Employee of the Month

Employee of the Month is a movie starring Jessica Simpson, Dane Cook, and Dax Shepard. A slacker competes with a repeat winner for the "Employee of the Month" title at work, in order to gain the affections of a new female employee.
When he hears that the new female employee digs ambitious men who are the store employee of the month, a slacker gets his act together but finds himself in competition with his rival, an ambitious co-worker.