Those predictions turned out to be dead wrong. In the last 15 months, the Trump Organization—under indictment, with its founder characterizing the charges as part of a “political Witch Hunt by the Radical Left Democrats”—has managed to rework almost all $900 million of the debt it had coming due. Two of its most troublesome Deutsche Bank loans, totaling $295 million, are now off the books. The former president sold his money-losing hotel in Washington, D.C., to an investment shop connected to former Major League Baseball star Alex Rodriguez and retired boxing champion Floyd Mayweather, thanks to help from a firm tied to computer billionaire Michael Dell. Trump also refinanced $125 million of debt against a Miami golf resort and reworked a $100 million mortgage at Trump Tower.
Trump’s business still has plenty of debt—an estimated $1.1 billion in all—but now most of it doesn’t come due until 2028 or later. Two loans that haven’t been refinanced—a $13 million mortgage against a property on Third Avenue in Manhattan and a $45 million loan against a tower in Chicago—mature in 2024. But neither of those should be too difficult to pay back. After all, Trump now has an estimated $375 million in cash on hand, more than three times the sum he had at any point during his presidency, thanks to the spate of dealmaking.