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Income Taxes Summary of Operating Loss Carryforwards (Details) - USD ($)
12 Months Ended
Dec. 31, 2017
Dec. 31, 2016
Dec. 31, 2015
Operating Loss Carryforwards [Line Items]      
Income Taxes Receivable $ 0    
Accrued Income Taxes 6,300,000    
Valuation allowance 2,103,000 $ 2,119,000  
Deferred Tax Assets, Gross 136,048,000 188,549,000  
Deferred Tax Liabilities, Gross 17,622,000 20,774,000  
Deferred Income Tax Expense (Benefit) 41,170,000 (22,594,000) $ (47,522,000)
Operating Loss Carryforwards 1,800,000    
Other 2,696,000 $ 2,238,000  
Deferred tax asset, deduction limitation 2,400,000    
Internal Revenue Service (IRS) [Member]      
Operating Loss Carryforwards [Line Items]      
Operating Loss Carryforwards $ 248,400,000    
Operating Loss Carryforwards, Expiration Date Dec. 31, 2036    
New York State Division of Taxation and Finance [Member]      
Operating Loss Carryforwards [Line Items]      
Operating Loss Carryforwards $ 93,400,000    
Operating Loss Carryforwards, Expiration Date Dec. 31, 2036    
State and Local Jurisdiction [Member]      
Operating Loss Carryforwards [Line Items]      
Operating Loss Carryforwards $ 130,800,000    
Operating Loss Carryforwards, Expiration Date Dec. 31, 2036    
Inland Revenue, Hong Kong [Member]      
Operating Loss Carryforwards [Line Items]      
Operating Loss Carryforwards $ 12,800,000    
Luxembourg Reinsurance Companies      
Operating Loss Carryforwards [Line Items]      
Valuation allowance 146,000,000    
Other 146,000,000    
Deferred Tax Liabilities, Gross, Current 349,100,000    
LaBranche and Co Inc. [Member]      
Operating Loss Carryforwards [Line Items]      
Operating Loss Carryforwards 50,100,000    
Deferred tax asset, deduction limitation $ 6,700,000