Tim Lippe (Helms) was the guy people always thought would go places but then he just ... didn't. He's 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 people's dreams. But now, Tim's stalled life is about to get a kick-start because, for the first time in his 34 years, he's 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, it's clear Tim has no idea how the modern world really works.
John C. Reilly....Dean Ziegler
Anne Heche....Joan Ostrowski-Fox
Isiah Whitlock Jr.....Ronald Wilkes
Stephen Root....Bill Krogstad
Kurtwood Smith....Orin Helgesson
Mike O'Malley....Mike Pyle
Sigourney Weaver....Macy Vanderhei
Inga R. Wilson....Gwen Lemke
Seth Morris....Uncle Ken
Christopher Lemon....Rock Climbing Dude
Sudhi Rajagopal....Rock Climbing Dude
Filmography links and data courtesy of The Internet Movie Database.