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| Jon Favreau | Bobby |
| Vince Vaughn | Ricky |
| Sean Combs | Ruiz |
| Famke Janssen | Jessica |
| Faizon Love | Horrace |
| David Patrick O'Hara | |
| Vincent Pastore | Jimmy |
| Peter Falk | Max |
A comedy about two hapless best friends who are plunged headlong into the world of organized crime. When Bobby and Ricky accept a high-stakes delivery, the clueless duo is flown first-class to New York and thrust into the moneyed world of Ruiz, a downtown Manhattan gangster. In a matter of hours, Ricky's delusions of grandeur unravel the entire operation and put both his and Bobby's lives in jeopardy.
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