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Cedar Rapids (2011)

Cedar Rapids: Tim Lippe (Helms) was the guy people always thought would go places but then he just ... didnt. Hes been living in über-sleepy Brown Valley, Wisconsin his whole life, still pre-engaged to his 7th grade teacher Millie Vanderhei (Weaver), while selling insurance to protect other peoples dreams. But now, Tims stalled life is about to get a kick-start because, for the first time in his 34 years, hes headed to a major metropolis - Cedar Rapids, Iowa - where he must try to save his company at a do-or-die insurance convention that, for him, will be entirely nonconventional. From the minute he checks into his hotel with his ancient American Tourister and cummerbund money-belt, its clear Tim has no idea how the modern world really works. He is soon smitten with seductive Nebraskan insurance agent Joan (Heche) and awed by his experienced roommates, the straight-shooting Wilkes (Whitlock Jr.) and the suspicious Zeigler (Reilly). Disheartened when he comes face-to-face with corporate corruption, Tim is ultimately lured beyond the lobby into an urban jungle hes only ever seen on DVD and when it seems his life - and chances to succeed - have gone completely topsy-turvy, he finds his own unjaded way to turn it all around.