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A lifetime of bad luck and bad habits catches up with compulsive gambler Andy (Jay Baruchel) when he's apprehended by a quietly intimidating hit man named Reuben (Randy Quaid), who's been dispatched to kill him. But before he does the deed, Reuben grants Andy one last hour to live and chauffeurs the young ne'er-do-well from one stop to the next on a hilarious journey filled with surprising revelations and unexpected discoveries.