His unseen but often heard boss is Mr. Bell (Kevin Pollak), who has an obnoxious assistant, Mimi Bobeck (Kathy Kinney), who often clashes with Drew.
Drew spends much of his free time with friends Lewis (Ryan Stiles), Oswald (Diedrich Bader) and Kate (Christa Miller) and their favorite hangout is a tavern called 'Warsaw'.
Nan Martin has a recurring role as Winfred-Louder owner, Mrs. Fran Louder who is having an affair with Larry Almada (Ian Gomez).
series, in which viewers are asked to track down the mistakes made during the course of the episode, which airs on the same week as April Fool's Day.
Drew dates several different women early on (Darcy, Celia), but for the later part of the season he is seeing Sharon Bridges (Jenica Bergere).
also airs in this season; beginning in 2009, it has become a recurring theme on April Fool's episodes of the real Drew Carey's game show, The Price Is Right (which he first started hosting in October 2007).
Kate O'Brien leaves the series after the second episode as she is marrying a fighter pilot and was quickly replaced with Kellie Newmark (Cynthia Watros), an old high school friend of Drew's who had been working as a stripper.