History YMMV / TheDrewCareyShow

** The "Cleveland Rocks" intro features the cast at a [[UsefulNotes/MajorLeagueBaseball Cleveland Indians]] tailgating party, wearing uniforms with the team's then-mascot and logo Chief Wahoo on it. Chief Wahoo was retired after the 2018 MLB season[[note]]limited merchandise of Chief Wahoo are still sold at the physical team store to prevent trademark dilution[[/note]] due to it being considered racially insensitive to Native Americans, and the team itself was renamed the Guardians after the 2021 season.

** Not to mention one reference to the [[UsefulNotes/NationalFootballLeague Cleveland Browns]]' then-current[[note]]1995-1999[[/note]] hiatus and its players and staff's then-recent relocation to Baltimore as Drew and the gang watches a tape recording of a Browns game they attended in 1989.

** "Drew Can't Carry A Tune" opens with the gang attending church, with Drew watching a football game on a portable t.v. As the priest is expressing condolences for another priest's death, Drew bursts into excited cheers over a team he bet money on winning. He then points out that Kate is Catholic to draw attention away from himself.

* CrossesTheLineTwice: Mr. Wick's RunningGag of firing people, typically Johnson. Here's an example:

** The season two episode "Cap-Beer-Cino" has two humorous moments where Wick thinks Drew is suffering from alcohol and drug addiction. Fast forward to season four where Drew discovers Wick has a drug problem and makes the latter go to rehab.

** The season two episode "Cap-Beer-Cino" has two humorous moments where Wick thinks Drew is suffering from alcohol and drug addiction. Fast forward to season four where Drew discovers Wick very much has a drug problem and makes the latter go to rehab.

** The "Cleveland Rocks" intro features the cast at a [[UsefulNotes/MLBTeams Cleveland Indians]] tailgating party, wearing uniforms with the team's then-mascot and logo Chief Wahoo on it. Chief Wahoo was retired after the 2018 MLB season[[note]]limited merchandise of Chief Wahoo are still sold at the physical team store to prevent trademark dilution[[/note]] due to it being considered racially insensitive to Native Americans, and the team itself was renamed the Guardians after the 2021 season.

* TheWoobie: Drew certainly goes through a lot more crap than he deserves too. Mimi also has shades of this, but her Woobie moments are scarce.

* UnintentionallyUnsympathetic: Steve is given the SympatheticPOV when his jealousy over Drew's professional success causes him to rant multiple times. However not only did Steve later admits that he has always resented Drew because [[FeelingOppressedByTheirExistence he liked having their parents to himself]], but he was a BigBrotherBully who took his [[TheResenter resentment]] UpToEleven to the point of being a BarbaricBully.

** This is especially common for the occasional "What's Wrong With This Episode" episodes. Every now and then for April Fools' the show had a contest to give a prize to whoever could point out the most errors. These episodes are guaranteed to be more BigLippedAlligatorMoment than actual episode as the characters turn into puppets, the show is shot entirely in ''VideoGame/TheSims'', actors switch places, or a hundred other random occurrences.

* StrawmanHasAPoint: Mimi, in the ''pilot episode''. Okay, she was way out of line calling Drew out during her job interview, accusing him of being sexist (which he wasn't), and making a scene in front of the other workers, ''but'' in Mimi's defense, Drew ''did not'' handle her interview very well. First of all, he makes a crack about her marital status (which Mimi [[OutOfCharacterMoment actually ignored]]), and then has the gall to tactfully say to her "We WILL be interviewing a lot of people for this job", which is, as Mimi puts it, a tactful way of saying, "We're not hiring you." Any HR director will tell that you ''do not'' say anything like that to an applicant as it's very discouraging to them, and it makes the company look bad. Mimi is understandably pissed by this and deduces that if she were hot-looking he'd have hired her right away. Drew insists this isn't the case, except ''in the very next episode'', we see him hiring a woman (Lisa) who is very attractive, and actively flirts with him, and eventually starts dating him! When watching the first two episodes, and seeing all this unfold, it's not hard to side with Mimi and think maybe she had a point.

* UnintentionallyUnsympathetic: Steve is given the SympatheticPOV when his jealousy over Drew's professional success causes him to have multiple [[RantInducingSlight Rant Induced Slights]]. However not only did Steve later admits that he has always resented Drew because [[FeelingOppressedByTheirExistence he liked having their parents to himself]], but he was a BigBrotherBully who took his [[TheResenter resentment]] UpToEleven to the point of being a BarbaricBully.

* FunnyAneurysmMoment:

* HarsherInHindsight:

* FanPreferredCouple: [[FoeYay Drew]]/[[LikeAnOldMarriedCouple Mimi]] was ''very'' popular back in the day, especially considering Drew will always come to her rescue when she needs him.
* FoeYay: Drew and Mimi's rivalry was so intense, and they wasted so much time fighting each other, that it really looked like this trope. It helps that they were friendlier to each other in the first season, which contained some extremely bare bones friendship moments.

* SugarWiki/AwesomeMusic: Music/ThePresidentsOfTheUnitedStatesOfAmerica's cover of Ian Hunter's "Cleveland Rocks," used for the show's theme song.

** A lot of actors who became famous on ''Scrubs'' had small bit roles on ''The Drew Carey Show'' beforehand. Sam Lloyd (Ted the Lawyer) appears as a delivery man in Season 3's "The Batmobile", Aloma Wright (Laverne Roberts) plays a security officer in "Good Vibrations", Nicole Sullivan (Jill Tracy) tricks Drew into marrying her in "Drew Gets Married", and Neil Flynn (The Janitor) was one of Kate's boyfriends in one episode. Not to mention Creator/ChristaMiller (Jordan) starring in this show as Kate.

** : A pre-Series/{{NCIS}} Creator/PauleyPerrette as Drew's girlfriend Darcy for the three episodes where he was in a band.

** A lot of actors who became famous on ''Scrubs'' had small bit roles on ''The Drew Carey Show'' beforehand. Sam Lloyd (Ted the Lawyer) appears as a delivery man in Season 3's "The Batmobile", Aloma Wright (Laverne Roberts) plays a security officer in "Good Vibrations", Nicole Sullivan (Jill Tracy) tricks Drew into marrying her in "Drew Gets Married", and Neil Flynn (The Janitor) was one of Kate's boyfriends in one episode. Not to mention Christa Miller (Jordan) starring in this show as Kate.

* JerkassWoobie: Drew may not be the nicest guy on the show, but he certainly goes through a lot more crap than he deserves too. Mimi also has shades of this, but her Woobie moments are scarce.

--> '''Drew''': If you want a virgin, take Lewis!
--> '''Lewis''': I can cook!

-->'''Mr. Wick:''' Oh, thank you, Lewis! I've never felt so free!

** The "Rocky Horror/Priscilla" dance-off from Season 2's "New York and Queens" shows Mr. Wick taking part in "Priscilla", and dismissing Rocky Horror. This is funnier once you find out that Wick's actor, Craig Ferguson, [[https://www.youtube.com/watch?v=n2GiDWLQFt4 was in a 1991 stage production of Rocky Horror]] playing Brad Majors.

-->"I'm sick of just sitting around watching game shows, so somebody [[Series/ThePriceIsRight COME ON DOWN]], and kill me!"

** In Season 2's "New York and Queens", Donald Trump has a brief cameo during the scene where Drew's truck breaks down, and Trump offers to help them. Kate seems rather excited about meeting him. This all can be a little jarring to anyone more familiar with Trump's current reputation.

* SugarWiki/AwesomeMusic: Music/ThePresidentsOfTheUnitedStatesOfAmerica's cover of Ian Hunter's "Cleveland Rocks

* RetroactiveRecognition: A lot of actors who became famous on ''Scrubs'' had small bit roles on ''The Drew Carey Show'' beforehand. Sam Lloyd (Ted the Lawyer) appears as a delivery man in Season 3's "The Batmobile", Aloma Wright (Laverne Roberts) plays a security officer in "Good Vibrations", Nicole Sullivan (Jill Tracy) tricks Drew into marrying her in "Drew Gets Married", and Neil Flynn (The Janitor) was one of Kate's boyfriends in one episode. Not to mention Christa Miller (Jordan) starring in this show as Kate.