[70] Reorganizing left him with half his initial stake and required him to personally guarantee future performance.[71] To reduce his $900 million of personal debt, he sold his failing Trump Shuttle airline, his megayacht, the Trump Princess, which had been leased to his casinos and kept docked, and other businesses.[72]
In 1995, Trump founded Trump Hotels & Casino Resorts (THCR), which assumed ownership of Trump Plaza, Trump Castle, and the Trump Casino in Gary, Indiana.[73] THCR purchased the Taj Mahal in 1996 and went bankrupt in 2004, 2009, and 2014, leaving Trump with 10 percent ownership.[74] He remained chairman until 2009.[75]

Golf courses
Main article: Donald Trump and golf
The Trump Organization began building and buying golf courses in 1999.[76] It owns fourteen and manages another three Trump-branded courses worldwide.[76][77]
Trump visited a Trump Organization property on 428 (nearly one in three) of the 1,461 days of his presidency and is estimated to have played 261 rounds of golf, one every 5.6 days.