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Significant Accounting Policies - Narrative (Details) - USD ($)
$ / shares in Units, $ in Thousands
1 Months Ended 11 Months Ended 12 Months Ended
Nov. 30, 2019
Nov. 30, 2018
Jun. 30, 2019
Nov. 30, 2018
Nov. 30, 2019
Dec. 31, 2017
Nov. 29, 2019
Long Lived Assets Held-for-sale [Line Items]              
Revenues       $ 5,009,728 $ 5,358,656 $ 5,048,906  
Receivables from brokers, dealers and clearing organizations $ 3,011,000 $ 3,223,700   3,223,700 3,011,000    
Receivables from customers of securities operations 1,490,900 2,017,100   2,017,100 1,490,900    
Capitalized interest         6,200    
Property, equipment and leasehold improvements, net 385,000 351,000   351,000 385,000    
Payables to brokers, dealers and clearing organizations 2,621,700 2,465,600   2,465,600 2,621,700    
Payables to customers of securities operations 3,808,600 3,176,700   3,176,700 3,808,600    
Purchase of common shares for treasury settled subsequent to year end       17,600 $ 1,200    
54 Madison              
Long Lived Assets Held-for-sale [Line Items]              
Increase in loans to and investments in associated companies of deconsolidated entity           123,000  
Total assets of deconsolidated entity           612,900  
Total liabilities of deconsolidated entity           330,500  
Noncontrolling interests of deconsolidated entity           167,200  
Minimum              
Long Lived Assets Held-for-sale [Line Items]              
Derivative hedging relationship effective percentage         80.00%    
Maximum              
Long Lived Assets Held-for-sale [Line Items]              
Derivative hedging relationship effective percentage         125.00%    
Commissions and other fees              
Long Lived Assets Held-for-sale [Line Items]              
Revenues       662,546 $ 675,772 617,020  
Other              
Long Lived Assets Held-for-sale [Line Items]              
Revenues       558,336 667,993 424,788  
Reclassified Presentation Of Certain Other Fees | Commissions and other fees | Jefferies Group              
Long Lived Assets Held-for-sale [Line Items]              
Revenues       28,300   23,800  
Reclassified Presentation Of Certain Other Fees | Other | Jefferies Group              
Long Lived Assets Held-for-sale [Line Items]              
Revenues       (28,300)   $ (23,800)  
Automobile Loan | Foursight Capital Credit Facilities              
Long Lived Assets Held-for-sale [Line Items]              
Loans receivables $ 741,200 $ 648,700   $ 648,700 741,200    
Loans Receivable | Prime | Automobile Loan | Credit Concentration Risk | Foursight Capital Credit Facilities              
Long Lived Assets Held-for-sale [Line Items]              
Concentration risk, percentage 15.00% 13.00%          
Loans Receivable | Near-Prime | Automobile Loan | Credit Concentration Risk | Foursight Capital Credit Facilities              
Long Lived Assets Held-for-sale [Line Items]              
Concentration risk, percentage 53.00% 57.00%          
Loans Receivable | Subprime | Automobile Loan | Credit Concentration Risk | Foursight Capital Credit Facilities              
Long Lived Assets Held-for-sale [Line Items]              
Concentration risk, percentage 32.00% 30.00%          
HomeFed              
Long Lived Assets Held-for-sale [Line Items]              
Non-cash investing activities related to the issuance of common stock for acquisition         178,800    
Iowa Premium              
Long Lived Assets Held-for-sale [Line Items]              
Membership interest purchase agreement, aggregate ownership interests to purchase     100.00%        
Membership interest purchase agreement, proportionate share     $ 49,000        
Spectrum Brands              
Long Lived Assets Held-for-sale [Line Items]              
Non-cash financing activities related to distribution of special dividend         451,100    
Sale of Property              
Long Lived Assets Held-for-sale [Line Items]              
Non-cash investing activities related to sale         $ 16,400    
Number of common stock exchanged with related party (in shares)             780,315
Number of common stock exchanged with related party, price per share (in USD per share)             $ 21.03