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Still from Cedar Springs |
Tim (Ed Helms) is a tightly-wound and goofy Insurance Salesman who is sent to represent his company, BrownStar Insurance, at an annual Awards Convention held in Cedar Springs, Iowa. His employer has won the prestifious Double Diamond Award three years consecutively. Under the gun from his Boss Bill (Stephen Root) to nab the Award again, Tim is on a mission to persuade Association President Olgen (Kurtwood Smith) that his company is deserving of the win.
Paired with some veteran Insurance Salesmen in his Hotel Room as Roommates, potty-mouthed Dean (John C. Reilly) and Straight Man Ronald (Isiah Whitlock Jr.), we soon find Tim breaking out of his shell, while befriending the flirtatious Joan (Anne Heche). Together, the four of them venture on some wild times, but will Tim's unleashed antics cost his company the coveted Double Diamond Award?