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Investments - Narrative (Details)
3 Months Ended 12 Months Ended
Jul. 26, 2016
USD ($)
Mar. 31, 2017
USD ($)
security
Mar. 31, 2016
USD ($)
Dec. 31, 2015
USD ($)
security
Jan. 01, 2017
USD ($)
Dec. 31, 2016
USD ($)
Oct. 02, 2012
Investment Securities [Line Items]              
OTTI charge recognized   $ 300,000 $ 0        
Catastrophe bonds   41,800,000       $ 42,500,000  
Initial investment   2,300,000          
Proceeds from Sale of Equity Method Investments   (9,300,000) 0        
Equity Method Investment, Aggregate Cost   5,000,000 9,500,000 $ 9,500,000   12,100,000  
Investment Funds   $ 0          
Number Of Municipal Holdings | security   1   1      
Municipal Holdings   $ 100,000          
Aspen Bermuda Limited              
Investment Securities [Line Items]              
Transfer from Investments   0          
MVI              
Investment Securities [Line Items]              
Initial investment   0          
Proceeds from Sale of Equity Method Investments   0          
Equity Method Investment, Aggregate Cost   500,000 800,000 $ 800,000   500,000  
Chaspark              
Investment Securities [Line Items]              
Initial investment   0          
Percentage of ownership acquired             58.50%
Proceeds from Sale of Equity Method Investments   (9,300,000)          
Income (Loss) from Equity Method Investments   1,700,000 0        
Equity Method Investment, Aggregate Cost   800,000 $ 8,700,000 $ 8,700,000   8,400,000  
Bene              
Investment Securities [Line Items]              
Initial investment $ 3,300,000 0          
Percentage of ownership acquired 20.00%            
Proceeds from Sale of Equity Method Investments   0          
Equity Method Investment, Aggregate Cost   3,200,000       3,200,000  
Digital Re              
Investment Securities [Line Items]              
Initial investment   2,300,000          
Percentage of ownership acquired         49.00%    
Proceeds from Sale of Equity Method Investments   0          
Equity Method Investment, Aggregate Cost   $ 500,000     $ 2,300,000 $ 0