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Insurance agent Tim Lippe (Ed Helms) is sublimely naive: He has never stayed in a hotel, has never flown in a plane, has never even left his tiny Wisconsin hometown. Chosen to represent his company at a convention in Iowa, Tim meets three veteran attendees (John C. Reilly, Anne Heche, Isiah Whitlock Jr.), who set him on course for a life-altering weekend of wild times and sweet temptation. Wikipedia