It's the 1980s and just like the rest of America, Donald is going big. Against his father's advice Donald plunges into the casino business. He goes on a mega spending spree that includes a yacht, an airline, a helicopter and an American football team. He's also at the top of the best-selling book chart, with The Art of the Deal. Featured in this episode are Tony Schwartz, the ghost writer behind the book, and Mike Dunbar, who first suggested in 1987 the idea of Donald Trump becoming President. But as the decade closes Donald's life is starting to unravel. His marriage to Ivana falls apart due to an affair with Marla Maples, and the 1989 stock market plummet results in his loans on the assets he has bought overwhelming him. Donald runs out of cash, has to sell major parts of his empire and seeks help from the only person who can discreetly bail him out: his father.