Trump’s billion dollar losing streak Donald Trump reported an ever-growing negative-adjusted grossincome on his tax returns from 1985-94, enabling him to avoidpaying any income tax for eight out of those 10 years “DEALMAKER” TRUMP Opens Trump’s Castle casino Buys out Trump Tower and Plaza Hotel & Casino Buys yacht for $29m. Stock market crashes Buys Plaza Hotel for $407m Launches Trump Shuttle airline, for $365m – never makes profit. Costs $7m per month to keep airborne Opens Trump Taj Mahal hotel-casino. Saddled with $800m of debt, it drags his two other casinos into red Trump turns over assets (including yacht) to lenders to stave off bankruptcy Adjusted gross income ($ millions) 1985 1986 1987 1988 1989 1990 1991 1992 1993 1994 0 -51.4 -99.6 -4.5 -46.6 -90.3 -200 -400 -400.3 -600 -664.3 -751.1 -800 -814.0 -918.5 -1000 10-year total: $1.17 billion in losses Trump was able to lose so much money because most of it belonged to banks and bond investors who supplied cash to fuel his acquisitions. Trump also secretly used father’s wealth to maintain lavish lifestyle Source: Rich Harris and Andrew Rossback/The New York Times Picture: AP © GRAPHIC NEWS