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The Best Episodes of Who's the Boss?

Every episode of Who's the Boss? ranked from best to worst. Let's dive into the Best 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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  1. #1 Fan Favorite
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    Who's the Boss? Season 6 Episode 24 - Beautician Heal Thyself
    10.0/10(1 votes)

    #1 - Beautician Heal Thyself

    S6:E24

    Al has graduated beauty school, and Tony helps him set up his own salon in Brooklyn. Al's behavior to the customers upsets them, and when Tony explains that Al will never make it unless he changes his ways, Al decides to close the shop.

    Director:Asaad Kelada
    Writer:Unknown

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  2. Who's the Boss? Season 2 Episode 5 - Tony the Matchmaker
    9.0/10(1 votes)

    #2 - Tony the Matchmaker

    S2:E5

    Wally, a recently dumped friend of Tony's, is down on his luck, so Tony convinces Angela to go out with him. She is not interested in seeing him again, until Mona dates him. Then a mother-daughter rivalry begins for Wally's attention

    Director:Asaad Kelada
    Writer:Unknown

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  3. Who's the Boss? Season 2 Episode 17 - Jonathan Plays Cupid
    9.0/10(1 votes)

    #3 - Jonathan Plays Cupid

    S2:E17

    Jonathan's friend gets him worrying that, one day, Tony may no longer be part of his life. Hoping to ensure against Tony leaving, Jonathan arranges for him and Angela to meet on Valentine's Day at a restaurant for a romantic dinner for two. But they think that the ""Mr. Bower"" behind this evening is really Michael, Angela's ex-husband.

    Director:Asaad Kelada
    Writer:Unknown

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  4. Who's the Boss? Season 1 Episode 2 - Briefless Encounter
    8.7/10(3 votes)

    #4 - Briefless Encounter

    S1:E2

    Part of settling into his new home has Tony using Angela's personal bathroom and getting an eyeful when she steps out of the tub. Neither of the two stubborn housemates accept responsibility, and disagree to an extent that Tony's new girlfriend gives him the heave-ho. Mona's advice about role-playing to better understand each other's point of view helps Tony and Angela see that they aren't angry after all.

    Director:Unknown
    Writer:Unknown

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  5. Who's the Boss? Season 1 Episode 1 - Pilot
    8.3/10(3 votes)

    #5 - Pilot

    S1:E1

    Single dad Tony Micelli and his street smart young daughter Samantha decide to leave the mean streets of their poor neighbourhood for a chance at a better life in Connecticut. Tony happens upon a job offer as a live-in housekeeper for wealthy business woman Angela Bower and her young son by means of her flirtatious mother Mona. He puts his machismo aside and takes the job for the betterment of his daughter and a new ""family"" is formed.

    Director:Bill Persky
    Writer:Blake Hunter

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  6. Who's the Boss? Season 1 Episode 4 - Mona Gets Pinned
    8.0/10(2 votes)

    #6 - Mona Gets Pinned

    S1:E4

    Mona meets Jason, the man of her dreams, but she's old enough to be his mother! After much hiding the truth comes out and Angela, who previously stated that age had no part in love, is aghast. It's not until Jason's parents tell Angela that Mona isn't good enough for their son that she stands up for her mother and does an about-face of her opinion.

    Director:Jim Drake
    Writer:Unknown

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    The 20 WORST Episodes of Who's the Boss?

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  7. Who's the Boss? Season 1 Episode 7 - Sorority Sister
    8.0/10(2 votes)

    #7 - Sorority Sister

    S1:E7

    Angela's sorotory sister from college comes around and takes an interest in Tony.

    Director:John Tracy
    Writer:Unknown

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  8. Who's the Boss? Season 1 Episode 10 - Requiem
    8.0/10(2 votes)

    #8 - Requiem

    S1:E10

    Tony is moonlighting to raise extra money, which Mona believes is to take care of a secret girlfriend in Brooklyn. Soon the truth comes out: Tony is still paying rent on his recently deceased father's apartment, so that he and Sam will have a place to go just in case things don't work out in Connecticut.

    Director:Asaad Kelada
    Writers:Robert Sternin, Prudence Fraser

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  9. Who's the Boss? Season 1 Episode 21 - Keeping Up With Marci
    8.0/10(2 votes)

    #9 - Keeping Up With Marci

    S1:E21

    Tony fears he can't afford the ski club Samantha wants to join with her friends, but he lets her sign up anyway. When his attempt to economize by cleaning Angela's chimney himself fails, he must go back on his word and tell Samantha she cannot join. Refusing to borrow the money from Angela, Tony soon sells one of his prized possessions to be able to pay for Samantha's ski trip.

    Director:Asaad Kelada
    Writer:Michael Poryes

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  10. Who's the Boss? Season 2 Episode 1 - It Happened One Summer (1)
    8.0/10(1 votes)

    #10 - It Happened One Summer (1)

    S2:E1

    The family visit Jonathan's summer camp when his counselor calls Angela to say he is homesick. While there, Angela and Tony realize they both attended camp in the same area many years earlier. Their individual stories of their first kiss seem to coincide, and they soon suspect they may have met each other a long time ago.

    Director:Asaad Kelada
    Writer:Blake Hunter

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  11. Who's the Boss? Season 2 Episode 7 - Custody (2)
    8.0/10(2 votes)

    #11 - Custody (2)

    S2:E7

    While everyone prepares for the wedding, Angela and Michael plan for a legal battle for custody of Jonathan. Soon, Angela is ready to give up, but a messy incident at the ceremony proves to Michael and Heather that they are not ready to be parents.

    Director:Asaad Kelada
    Writers:Robert Sternin, Prudence Fraser

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  12. Who's the Boss? Season 2 Episode 8 - Hunk of the Month
    8.0/10(1 votes)

    #12 - Hunk of the Month

    S2:E8

    After posing for a calendar, Tony becomes the object of a seductive woman's affections. Angela doesn't want him to date her, but her views change when one of the calendar's other stars takes an interest in her.

    Director:Michael Zinberg
    Writer:Unknown

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  13. Who's the Boss? Season 2 Episode 9 - Thanksgiving at Mrs. Rossini's
    8.0/10(2 votes)

    #13 - Thanksgiving at Mrs. Rossini's

    S2:E9

    The family go to Mrs. Rossini's apartment for Thanksgiving. Angela is disgusted by the antiquated custom of women waiting on men, hand and foot. She also feels threatened by one of the guests, an attractive young girl who used to know Tony and is interested in him romantically. Meanwhile, Mona appears in the Macy's Thanksgiving Day Parade as one of Santa's elves.

    Director:Asaad Kelada
    Writer:Unknown

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  14. Who's the Boss? Season 2 Episode 10 - The Prodigal Father-in-Law
    8.0/10(1 votes)

    #14 - The Prodigal Father-in-Law

    S2:E10

    Nick, Samantha's grandfather, is denied parole from prison, so he breaks out and prepares to run from the law. First, though, he must confront Samantha, who refuses to speak to him for what he is doing.

    Director:Asaad Kelada
    Writer:Unknown

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  15. Who's the Boss? Season 2 Episode 13 - Junior Executive
    8.0/10(1 votes)

    #15 - Junior Executive

    S2:E13

    When Samantha needs more money to participate in activities with her basketball team, Angela hires her to work for her on Saturdays. But Samantha soon realizes that, by working weekends, she is missing all the events she wanted money for. So she decides to do a poor job, hoping to get fired.

    Director:Unknown
    Writer:Unknown

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  16. Who's the Boss? Season 2 Episode 14 - Educating Tony
    8.0/10(1 votes)

    #16 - Educating Tony

    S2:E14

    Angela is teaching a class on advertising, and Tony is one of her students. For the students' first assignment, they are to make a commercial for a laundry detergent. Tony is overbearingly proud of his ad, but Angela despises it and give him an F.

    Director:Asaad Kelada
    Writer:Michael Poryes

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  17. Who's the Boss? Season 2 Episode 19 - Losers and Other Strangers
    8.0/10(1 votes)

    #17 - Losers and Other Strangers

    S2:E19

    Tony is excited about his bowling trophy. But his victory is overshadowed when Angela, who was quite certain she would win an advertising award for which she'd been nominated, comes home empty-handed. Tony suggests that Angela might feel better about her loss if she congratulated the winner.

    Director:Asaad Kelada
    Writer:Unknown

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  18. Who's the Boss? Season 3 Episode 1 - Angela Gets Fired (1)
    8.0/10(1 votes)

    #18 - Angela Gets Fired (1)

    S3:E1

    Overworked Angela goes to Mexico with the family, but when Angela's business loses an important account, Tony never gave Angela the message. When Angela comes home, she goes to the agency to learn that they lost the account. After sassing to her boss and telling him to chill, Angela loses her job.

    Director:Asaad Kelada
    Writer:Howard Meyers

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  19. Who's the Boss? Season 3 Episode 2 - Angela Gets Fired (2)
    8.0/10(1 votes)

    #19 - Angela Gets Fired (2)

    S3:E2

    Angela tries desperately to find a new job but no one of her old friends or partners has one for her.The only job she can find is one of a copy writer.Eventually,Tony and Mona convince her to open her own agency.

    Director:Asaad Kelada
    Writer:Unknown

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  20. Who's the Boss? Season 3 Episode 3 - Daddy's Little Montague Girl
    8.0/10(1 votes)

    #20 - Daddy's Little Montague Girl

    S3:E3

    Marci applies for the elite-school Montague. Sam also wants to do so and finds an advocate in Angela, a Montague Academy graduate. But Tony doesn't like the idea that Sam visits a school so far away.

    Director:Asaad Kelada
    Writer:Unknown

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  21. Who's the Boss? Season 3 Episode 5 - The Hickey
    8.0/10(1 votes)

    #21 - The Hickey

    S3:E5

    After a party Sam comes home with a love bite and Tony, beside himself, forbids her seeing Todd again. In the evening Sam sneaks out of the house to meet Todd anyway.

    Director:Asaad Kelada
    Writer:Unknown

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  22. Who's the Boss? Season 3 Episode 8 - Semi-Private Lives
    8.0/10(1 votes)

    #22 - Semi-Private Lives

    S3:E8

    For the weekend Angela goes to Maine with her friend Geoffrey. Tony now alone at home, the kids are on a school trip to Washington, invites his old flame Tanya. Angela and Geoffrey couldn't manage to go to Maine and return unexpected.

    Director:Asaad Kelada
    Writer:Unknown

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  23. Who's the Boss? Season 1 Episode 13 - Protecting the President
    7.5/10(2 votes)

    #23 - Protecting the President

    S1:E13

    During a company party at Angela's house, Tony throws out one of her vice-presidents for saying unprofessional things about her.

    Director:George Tibbles
    Writer:Unknown

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  24. Who's the Boss? Season 1 Episode 20 - Just Like Tony
    7.5/10(2 votes)

    #24 - Just Like Tony

    S1:E20

    Stories of Tony's rebellious youth are rubbing off on Jonathan, particularly when Jonathan brings home a hubcap stolen from a police car. Angela then decrees that from now on, she is to be consulted on all decisions regarding her son. Not to be completely overruled, Tony decides to handle the situation in his own way.

    Director:Asaad Kelada
    Writer:Unknown

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  25. Who's the Boss? Season 1 Episode 8 - Truth in Dating
    7.0/10(2 votes)

    #25 - Truth in Dating

    S1:E8

    At the market, Tony picks up a woman who believes that he is the owner of Angela's house and Jaguar. Meanwhile, Angela accepts a date with a man who believes that she is Rosie, Angela's flighty secretary. Both advise the other that no good relationship can begin based on a lie, and soon both are forced to confront their deceived dates.

    Director:Jim Drake
    Writer:Unknown

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Best Episodes Summary

"Beautician Heal Thyself" is the best rated episode of "Who's the Boss?". It scored 10/10 based on 1 votes. Directed by Asaad Kelada and written by Unknown, it aired on 4/10/1990. This episode scored 1.0 points higher than the second highest rated, "Tony the Matchmaker".