The Drew Carey Show

10 Best Episodes of The Drew Carey Show - Season 7

This long-running sitcom stars comedian Drew Carey as a sort of blue-collar everyman. The show chronicles Drew's working life, the ups and downs of his romances and his strong relationship with his long-time friends Lewis, Oswald and Kate.

Written by Sophie and last updated on nov 26, 2022.

PS: The following content contains spoilers!

PPS: I will admit that parts of this page was written with the help of AI - it makes my work so much easier to not start from a blank page!

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The Drew Carey Show - S7E4

#15 - Married to a Mob (Season 7 - Episode 4)

Oswald, Lewis and Steve are shocked to learn that Drew is married to both Nicki and Kate. Drew intends to clear up the situation immediately, but puts it off for two weeks. He alternates between wives, telling each woman that he is away in Toledo on business when he isn't with her. Unfortunately for Drew, Mimi finds out what is going on. Drew begs her not to rat on him. He tells her that he loves both women and is abstaining from sex until he can narrow it down to just one wife. Mimi still feels that his behavior is sleazy, and tries to set him up for a fall. Kate calls while Drew is with Nicki, and he ends up having to agree to a dinner with both of them. He tells Nicki that Kate has gone crazy and thinks that she is married to him. He then tells Kate that Nicki has gotten hooked on anti-depressants. He manages to keep them at bay until Kate finds wedding cake in the freezer that says "Drew and Nicki." Oswald and Lewis decide to look for a house because women are turned off

The episode was rated 7.29 from 34 votes.

The Drew Carey Show - S7E23

#14 - Rich Woman, Poor Man (Season 7 - Episode 23)

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Milan fixes up Drew with her mother, Lindsay, because she wants her to finally meet someone who isn't just after her money. Drew makes the mistake of allowing Lindsay to drive his car, and they are trapped for several hours after she crashes into a ditch. Lindsay finds Drew's lifestyle charming, and wants to continue seeing him. She is scheduled to leave town a few days later, but suddenly announces that she is moving to Cleveland. Drew is alarmed to learn that Lindsay would lose her $500,000 per month alimony if she ever re-married. He predicts that she will soon grow tired of the novelty of living like a poor person. He challenges her to spend one week in his world. She tries her best to adjust to a simple lifestyle, but really doesn't take to it. She begins breaking out in rashes and losing her hair. Drew decides that he is in love with Lindsay for some reason. After he tells her this, she announces that she is leaving. She never really liked him that much, and cannot sur

The episode was rated 7.30 from 23 votes.

The Drew Carey Show - S7E27

#13 - The Underpants Guy (Season 7 - Episode 27)

Lord Mercer and Milan celebrate their financial success by giving the employees fancy new desks. They later learn that their accountant has cleaned them out, and have to lay off a bunch of employees. Drew, Mimi and Mr. Wick are forced into duty on the sales floor, where Drew sells underwear. When the store continues to flounder, Lord Mercer converts it into a discount outlet. Nicki sends Drew a gift and claims to have forgiven him. Drew is suspicious, but decides to meet with her. She has gained back all of her weight and is homeless. She tries to shoot Drew, but drops her gun. Drew feels responsible for her problems and offers to let her stay with him. Nicki finds a knife in the kitchen and thinks about stabbing him, but is distracted by cheese and decides that she can kill Drew later.

The episode was rated 7.33 from 24 votes.

The Drew Carey Show - S7E12

#12 - Hotel Drew (Season 7 - Episode 12)

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Mr. Wick, in a teleconference from Hawaii, announces that all employees below store manager must have a 20 percent pay cut. To make up the lost income, Drew rents out his spare room to a gay couple. Lewis and Oswald consult the men for help decorating their new house. Mitch and Les use their connections to help Drew get a job interview at a better store. Drew gets the job, but fears that he is in way over his head. Mitch and Les encourage him to have faith in himself. Drew is told to cut $200,000 from the store's budget by the end of the week. He finds a way to effectively streamline personnel and eliminate unnecessary positions. Unfortunately, he winds up proving that his position isn't essential, and gets fired. Mitch and Les announce that they are moving out, as they have inherited a house. Wick shows up and admits that Winfred-Louder has fallen apart without Drew. He begs Drew to come back, but he refuses. He insists that something better will come along.

The episode was rated 7.33 from 24 votes.

The Drew Carey Show - S7E19

#11 - Bringing Up Boss (1) (Season 7 - Episode 19)

Lord Mercer announces that he is making his 19-year-old daughter, Milan, the new store president. She is disgusted, but he hopes that the job will teach her some responsibility. Lord Mercer tells Drew that he must make sure Milan does a good job or lose his co-manager position. She messes up a negotiation with a union by bringing in her boyfriend, D'Artagnan, and groping him the whole time. Drew asks Kate to talk to Milan and convince her to focus on her job instead of devoting all her time to her boyfriend. Milan takes her advice and gets dumped. She forces Drew to go work at the docks. Kate feels bad for Drew and agrees to try to get D'Artagnan to take Milan back. Kate instead sleeps with D'Artagnan just because he gives her some stupid look. Milan plans to give Drew his old job back, until she learns what Kate has done. Milan vanishes on the day that her father has come in to check on her progress. Drew sees her on the edge of the building preparing to jump.

The episode was rated 7.38 from 29 votes.

The Drew Carey Show - S7E21

#10 - Never Been to Spain (Season 7 - Episode 21)

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Drew spends his entire vacation home sick with the flu. Milan prepares for her 19th birthday party, which will take place in Spain and feature many supermodels. Lewis and Oswald decide to apply for second jobs as airport security guards so that Oswald can afford his nursing school tuition. After Drew whines about never getting to travel anywhere, Milan invites him to her party. Oswald and Lewis get the jobs, and are extremely overzealous and incompetent (big surprise). Drew tries to cut in line and race through without undergoing a security check. He gets hauled off to a holding cell and misses his flight. The supervisor refuses to let him board another flight because he has been arrested so many times. Drew has Kate distract the supervisor by pretending to have lost a baby. He tricks Oswald and Lewis and runs past them to board the last flight to Spain. The plan has mechanical problems and lands in Greenland. He thinks his luck has changed when he meets a beautiful woman, b

The episode was rated 7.38 from 26 votes.

The Drew Carey Show - S7E15

#9 - The Enabler (Season 7 - Episode 15)

On Drew's first day as co-manager, he and Wick learn that the store is going out of business. However, a potential new buyer has stepped forward and may agree to save Winfred-Louder. The group's main representative, Lord Mercer, doesn't like Drew; but gets along well with Wick, as they are graduates of the same college. Wick promises to handle the deal himself. Drew does not realize that Wick has resumed drinking until he falls down the stairs at the Warsaw. The buyers are bored with Drew's presentation, and insist on hearing from Wick. He refuses to help unless Drew lets him drink. He charms the buyers and helps win them over. A guilt-ridden Drew wants to take Wick to rehab, but decides that he must let him keep drinking until the deal has been finalized at a cocktail party the next day. Wick gets totally wasted and ends up punching out one of the investors. The deal is called off, until an apologetic Drew confesses to letting the alcoholic Wick drink. Lord Mercer is impres

The episode was rated 7.44 from 25 votes.

The Drew Carey Show - S7E11

#8 - Mr. Laffoon's Wild Ride (Season 7 - Episode 11)

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Drew begins to feel emasculated when Christine repeatedly bosses him around and has him do all of her errands. Mimi prepares to buy a minivan. She is heartbroken when Dee Snider of Twisted Sister shows up at the office and tells her that she can no longer be president of the group's fan club, as she has been neglecting her duties because of motherhood. She grows dissatisfied with her life and longs for the excitement of her past. She decides to buy a convertible sports car instead of the minivan. She runs into Drew, who is driving Christine's sports car, and they decide to have a race. They are both thrilled by the experience, and begin sneaking out and taking part in drag races every night. Steve finds out and shows up with Gus to convince Mimi to stop racing. Christine learns why Drew has been racing, and agrees to be less demanding. After the racegoers make fun of him for being a wuss, she lets him race one last time.

The episode was rated 7.48 from 25 votes.

The Drew Carey Show - S7E18

#7 - It's a Dog Eat Drew World (Season 7 - Episode 18)

Drew is upset when Lewis, Oswald and Kate begin neglecting him to devote more time to their jobs. Steve also cannot spend time with him because of plans with Mimi. A vicious stray dog shows up in the yard and tries to steal a sandwich from Drew and Speedy. A depressed Drew has lunch with Mr. Wick after his friends stand him up. They find that they have common interests, but Wick quickly scares him off by making plans to spend every minute of the day together. Drew tricks Lewis, Oswald, Kate and Steve into coming over by claiming an emergency. They are upset to learn that he just wants to play a game of Risk, and try to leave. The wild dog returns as part of a pack. The dogs surround the house, even cutting off the phone lines. They fake an attack on a small dog, who lets them into the house after the gang brings him inside to help him. Everyone must flee to the basement, where they pass the time by reading Drew's old journal and singing songs. Mimi comes by in the morning lo

The episode was rated 7.48 from 27 votes.

The Drew Carey Show - S7E24

#6 - What Women Don't Want (Season 7 - Episode 24)

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Lewis struggles to find a date to his ex-girlfriend's wedding. All of his friends (and even Mimi) try to help him out, but he inevitably drives all the women away with his creepy comments. Lewis becomes extremely depressed and refuses to get off of Drew's couch. Oswald brings in Lewis's mother, who reveals to Drew that Lewis has an IQ in the genius range. His family always kept the truth from him in the hopes that he could live a normal life. Lewis is thrilled by the news. He attends a Mensa meeting, but still strikes out with every woman. He begins to fear that he will never fit in, until a woman shows up at the meeting to deal with the building's rat problem. She has a high IQ and shares Lewis's love of bizarre trivia about serial killers, etc. They immediately establish a connection and set off to catch the rat together.

The episode was rated 7.52 from 25 votes.

The Drew Carey Show - S7E26

#5 - The Eagle Has Landed (Season 7 - Episode 26)

A woman named Kathy applies for a job at Winfred-Louder and takes a liking to Drew. She isn't right for the job, but makes a date with Drew. A bald eagle breaks into Drew's house and trashes the place. No one can attempt to remove the eagle because it is a protected species. Lewis and Oswald decide to start a cookie business. The cookies attract two children, one of whom threatens to expose the fact that they have an illegal house in the park. The guys must give him cookies and do his homework. The eagle moves to Drew's roof. Kate changes her attitude about protecting the eagle after it craps all over her dress. Kathy brings her dog along on the date, but leaves him outside. The eagle snatches it and flies away. Lewis and Oswald find the dog at the pound after the eagle drops it. When Drew tries to tell Kathy what happened, the eagle steals her dog again. She blames Drew and runs off in disgust. Lewis and Oswald try to lure the eagle away with pheromones, but they get spi

The episode was rated 7.52 from 21 votes.

The Drew Carey Show - S7E13

#4 - Drew and the King (Season 7 - Episode 13)

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Drew takes a job as a security guard. Lewis, Oswald and Steve tell him that Kate has gotten a promotion. Drew is upset to realize that she no longer comes to him with news about big events in her life. He asks his boss to transfer him to the Rock and Roll Hall of Fame so that he can spend more time with Kate. Christine isn't too thrilled about this, and doesn't believe Drew's claims that he just wants Kate as a friend. Kate becomes annoyed when Drew tries to hang around her at work. While searching for his keys at the Elvis exhibit, he finds a previously unheard record in the couch. It features Elvis singing Jewish folk songs. Drew gives Kate credit for the discovery, which will give her a huge career boost. Mimi predicts that Kate will blow it. While showing off all of the precautions she has taken with the record, Kate ends up dropping a steel case on it and damaging it beyond repair. She decides to accept a job offer at a polka museum in Chicago before word gets out about

The episode was rated 7.53 from 19 votes.

The Drew Carey Show - S7E22

#3 - O Brother, Who Art Thou? (Season 7 - Episode 22)

Drew is perplexed when Steve attacks one of the other fathers at Gus's kiddie gym with little provocation. Drew theorizes that Steve is just frustrated at being cooped up with the baby all the time and having no adult conversation. He hires him to fill an opening in the cosmetics department, despite Wick's objections. Drew visits Steve on the job and points out some matters that he needs to handle. Steve suddenly begins pounding a customer who tries to return a bottle of perfume without a receipt. Kate figures out that Steve's behavior is the result of jealousy over Drew's professional success. Drew looks at some old home movies and gets Steve to admit that he has always resented him because he liked having their parents to himself. Steve takes a job as a prison guard to deal with his hostility. Lewis and Oswald help DrugCo administer an experimental drug that causes empathy in prison inmates. Lewis takes the drug himself after Oswald points out his lack of sensitivity. Howev

The episode was rated 7.56 from 27 votes.

The Drew Carey Show - S7E20

#2 - Daddy Dearest (2) (Season 7 - Episode 20)

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Lord Mercer refuses to show concern for Milan, claiming that she regularly threatens to kill herself to get attention. Drew gets her to come off the ledge. Drew is upset when his father refuses to congratulate him for his promotion, instead sending him a fish wrapped in the newsletter that announced his new position. Lord Mercer fires Milan for repeatedly refusing to show up for meetings. She feels that she has no reason to make an effort because her father is never satisfied by anything she does. Drew, inspired by his own situation, pleads with Lord Mercer to give Milan another chance. He promises to help her do a better job running the store. However, Milan only knows how to do one thing--party. She throws a rave in the store. It seems to be a disaster, but actually boosts sales considerably. Lord Mercer still disapproves because raves are bad for the store's reputation. Milan decides that she doesn't always need to seek her father's approval. Meanwhile, Lewis inadvertent

The episode was rated 7.56 from 27 votes.

The Drew Carey Show - S7E17

#1 - A Shot in the Dark (Season 7 - Episode 17)

Drew, inspired by his short stint as a security guard, buys a police scanner. After hearing of an incident at the Warsaw, he races over to the bar and tries to offer his assistance to the police. An attractive cop decides to go out with him, explaining that she wants to take a break from dating good-looking guys. Drew soon discovers that he and Marlo have nothing in common, and his health goes into decline because of her constant smoking and his allergy to her cat. He plans to break up with her, but becomes terrified of the consequences after seeing her rough up a guy whose only offense was a broken taillight. Oswald and Colleen ask Lewis to give them some time alone at the house. He claims to have begun dating a co-worker, but actually sleeps in Drew's basement. Drew finally breaks up with Marlo, who becomes enraged and vows revenge. When Lewis comes up for a snack late that night, Drew believes that Marlo has come after him. He shoots Lewis in the leg. Marlo concludes that

The episode was rated 7.63 from 24 votes.

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