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Commitments, Contingencies and Guarantees - Narrative (Details) - USD ($)
11 Months Ended 12 Months Ended
Nov. 30, 2018
Nov. 30, 2019
Dec. 31, 2017
Loss Contingencies [Line Items]      
Rental expense (net of sublease rental income) $ 55,700,000 $ 65,600,000 $ 60,200,000
Loan commitments outstanding to clients   64,300,000  
Fair value of derivative contracts meeting the definition of a guarantee   170,900,000  
Standby letters of credit      
Loss Contingencies [Line Items]      
Letters of credit   $ 38,500,000  
Debt instrument, term   1 year  
Jefferies Capital Partners LLC and Its Private Equity Funds      
Loss Contingencies [Line Items]      
Equity commitments   $ 11,500,000  
Other Various Investments      
Loss Contingencies [Line Items]      
Equity commitments   201,500,000  
Jefferies Finance      
Loss Contingencies [Line Items]      
Line of credit commitment to associated companies, funded portion 0 0  
Line of credit facility commitment of Jefferies $ 250,000,000.0 $ 250,000,000.0  
Berkadia      
Loss Contingencies [Line Items]      
Reimbursement Of Losses Incurred, Maximum Percentage   50.00%  
Surety policy issued   $ 1,500,000,000  
Aggregate amount of commercial paper outstanding   1,470,000,000  
HomeFed      
Loss Contingencies [Line Items]      
Aggregate amount of infrastructure improvement bonds outstanding   $ 67,700,000  
Minimum      
Loss Contingencies [Line Items]      
Noncancellable operating lease terms   1 year  
Maximum      
Loss Contingencies [Line Items]      
Noncancellable operating lease terms   20 years