The series finale's ending is a remake of the pilot's ending, but with a small twist. In the pilot, Kate, Oswald, and Lewis watch Drew from his kitchen window as he plays pool, and in the finale, it's Lewis, Oswald, Mr. Wick, Mimi, Kellie, and Drew, Jr., who are watching Drew. Both endings include Drew playing pool outside in the rain, in his yellow rain jacket, humming "Moon Over Parma".
Due to poor ratings, the show was taken off of ABC's schedule for the 2003-2004 season. The show's contract with the network, however, required ABC to produce a ninth season, broadcast between June 2, 2004 and September 8, 2004. In order to fit a twenty-six-episode season in three months, many weeks featured two half-hour episodes run back-to-back.
Because of the shows being filmed in advance, the April Fool's Day contest winners would be announced by having Drew open his mouth and the winner's name being dubbed in. In syndication, there is now a voice-over done by Drew saying, "This is an obsolete message."
The show used three theme songs throughout its run: season one had "Moon Over Parma", season two used "Five O Clock World", by season three, the show switched to its longest lasting theme song, "Cleveland Rocks", in 2002, during the show's eighth season, the show switched between new versions of all three.
In The Dog and Pony Show, during the scene in the Warsaw, where the guys are spoofing The Full Monty (1997), actors Hugo Speer, Steve Huison, Paul Barber, and Mark Addy are seen in the back of the bar. They were in the original film.
Those who were credited in the starring credits at the beginning of the episode were usually featured in every episode (except for Craig Ferguson, who was usually absent for few). However, in season eight, the only cast members to appear in every episode are Drew Carey (Drew), Cynthia Watros (Kelly), and Diedrich Bader (Oswald). The others were all absent for at least one episode. Despite being credited for every episode, Craig Ferguson (Nigel) and John Carroll Lynch (Steve) were only in four and eight episodes, respectively.
In the first season, Cleveland Browns apparel was seen more than any other Cleveland sports team on the show. This is ironic, as the Browns ended up moving to Baltimore during the show's first season run.
The trivia item below may give away important plot points.
This series shares a few plot devices with M*A*S*H. For example, the swamp rats have a still providing unending alcohol just as Buzz Beer does here. Also, Hawkeye is constantly trolling for women just as Drew does. The main female lead in both shows ends up married and divorced. The main male and female leads are in a brief romantic relationship with each other in both series and still have feelings for each other during their last appearances onscreen. Both Hawkeye and Drew feel trapped in their jobs and both are very conscientious and competent in doing those jobs. Both are classic, well made dramatic comedy series.