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Intangible Assets and Goodwill - Narrative (Details) - USD ($)
$ in Thousands
 3 Months Ended 6 Months Ended
Oct. 31, 2016
Sep. 22, 2016
Jan. 19, 2016
Apr. 05, 2005
Jun. 30, 2017
Jun. 30, 2016
Jun. 30, 2017
Jun. 30, 2016
Mar. 31, 2017
Jan. 01, 2017
Dec. 31, 2016
Mar. 31, 2016
Dec. 31, 2015
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Contingent consideration     $ 14,100                    
Consideration Transferred, Other     22,800                    
Ceding commission     2,000                    
Consideration transferred     69,100                    
Software acquired     12,000                    
Residual assets     300                    
Total assets acquired, net     $ 47,000                    
Goodwill         $ 0 $ 0 $ 1,800 $ 22,100          
AgriLogic                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Percentage of interests acquired     100.00%                    
Aggregate consideration for sale and purchase agreement     $ 53,000                    
Goodwill     22,100                    
Intangible assets, expected tax deductible amount     34,000                    
Goodwill, expected tax deductible amount     $ 21,000                    
Eligible tax deduction period     15 years                    
Blue Waters                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Percentage of interests acquired 100.00%                        
Consideration transferred $ 8,000                        
Residual assets 300                        
Total assets acquired, net 5,750                        
Goodwill 2,100                        
Agency Relationships                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of the asset     $ 25,000   25,100 24,200 25,100 24,200 $ 25,800   $ 26,200 $ 24,600 $ 0
Intangible Assets, Additions         0 0 $ 0 25,000          
Asset amortization period             15 years            
Trade Mark                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of the asset     4,000   6,300 5,400 $ 6,300 5,400 6,400   6,600 5,500 1,600
Intangible Assets, Additions         0 0 $ 0 4,000          
Asset amortization period             10 years            
Trade Mark | Blue Waters                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of the asset 1,500                        
Asset amortization period             5 years            
Insurance Licenses                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of the asset         16,700 16,600 $ 16,700 16,600 16,700   16,700 16,600 16,600
Intangible Assets, Additions         0 0 0 0          
Insurance Licenses | Blue Waters                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of trading licenses 50                        
Consulting Relationships                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of the asset     1,000   800 900 800 900 900   900 900 0
Intangible Assets, Additions         0 0 $ 0 1,000          
Asset amortization period             10 years            
Customer Lists                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of the asset         1,500 0 $ 1,500 0 1,600   1,700 0 0
Intangible Assets, Additions         0 0 $ 0 0          
Asset amortization period   5 years                      
Customer Lists | Blue Waters                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of the asset 3,100                        
Asset amortization period             5 years            
Non-compete Agreements                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of the asset         3,000 2,600 $ 3,000 2,600 3,100   3,300 2,800 0
Intangible Assets, Additions     2,900   0 0 $ 0 $ 2,900          
Asset amortization period               5 years          
Non-compete Agreements | Blue Waters                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of the asset $ 1,000                        
Asset amortization period             5 years            
Value of Business Acquired                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of the asset         0 200 $ 0 $ 200 $ 0   0 $ 1,800 $ 0
Intangible Assets, Additions         0 $ 0 0 $ 1,800          
Value of Business Acquired | AgriLogic                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Intangible Assets, Additions     $ 1,800                    
Digital Re                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Goodwill             1,800            
Equity Method Investment, Ownership Percentage                   49.00%      
LSML | Insurance Licenses                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of the asset   $ 1,900                      
Aspen U.K.                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Aggregate consideration for sale and purchase agreement       $ 1,600                  
Aspen U.K. | Trade Mark                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of the asset         1,600   1,600       1,600    
Aspen U.K. | Insurance Licenses                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Acquired licenses         2,100   2,100            
AAIC, Aspen Specialty, AIUK | Insurance Licenses                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Value of the asset         16,600   16,600       $ 16,600    
AAIC | Insurance Licenses                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Acquired licenses         10,000   10,000            
Aspen Specialty | Insurance Licenses                          
Finite And Indefinite Lived Intangible Assets By Major Class [Line Items]                          
Acquired licenses         $ 4,500   $ 4,500