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Other Investments - Schedule of Other Investments (Details) - USD ($) $ / shares in Units, $ in Thousands, shares in Millions | 3 Months Ended | 9 Months Ended |
--- | --- | --- | ---
Sep. 30, 2020 | Sep. 30, 2019 | Sep. 30, 2020 | Sep. 30, 2019 | Dec. 31, 2019
Schedule of Equity Method Investments [Line Items] |  |  |  |  |
Other investments | $ 1,123,093 |  | $ 1,123,093 |  | $ 907,875
Earnings (losses) from equity method investments | 6,805 | $ 7,617 | 26,003 | $ 16,566 |
Interest expense | 42,407 | 46,522 | 127,748 | 136,851 |
Dilution gain |  | 8,200 |  | 8,200 |
Mark-to-market gain | 14,000 |  | 23,900 |  |
Equity in earnings |  | 8,200 |  | 8,200 |
Equity Method Investment, Nonconsolidated Investee or Group of Investees |  |  |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |  |  |
Depreciation expense | 4,600 | 3,500 | 13,400 | 10,700 |
Interest expense | $ 14,600 | 8,200 | $ 44,000 | 21,600 |
SAFE |  |  |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |  |  |
Number of shares owned (in shares) | 33.7 |  | 33.7 |  |
Closing price (in dollars per share) | $ 62.10 |  | $ 62.10 |  |
Market value | $ 2,100,000 |  | $ 2,100,000 |  |
Dilution gain |  |  | 7,900 |  |
Equity in earnings |  |  | 7,900 |  |
Other strategic investments |  |  |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |  |  |
Other investments | 72,220 |  | 72,220 |  | 43,253
Earnings (losses) from equity method investments | 205 | 195 | (1,953) | 162 |
Real estate equity investments |  |  |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |  |  |
Carrying value | 1,050,873 |  | 1,050,873 |  | 864,622
Earnings (losses) from equity method investments | 6,600 | 7,422 | 27,956 | 16,404 |
Real estate equity investments | SAFE |  |  |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |  |  |
Carrying value | 855,925 |  | 855,925 |  | 729,357
Earnings (losses) from equity method investments | 9,331 | 2,946 | 36,905 | 14,076 |
Real estate equity investments | iStar Net Lease II LLC (Net Lease Venture II) |  |  |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |  |  |
Carrying value | 103,276 |  | 103,276 |  | 30,712
Earnings (losses) from equity method investments | 811 | (98) | 1,568 | (416) |
Real estate equity investments | Other real estate equity investments |  |  |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |  |  |
Carrying value | 91,672 |  | 91,672 |  | $ 104,553
Earnings (losses) from equity method investments | $ (3,542) | $ 4,574 | $ (10,517) | $ 2,744 |

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