The Drew Carey Show S07E23 · Rich Woman, Poor Man

Overview

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

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1. 1 1. Drew Carey's Back-to-School Rock 'n' Roll Comedy Hour (1)2001-09-26 · 21mTeenage Drew visits a doctor and learns about his 'changing body'. Lewis and Oswald show SheDaisy their talents as backup singers. Kate and Jenny make out during a sleepover and ar
2. 2 2. Drew Carey's Back-to-School Rock 'n' Roll Comedy Hour (2)2001-09-26 · 20mDrew hosts a film about the dangers of cooties. Another film shows girls how cheerleading can help them later in life. Mimi bothers Uncle Kracker for help with a crossword puzzle
3. 3 3. Drew Gets Out of the Nuthouse2001-10-03 · 20mDrew is finally released from the mental institution. On the day of his release, he runs into Nicki at the Warsaw. She reveals that she is divorced, and feels she made a mistake
4. 4 4. Married to a Mob2001-10-10 · 22mLewis and Oswald decide to buy a house after being convinced that they can't find a date because they live on top of a bar. Meanwhile Drew tells them he is married to both Kate and
5. 5 5. When Wives Collide2001-10-17 · 30mDrew manages to convince Kate that Nicki made the wedding cake herself because she is crazy. He becomes desperate to clear things up as soon as possible. With Steve's help, Drew
6. 6 6. Bus-ted2001-10-24 · 30mNicki talks to the newspaper about Drew's bigamy. The article also refers to his marriage to Mr. Wick, and everyone around town starts calling him "the impotent, bisexual bigamist
7. 7 7. It's Halloween, Dummy2001-10-31 · 21mDrew decides to fill some of his free time by taking a ventriloquism class. Winfred-Louder gets a new owner, the easy-going Mr. Newsome. He identifies with Drew because he spent
8. 8 8. Beulah Gets Her Groove Back2001-11-07 · 30mDrew's parents come to visit, but decide to stay with Steve and Mimi so that they can spend more time with the baby. Beulah confesses to Mimi that George has never satisfied her i
9. 9 9. Drew Live III2001-11-14 · 22mDrew awakens to find himself handcuffed to former Cheers star John Ratzenberger in a Tennessee dog pound. John says that he saved Drew from jumping off a bridge in a drunken stupo
10. 10 10. Eat, Drink, Drew, Woman2001-11-21 · 22mWinfred-Louder hires an efficiency expert, Christine, to look after the store while Mr. Wick is away. She is a very demanding taskmaster, but goes easy on Drew because she has a c
11. 11 11. Mr. Laffoon's Wild Ride2001-11-28 · 20mDrew 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
12. 12 12. Hotel Drew2001-12-12 · 21mMr. 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 ro
13. 13 13. Drew and the King2001-12-19 · 21mDrew 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
14. 14 14. The Curse of the Mummy2002-01-16 · 22mOswald and Lewis make a video about themselves to impress women, but it doesn't have any effect whatsoever. The gang gets the wrong end of the stick when Drew tells of his encounte
15. 15 15. The Enabler2002-01-23 · 22mOn 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-Loud
16. 16 16. Pretty Baby2002-02-06 · 20mLewis and Oswald enter a baby into Winfred-Louder's beautiful baby pageant to raise money to replace the heating ducts they broke. To get an edge over the other contestants, they t
17. 17 17. A Shot in the Dark2002-02-13 · 30mDrew, 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 assistanc
18. 18 18. It's a Dog Eat Drew World2002-02-27 · 30mDrew 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 stra
19. 19 19. Bringing Up Boss (1)2002-03-13 · 22mLord 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.
20. 20 20. Daddy Dearest (2)2002-03-20 · 22mLord 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
21. 21 21. Never Been to Spain2002-03-27 · 20mDrew 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
22. 22 22. O Brother, Who Art Thou?2002-04-03 · 21mDrew 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
23. 23 23. Rich Woman, Poor Man2002-04-10 · 22mMilan 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
24. 24 24. What Women Don't Want2002-05-01 · 21mLewis 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
25. 25 25. Look Mom, One Hand!2002-05-08 · 21mThe guys' mothers come to town for a special Mother's Day brunch at the Warsaw. Kate introduces everyone to her new stepmother, who looks exactly like her. Beulah praises Steve f
26. 26 26. The Eagle Has Landed2002-05-15 · 21mA 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
27. 27 27. The Underpants Guy2002-05-22 · 21mLord 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