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Income Taxes Summary of Operating Loss Carryforwards (Details) - USD ($)
12 Months Ended
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Operating Loss Carryforwards [Line Items]      
Unrecognized Tax Benefits that Would Impact Effective Tax Rate $ (1,700,000)    
Income Taxes Receivable 6,200,000    
Deferred Tax Assets, Gross 121,569,000 $ 136,048,000  
Deferred Tax Liabilities, Gross 19,377,000 17,622,000  
Income (Loss) from Continuing Operations before Income Taxes, Domestic 93,000,000 3,900,000 $ (29,500,000)
Deferred Tax Assets, Other 2,444,000 2,696,000  
Deferred Tax Assets, Valuation Allowance 9,135,000 2,103,000  
Deferred Income Tax Expense (Benefit) 18,965,000 41,170,000 (22,594,000)
Income (Loss) from Continuing Operations before Income Taxes, Foreign 6,000,000 $ 3,100,000 $ (2,000,000)
Unrecognized Tax Benefits, Interest on Income Taxes Expense 300,000    
Tax Credit Carryforward, Amount 7,000,000    
State and Local Jurisdiction [Member]      
Operating Loss Carryforwards [Line Items]      
Operating Loss Carryforwards $ 98,200,000    
Operating Loss Carryforwards, Expiration Date Dec. 31, 2037    
Inland Revenue, Hong Kong [Member]      
Operating Loss Carryforwards [Line Items]      
Operating Loss Carryforwards $ 12,700,000    
New York State Division of Taxation and Finance [Member]      
Operating Loss Carryforwards [Line Items]      
Operating Loss Carryforwards $ 58,000,000    
Operating Loss Carryforwards, Expiration Date Dec. 31, 2037    
Internal Revenue Service (IRS) [Member]      
Operating Loss Carryforwards [Line Items]      
Operating Loss Carryforwards $ 138,000,000    
Operating Loss Carryforwards, Expiration Date Dec. 31, 2037    
Luxembourg Reinsurance Companies [Member]      
Operating Loss Carryforwards [Line Items]      
Deferred Tax Assets, Other $ 189,100,000    
Deferred Tax Liabilities, Gross, Current 323,100,000    
Deferred Tax Assets, Valuation Allowance 189,100,000    
LaBranche and Co Inc. [Member]      
Operating Loss Carryforwards [Line Items]      
Operating Loss Carryforwards 37,100,000    
Deferred tax asset, deduction limitation $ 6,700,000