In 1999, Seth Davis (Ribisi) a 19-year-old college dropout who lives and runs an illegal but successful underground casino in his Queens apartment. Because of dropping out of college and running an illegal business to support himself, his father Marty (Rifkin), a New York Cityfederal judge disapproves of him and worries that Seth's criminal living may cost him his judgeship. In hopes to get on his father's good side, Seth joins J.T. Marlin, a brokerage firmbased somewhere on the Long Island Expressway, after Greg Weinstein (Katt) comes to his home to check out Seth's business and offers him a job at the firm. Seth agrees and becomes a trainee under Weinstein.
Everything seems to work out for Seth in the early days of his job. Arriving at J.T. Marlin, he learns from Jim Young (Affleck), one of the heads of the company, what he needs to do to become a millionaire working at the firm. Seth learns the ways of the company and does very well at his new job. He also embarks on a romance with Abbie Halpert (Long), an ex-girlfriend of Greg's, which Greg shows disapproval of and who often worries about her effect on his friends and workers. Seth also becomes part of the crowd of successful stock brokers, including Chris Varick (Diesel) and Richie O'Flaherty (Caan), and lives a high-life type of lifestyle with them, usually going out to restaurants with them and seeing their fights with other people. He hits a few snags though, including fights and arguments he has with Greg when Greg becomes too worried about Seth's explosively good work at his job, and when Seth closes down his casino because his employees don't appreciate their significantly increased salaries.
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