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Other Investments (Schedule of Other Investments) (Details) - USD ($)
$ in Thousands
12 Months Ended
Jan. 02, 2019
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Jan. 01, 2018
Schedule of Equity Method Investments [Line Items]          
Other investments   $ 304,275 $ 321,241   $ 397,110
Equity in Earnings (Losses)   (5,007) 13,015 $ 77,349  
Additional cash investment in equity method investment   94,578 224,219 58,197  
Net proceeds from sale of equity method investment   0 0 43,936  
Distribution from equity method investments   18,133 42,059 48,732  
Net Lease Venture          
Schedule of Equity Method Investments [Line Items]          
Additional cash investment in equity method investment     49,200    
Other Strategic Investments          
Schedule of Equity Method Investments [Line Items]          
Other investments   7,516 13,618    
Equity in Earnings (Losses)   (9,373) 1,410 9,907  
Impairment on foreign equity method investment   10,000      
Real Estate Investment          
Schedule of Equity Method Investments [Line Items]          
Carrying value   296,759 307,623    
Equity in Earnings (Losses)   4,366 11,605 67,442  
Real Estate Investment | Safety, Income and Growth, Inc.          
Schedule of Equity Method Investments [Line Items]          
Carrying value   149,589 83,868    
Equity in Earnings (Losses)   4,711 551 0  
Real Estate Investment | iStar Net Lease II LLC (Net Lease Venture II)          
Schedule of Equity Method Investments [Line Items]          
Carrying value   16,215 0    
Equity in Earnings (Losses)   (333) 0 0  
Real Estate Investment | Net Lease Venture          
Schedule of Equity Method Investments [Line Items]          
Carrying value   0 121,139    
Equity in Earnings (Losses)   4,100 4,534 3,567  
Real Estate Investment | Other real estate equity investments          
Schedule of Equity Method Investments [Line Items]          
Carrying value   130,955 102,616    
Equity in Earnings (Losses)   (4,112) $ 6,520 63,875  
Net proceeds from sale of equity method investment       39,800  
Impairment on foreign equity method investment   $ 6,100      
Gain on sale recognized earnings       31,500  
Distribution from equity method investments       11,600  
Real Estate Investment | Other real estate equity investments | Noncontrolling Interests          
Schedule of Equity Method Investments [Line Items]          
Gain on sale recognized earnings       $ 10,100  
Subsequent Event | Real Estate Investment | Safety, Income and Growth, Inc.          
Schedule of Equity Method Investments [Line Items]          
Additional cash investment in equity method investment $ 250,000