Richie (Justin Timberlake), a Princeton college student who pays for school with online gambling, bottoms out and travels to Costa Rica to confront the mastermind, Ivan (Ben Affleck), whom he believes has swindled him. Ivan sees a kindred spirit in Richie and brings the younger man into his operation. When Richie comes to fully understand the deviousness of his new boss, he tries to turn the tables on him.
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