 113,900,000 134,800,000  
Internal Revenue Service (IRS) | Aspen U.K.      
Income Taxes [Line Items]      
Operating loss carryforwards, subject to s382 limitation 6,500,000    
Internal Revenue Service (IRS) | U.S. operating subsidiaries      
Income Taxes [Line Items]      
Operating loss carryforwards, subject to s382 limitation $ 20,800,000    
Internal Revenue Service (IRS) | Minimum      
Income Taxes [Line Items]      
Operating loss carryforwards, date of expiration 2030    
Internal Revenue Service (IRS) | Maximum      
Income Taxes [Line Items]      
Operating loss carryforwards, date of expiration 2039    
U.K.      
Income Taxes [Line Items]      
U. K. corporate tax rate reduced during the period     19.00%
Net operating loss carryforwards $ 99,500,000 93,200,000  
Capital loss carryforwards 3,800,000    
Less valuation allowance 24,800,000 14,400,000  
Increase (decrease) in valuation allowance 10,400,000 28,200,000  
U.K. | Other Comprehensive Income      
Income Taxes [Line Items]      
Less valuation allowance $ 0 0  
Bermuda      
Income Taxes [Line Items]      
Bermuda tax rate 0.00%    
Valuation Allowance, Operating Loss Carryforwards      
Income Taxes [Line Items]      
Increase (decrease) in valuation allowance $ (20,900,000) 9,200,000  
Valuation Allowance, Operating Loss Carryforwards | U.K.      
Income Taxes [Line Items]      
Less valuation allowance $ 10,400,000 $ 28,200,000