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The Worst Episodes of Who's the Boss?

Every episode of Who's the Boss? ranked from worst to best. Explore the Worst Episodes of Who's the Boss?!

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A former professional baseball player, along with his preteen daughter, moves into New York advertising executive Angela Bower's house to be both a housekeeper and a father figure to her young son. Tony 's laid-back

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Episode Rankings

  1. #1 Worst Episode
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    Who's the Boss? Season 2 Episode 26 - Charmed Lives
    5.3/10(141 votes)

    S2:E26

    Angela has found a model to play the part of a princess in a series of pasta commercials. But the client instead chooses a shy photographer, who didn't even want the job.

    Director:Asaad Kelada
    Writer:Paul Haggis

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  2. Who's the Boss? Season 2 Episode 23 - There's No Business Like Shoe Business
    6.2/10(120 votes)

    S2:E23

    After hearing a colleague from the shoe factory describe his boredom with his life, Mona encourages him to be spontaneous and pursue a new life. He takes her advice a little too far when he leaves his wife and infant in search of Hollywood stardom.

    Director:Asaad Kelada
    Writer:Unknown

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  3. Who's the Boss? Season 3 Episode 23 - Mona
    6.7/10(129 votes)

    S3:E23

    Mona's brother has bought a seedy hotel in New York City and used Mona's money for it.

    Director:Asaad Kelada
    Writers:Blake Hunter, Martin Cohan

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  4. Who's the Boss? Season 5 Episode 19 - Living Dolls
    6.7/10(123 votes)

    S5:E19

    Sam visits a beauty school run by Angela's friend. While there, she meets Charlie, a friend of hers from the old neighborhood, who is living there. Charlie is unhappy with her life there, and is considering running away.

    Director:Unknown
    Writer:Unknown

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  5. Who's the Boss? Season 6 Episode 15 - Dear Landlord
    6.7/10(96 votes)

    S6:E15

    Angela buys, due to tax reasons, a house in the neighborhood and Tony helps her shaping it up. A lodger already seems to be found but when Angela returns from a business trip she finds a young actress moving in instead.

    Director:Asaad Kelada
    Writer:Daniel Palladino

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  6. Who's the Boss? Season 5 Episode 7 - Life With Father
    6.8/10(96 votes)

    S5:E7

    Samantha wants to go to Vermont ski lodge for the weekend, but Tony forbids her. Sam goes anyway. Along the way, she remembers everything her father did, even the embarassing moments!!

    Director:Asaad Kelada
    Writer:Danny Kallis

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  7. Who's the Boss? Season 5 Episode 10 - Mrs. Rossini's Uncle
    6.8/10(100 votes)

    S5:E10

    Mrs. Rossini visits Tony. Accompanying her is her young uncle Al.Al is attending the nearby Beauty College and Tony should take care of him. In the course of this Sam and Al come closer.

    Director:Asaad Kelada
    Writer:Lee Aronsohn

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  8. Who's the Boss? Season 6 Episode 12 - Gambling Jag
    6.8/10(104 votes)

    S6:E12

    To put up Mona after she has been stood up by a man, Tony and Angela decide going to Atlantic City. There Mona first gamble away Angela's diamond necklace and then the car. To win back those things Angela sits down at the poker table.

    Director:Asaad Kelada
    Writer:Unknown

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  9. Who's the Boss? Season 8 Episode 4 - Selling Sam Short
    6.8/10(99 votes)

    S8:E4

    After a car crash Sam and Pierce come closer. When Tony finds this out after weeks, he - against the other's expectation - takes a fancy to Pierce and confides his money to the stockbroker. But like always he overdoes here, too, and he spends more time with Pierce than Sam does.

    Director:Unknown
    Writer:Unknown

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  10. Who's the Boss? Season 8 Episode 5 - Tony Bags a Big One
    6.8/10(91 votes)

    S8:E5

    While Angela is away on business, Mona begins dating one of her biggest clients. She finds him thoroughly uninteresting and promptly dumps him. In an attempt to prevent from withdrawing his account from the agency, Tony accompanies him on a duck hunt. An accidental gunshot only makes things worse.

    Director:Unknown
    Writer:Unknown

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  11. Who's the Boss? Season 8 Episode 10 - Field of Screams
    6.8/10(89 votes)

    S8:E10

    Jonathan is looking for a job. A friend of Tony's arranges for Jonathan to work as a ball boy at New York Mets games. A slight mistake during his first game costs him his job -- and the Mets the game.

    Director:Unknown
    Writer:Clay Graham

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  12. Who's the Boss? Season 8 Episode 14 - Who's the Boss?
    6.8/10(86 votes)

    S8:E14

    Angela books up the whole time with some events and visits. Tony has to fall back on excuses to be together with his friends. But Angela catches on to him.

    Director:Unknown
    Writer:Unknown

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  13. Who's the Boss? Season 8 Episode 18 - Better Off Wed (2)
    6.8/10(94 votes)

    S8:E18

    Tony, Angela, Mona, Jonathan, Mrs. Rossini, and Hank's parents chase after Sam and Hank. They arrive at the chapel before the service began -- Sam did not want to be married without Tony present. Tony is still adamant against the union, but the ceremony goes forward as planned.

    Director:Unknown
    Writers:Danny Kallis, Clay Graham, Bob Rosenfarb

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  14. Who's the Boss? Season 1 Episode 19 - Tony's Father-in-Law
    6.9/10(147 votes)

    S1:E19

    Nick, Tony's father-in-law, visits. He cannot bring himself to tell everyone that he will soon be imprisoned, so he instead claims that he is dying, then milks the sympathy.

    Director:Richard Sakai
    Writer:Unknown

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  15. Who's the Boss? Season 5 Episode 8 - A Spirited Christmas
    6.9/10(107 votes)

    S5:E8

    The wife of Mona's brother has died. But to go to heaven she must make Mona reconcile with her brother. Tony is picked out as the mediator.

    Director:Asaad Kelada
    Writer:Unknown

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  16. Who's the Boss? Season 5 Episode 11 - Your Grandmother's a Bimbo
    6.9/10(111 votes)

    S5:E11

    Mona has saved the order for Angela and designs now the new get-up for the magazine 'Mature Woman'. Jonathan runs for treasurer in his school. For the magazine's cover Mona let herself photograph scantily dressed. When Jonathan schoolfellows see this cover, his chances getting elected seem to be gone.

    Director:Asaad Kelada
    Writer:Unknown

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  17. Who's the Boss? Season 5 Episode 20 - Men are People, Too
    6.9/10(97 votes)

    S5:E20

    Angela hires a shy contractor to put a skylight in the kitchen. He takes an immediate liking to Mona, who agrees to go out with him. When he learns that he is not the only man in Mona's life, he abandons the skylight job. Tony accuses Mona of having no respect for men's feelings.

    Director:Asaad Kelada
    Writer:Eric Gilliland

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  18. Who's the Boss? Season 6 Episode 5 - Tony and the Professor
    6.9/10(90 votes)

    S6:E5

    On the spur of the moment, Tony accepts a date with a woman he meets at a bar. Having second thoughts, he cancels the date the next day, only to learn later that the woman is the professor of his new class.

    Director:Asaad Kelada
    Writer:Unknown

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  19. Who's the Boss? Season 6 Episode 11 - The World According to Jonathan
    6.9/10(94 votes)

    S6:E11

    Some bad experiences at school, including being assigned to play the accordion, have Jonathan's self-esteem at rock bottom. Tony helps him overcome his depression by introducing him to an old friend of his, who is now an accordion player. Jonathan soon enjoys playing the accordion, but when Tony encourages him not to restrict himself to one activity, Jonathan misinterprets Tony's intentions as disapproval for the accordion, and bans Tony from his first recital.

    Director:Asaad Kelada
    Writers:Gene Braunstein, Bob Perlow

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  20. Who's the Boss? Season 7 Episode 7 - Parental Guidance Suggested
    6.9/10(92 votes)

    S7:E7

    The time has come for Billy to start kindergarten. But there he beats up all kids. Tony and Angela is given the advice to take up a parental consultation.

    Director:Unknown
    Writer:Gene Braunstein

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  21. Who's the Boss? Season 7 Episode 9 - Four Alarm Tony
    6.9/10(102 votes)

    S7:E9

    Tony becomes a volunteer fireman. His dedication is a little too extreme, and he ends up getting kicked out of the squad.

    Director:Unknown
    Writer:Unknown

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  22. Who's the Boss? Season 7 Episode 11 - Inherit the Wine
    6.9/10(99 votes)

    S7:E11

    The family fly to Italy to visit Tony's relatives, who have a surprise for him. He is now the owner of a vineyard there.

    Director:Unknown
    Writer:Daniel Palladino

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  23. Who's the Boss? Season 7 Episode 20 - Party Politics
    6.9/10(90 votes)

    S7:E20

    Billy has his birthday. But the Harpers wants to hold their birthday party the same day as Angela and Tony. As a result an (expensive) fight arises, who has the better party with the most guest.

    Director:Unknown
    Writers:Gene Braunstein, Bob Rosenfarb

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  24. Who's the Boss? Season 8 Episode 3 - Misery
    6.9/10(101 votes)

    S8:E3

    Tony, like it's always his way, overdoes his relationship with Angela. But Angela doesn't dare to tell - and tries to get out of his way.

    Director:Unknown
    Writer:Clay Graham

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  25. Who's the Boss? Season 8 Episode 6 - A Well-Kept Housekeeper
    6.9/10(95 votes)

    S8:E6

    Tony feels inferior to Angela's success. A letter that addresses him as ""Mr. Angela Bower"" doesn't help his self-esteem. He takes a second job at a bar, but that proves to be a mistake.

    Director:Unknown
    Writers:Danny Kallis, Bob Rosenfarb

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Worst Episodes Summary

"Charmed Lives" is the worst rated episode of "Who's the Boss?". It scored 5.3/10 based on 141 votes. Directed by Asaad Kelada and written by Paul Haggis, it aired on 5/13/1986. This episode scored 0.9 points lower than the second lowest rated, "There's No Business Like Shoe Business".