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Randy Quaid and Jay Baruchel star in writer/director Randall Cole's comedic drama detailing the unique relationship between a compulsive gambler, and the coolly detached hit man assigned the task of taking him out. Andy (Baruchel) is an excitable gambler who has incurred one debt too many. When stoic hit man Reuban shows up to kill Andy, his target's initial reaction is disbelief. It soon becomes obvious that this is no joke, however, and now with less than sixty minutes to live the desperate Andy does his best to squeeze as much living into his final hour as possible. From one final session with a prostitute to a chance to get revenge on a former boss and a desperate search for a missing childhood toy, the bizarre series of final requests made by Andy prompt both the trigger man and his target to realize that there is more to their lives - and their current missions - than surface impressions would indicate.