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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?!

The Best Episodes of Who's the Boss?

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...

Seasons8

  1. Background image for The Anniversary Show
    8.2/10(110 votes)

    #1 - The Anniversary Show

    S2:E25

    Angela had planned a special dinner for five, in honor of Tony and Samantha's two-year anniversary in Connecticut, but Tony is the only one who doesn't have other plans. During the meal, Tony falls ill and is rushed to the hospital in need of surgery. After he has been given sedatives, but just before he falls asleep, he says ""I love you"" to Angela.

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  2. Background image for It Happened One Summer (2)
    8.1/10(130 votes)

    #2 - It Happened One Summer (2)

    S2:E2

    After visiting the site in the woods where each remembers from their past, a thunderstorm prevents Tony and Angela from returning to the campsite in time. They end up having to share a room at a cheap hotel. Meanwhile, Mona and the campers tell scary stories and play pranks on the counselor.

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    Director:Asaad Kelada
  3. Background image for First Kiss
    8.0/10(142 votes)

    #3 - First Kiss

    S1:E22

    Angela comes home from a rowdy birthday party, just as Tony returns home from a police-sponsored demonstration of the effects of alcohol on the mind. Both are in a woozy state, and they end up kissing.

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  4. Background image for Jonathan Plays Cupid
    8.0/10(106 votes)

    #4 - 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.

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    Director:Asaad Kelada
    Writer:Unknown
  5. Background image for A Farewell to Nick
    8.0/10(112 votes)

    #5 - A Farewell to Nick

    S4:E7

    Sam is invited by her grandfather to visit him in Florida. But on her way there, Nick dies. First Sam tries to pay no attention to this but Nick's death, however, left big marks on her.

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    Director:Asaad Kelada
  6. Background image for Sleep Talk, Sweet Talk
    8.0/10(98 votes)

    #6 - Sleep Talk, Sweet Talk

    S4:E23

    One year has passed and it's again Angela's birthday. In the nights after she has found out about the surprise party Tony gives, she talks in the sleep and confesses that she loves Tony. But waking up all with her 'Tony, Tony' shouts is, however, very embarrassing for her.

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    Director:Asaad Kelada
    Writer:Unknown
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  8. Background image for Requiem
    7.9/10(149 votes)

    #7 - 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.

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  9. Background image for The Babysitter
    7.9/10(101 votes)

    #8 - The Babysitter

    S2:E16

    A sitter's last-minute cancellation leaves Samantha to watch Jonathan while Angela and Tony go to a parents' meeting at school. Samantha panics when Jonathan inadvertently tosses a piece of jewelry down the sink drain. Although Tony had told her not to have any guests, the house is soon full of her friends: Chad, a boy who thinks he can retrieve the missing jewelry, and four of Samantha's friends who come to admire Chad. Tony and Angela return home just as the kids are sneaking out.

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    Director:Asaad Kelada
    Writer:Unknown
  10. Background image for Frankie and Tony Are Lovers
    7.9/10(108 votes)

    #9 - Frankie and Tony Are Lovers

    S4:E1

    At a street carnival in Brooklyn Tony and Angela help at Mrs. Rossini's stand. There Tony also meets Frankie, an old friend. At an charity auction - Tony offers his services for a weekend - she makes the race.After the weekend Tony returns with a proposal from Frankie.

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    Director:Asaad Kelada
    Writer:Unknown
  11. Background image for Party Double
    7.9/10(97 votes)

    #10 - Party Double

    S5:E16

    Angela gets invited to a dinner at which Frank Sinatra is to perform; Tony, a huge Sinatra fan, is to be her guest. When business affairs leave her unable to go, Mona goes in her place, but doesn't tell Tony that the ticket is nontransferable.

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    Director:Asaad Kelada
  12. Background image for Angela's Ex (2)
    7.8/10(124 votes)

    #11 - Angela's Ex (2)

    S1:E16

    While Tony and Samantha live it up at the lavish estate of Tony's new boss, a wealthy older woman, Michael and Angela enjoy their reunion. But the celebration is short-lived, as they are eventually reminded of the professional and personal differences that drove them apart the first time.

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  13. Background image for It Happened One Summer (1)
    7.8/10(130 votes)

    #12 - 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.

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    Director:Asaad Kelada
  14. Background image for Cardinal Sin
    7.8/10(96 votes)

    #13 - Cardinal Sin

    S5:E13

    Tony goes to an 'Old Timer'-meeting of the Cards in St. Louis,accompanied by Angela. There Tony meets also his old friend Betty.But to prevent approaching attempts he introduces Angela as his wife. When Tony is 'unfaithful', the 'marital row' follows.

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  15. Background image for In Search of Tony
    7.8/10(87 votes)

    #14 - In Search of Tony

    S6:E1

    Holidays on Jamaica. And everyone enjoys the life there.Angela, too, dives right into the holiday-action and has a lot of fun. As it's not Tony, with whom she has that fun, he gets jealous.

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  16. Background image for Briefless Encounter
    7.7/10(191 votes)

    #15 - 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.

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    Director:Unknown
    Writer:Unknown
  17. Background image for Eye on Angela
    7.7/10(141 votes)

    #16 - Eye on Angela

    S1:E17

    A local news reporter, Bobbi Barnes, wants to do a story on the daily life of Angela. But when a series of innocent mix-ups leads Tony and Angela to wake up in the same bed, Bobbi's camera crew is waiting in the hall to capture the scene. Bobbi thinks she has a juicy story for her show, but Mona has other ideas.

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    Director:Unknown
    Writer:Unknown
  18. Background image for Double Date
    7.7/10(128 votes)

    #17 - Double Date

    S1:E18

    Samantha is looking forward to the upcoming school dance, but Tony spoils her evening by constantly taking pictures of her and her date, working at the dance as a chaperone, and getting caught kissing her teacher in front of the entire class.

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    Writer:Unknown
  19. Background image for Keeping Up With Marci
    7.7/10(117 votes)

    #18 - 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.

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  20. Background image for The Heiress
    7.7/10(107 votes)

    #19 - The Heiress

    S2:E4

    The family is thrilled when a recently deceased stranger leaves Mona a sizable chunk of money in his will. Mona soon realizes who the man was, and suddenly doesn't want the money. The man turns out to be a former family friend with whom Mona had an affair many years ago.

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    Director:Unknown
    Writer:Unknown
  21. Background image for Model Daughter
    7.7/10(82 votes)

    #20 - Model Daughter

    S4:E20

    Sam gets a job as model. This one is a success and other orders follow. But Tony isn't happy about that fact, especially because she's earning a lot of money and with that she's no longer dependent on him.

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    Director:Asaad Kelada
  22. Background image for First Date
    7.7/10(87 votes)

    #21 - First Date

    S5:E15

    Discouraged that Angela had to pay for an escort for a dinner event, Mona convinces Tony to ask her out on a date. The date hardly seems like a first for them, though, as they discover how much they know about each other. Things get ugly when Angela learns the reason behind the evening, and attacks an obnoxious comedian.

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  23. Background image for Sports Buddies
    7.6/10(130 votes)

    #22 - Sports Buddies

    S1:E9

    Angela becomes involved with a gentleman who is quite the sports fanatic. He becomes more interested in hanging out with Tony and talking sports than in spending time with Angela.

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  24. Background image for Samantha's Growing Up
    7.6/10(140 votes)

    #23 - Samantha's Growing Up

    S1:E11

    Forced to confront the fact that Samantha is not a little girl any more, Tony buys her her first brassiere. When it turns out not to be the kind she wanted, Tony enlists Angela's help in buying Samantha new clothes. He is less than thrilled, however, when Samantha comes home looking a bit too grown up. (Note: This episode was originally titled ""Samantha's First Bra"" but was later changed due to censoring problems.)

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    Director:Linda Day
    Writer:Unknown
  25. Background image for Guess Who's Coming Forever?
    7.6/10(125 votes)

    #24 - Guess Who's Coming Forever?

    S1:E14

    Mona has been evicted from her apartment and begins looking for a new home. She takes Tony's suggestion to convert the loft above Angela's garage into an apartment. Angela is not happy about the new arrangements.

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    Director:Unknown
    Writer:Unknown
  26. Background image for Custody (1)
    7.6/10(103 votes)

    #25 - Custody (1)

    S2:E6

    Michael, Angela's ex-husband, returns to announce he is going to be married again soon, and invites everyone to California for the wedding. Jonathan takes an instant liking to Heather, his father's new wife-to-be, and to the California lifestyle. Michael tells Angela that he thinks their son would have a better life in California, and that he wants custody of Jonathan.

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Best Episodes Summary

"The Anniversary Show" is the best rated episode of "Who's the Boss?". It scored 8.2/10 based on 110 votes. Directed by Asaad Kelada and written by Robert Sternin, Prudence Fraser, it aired on 5/6/1986. This episode scored 0.1 points higher than the second highest rated, "It Happened One Summer (2)".