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Earnings Per Share - Earnings Allocable to Common Shares (Details)
$ / shares in Units, shares in Thousands, $ in Thousands
 3 Months Ended 6 Months Ended
Jun. 30, 2020
USD ($)
$ / shares
shares
Jun. 30, 2019
USD ($)
$ / shares
shares
Jun. 30, 2020
USD ($)
$ / shares
shares
Jun. 30, 2019
USD ($)
trading_day
$ / shares
shares
Numerator for basic earnings per share:        
Net income (loss) attributable to iStar Inc. and allocable to common shareholders | $ $ (23,335) $ 362,715 $ (44,786) $ 345,150
Numerator for diluted earnings per share:        
Net income (loss) attributable to iStar Inc. and allocable to common shareholders | $ $ (23,335) $ 364,965 $ (44,786) $ 349,650
Denominator for basic and diluted earnings per share:        
Weighted average common shares outstanding for basic earnings per common share (in shares) 76,232 64,019 76,838 65,873
Add: Effect of assumed shares issued under treasury stock method for restricted stock units (in shares) 0 87 0 85
Add: Effect of series J convertible perpetual preferred stock (in shares) 0 16,153 0 16,053
Weighted average common shares outstanding for diluted earnings per common share (in shares) 76,232 80,259 76,838 82,011
Basic earnings per common share:        
Net income (loss) allocable to common shareholders (in dollars per share) | $ / shares $ (0.31) $ 5.67 $ (0.58) $ 5.24
Diluted earnings per common share:        
Net income (loss) allocable to common shareholders (in dollars per share) | $ / shares $ (0.31) $ 4.55 $ (0.58) $ 4.26
3.125% Senior Convertible Notes        
Diluted earnings per common share:        
Stated interest rates (as a percent) 3.125% 3.125% 3.125% 3.125%
Threshold consecutive trading days | trading_day       40