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Who's the Boss?: Season 2

1985 · 26 episodes · ★ 7.4

What Season 2 of Who's the Boss?

Season 2 begins at Jonathan's summer camp, where Tony and Angela discover that they both spent their youth there and may have met years ago. Samantha enters a high school full of girls from wealthy families and hides from her new friends where she really comes from. Mona receives an inheritance from a stranger that is tied to a chapter in her past. Michael announces his wedding in California and demands custody of Jonathan. Tony helps his friend Wally get over a breakup, and a distant relative arrives to marry a chauvinistic man. Across all these storylines, no one wants to give up control of the house.

26episodes
Sep 24, 1985premiered
May 13, 1986latest episode
10 hrtotal runtime

Season 2 Episodes

  1. It Happened One Summer (1)

    2x01 It Happened One Summer (1)

    Sep 24, 1985 · 23 min

    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.

    Directed by Asaad Kelada · Written by Blake Hunter · Starring: Troy Slaten, Richard Sanders

  2. It Happened One Summer (2)

    2x02 It Happened One Summer (2)

    Oct 1, 1985 · 23 min

    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.

    Directed by Asaad Kelada · Written by Blake Hunter · Starring: Troy Slaten, Richard Sanders

  3. Ad Man Micelli

    2x03 Ad Man Micelli

    Oct 8, 1985 · 23 min

    Samantha has just begun junior high school, and has little trouble becoming friends with the popular girls. Since they are all from wealthy families, Samantha is afraid they will not like her if they know of her true past, so she tells them that Tony owns Angela's house and is an advertising executive.

    Directed by: Asaad Kelada · Written by: Robert Sternin, Prudence Fraser · Starring: Nicole Eggert, Tonya Crowe, Shana Lane-Block, Angela Lee Sloan

  4. The Heiress

    2x04 The Heiress

    Oct 15, 1985 · 23 min

    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.

    Starring: Fran Drescher

  5. Tony the Matchmaker

    2x05 Tony the Matchmaker

    Oct 29, 1985 · 23 min

    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

    Directed by Asaad Kelada · Starring: Paul Sand

  6. Custody (1)

    2x06 Custody (1)

    Nov 5, 1985 · 23 min

    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.

    Directed by Asaad Kelada · Written by Robert Sternin, Prudence Fraser · Starring: James Naughton, Suzanne Barnes

  7. Custody (2)

    2x07 Custody (2)

    Nov 12, 1985 · 23 min

    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.

    Directed by: Asaad Kelada · Written by: Robert Sternin, Prudence Fraser · Starring: Frank Dicopoulos, Suzanne Barnes, Liz Sheridan, James Naughton

  8. Hunk of the Month

    2x08 Hunk of the Month

    Nov 19, 1985 · 23 min

    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.

    Directed by Michael Zinberg · Starring: Grant Aleksander, Leslie Bevis, Dori Brenner

  9. Thanksgiving at Mrs. Rossini's

    2x09 Thanksgiving at Mrs. Rossini's

    Nov 26, 1985 · 23 min

    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.

    Directed by Asaad Kelada · Starring: Betty White, Bill Erwin, Al Ruscio, Rhoda Gemignani

  10. The Prodigal Father-in-Law

    2x10 The Prodigal Father-in-Law

    Dec 3, 1985 · 23 min

    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.

    Directed by Asaad Kelada · Starring: James Coco, Blackie Dammett, Sam Scarber

  11. The Graduate

    2x11 The Graduate

    Dec 10, 1985 · 23 min

    Recent college graduate Mona is asked to secretly participate in a sting against age discrimination by applying for a job, then getting turned down. But when Angela learns that her mother has this job interview, she pulls some strings to get Mona hired.

    Directed by: Asaad Kelada · Starring: Mona Marshall, John Hancock, Rick Lieberman

  12. Tony the Nanny

    2x12 Tony the Nanny

    Dec 17, 1985 · 23 min

    A distant relative of Tony's comes to town to meet the man she is to marry through an arranged marriage. Upon learning that the intended groom is a male chauvinist, Tony throws him out of the house and forbids him to marry his cousin. But this infuriates her father, who flies from Italy to confront Tony.

    Directed by: Katherine Helmond · Starring: Vito Scotti

  13. Junior Executive

    2x13 Junior Executive

    Jan 7, 1986 · 23 min

    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.

    Starring: Nicole Eggert, Tonya Crowe, Shana Lane-Block, Angela Lee Sloan

  14. Educating Tony

    2x14 Educating Tony

    Jan 14, 1986 · 23 min

    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.

    Directed by Asaad Kelada · Written by Michael Poryes · Starring: Lawrence Mandley, Larry Cedar

  15. Gotta Dance

    2x15 Gotta Dance

    Jan 21, 1986 · 23 min

    Tony signs up Samantha for ballet lessons. He is pleased when her instructor tells him she has great potential, but the compliment may not have been sincere.

    Directed by Asaad Kelada · Written by Howard Meyers

  16. The Babysitter

    2x16 The Babysitter

    Jan 28, 1986 · 23 min

    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.

    Directed by Asaad Kelada · Starring: Nicole Eggert, Tonya Crowe, Scott Grimes, Shana Lane-Block

  17. Jonathan Plays Cupid

    2x17 Jonathan Plays Cupid

    Feb 11, 1986 · 23 min

    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.

    Directing: Asaad Kelada

  18. When Worlds Collide

    2x18 When Worlds Collide

    Feb 18, 1986 · 23 min

    Tony's poker game has run late, and Angela hurries him to clean up the house in time for her friend who will soon be arriving. Just as his last guest (a raucous Brooklynite) is ready to leave, Angela's friend (a quiet, straight-laced woman) arrives, and the two end up as an item.

    Directed by Asaad Kelada · Starring: Dennis Burkley, Jeanna Michaels

  19. Losers and Other Strangers

    2x19 Losers and Other Strangers

    Feb 25, 1986 · 23 min

    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.

    Directing: Asaad Kelada · Starring: Rita Wilson

  20. Tony for President

    2x20 Tony for President

    Mar 4, 1986 · 23 min

    Tony's campaign for PTA president is clouded by his opponent's mudslinging. He attempts to justify her accusations by explaining some past misunderstandings (this is done through clips of earlier episodes).

    Directed by Asaad Kelada · Written by Howard Meyers · Starring: Dori Brenner

  21. Not with My Client, You Don't

    2x21 Not with My Client, You Don't

    Mar 18, 1986 · 23 min

    A wealthy international client of Angela's sends his daughter to handle his affairs. She takes a liking to Tony, who agrees to be her escort. But Angela soon feels that she forced the woman on Tony, and goes to break them up.

    Directed by Asaad Kelada · Starring: Earl Boen, Marisa Berenson

  22. Angela's New Best Friend

    2x22 Angela's New Best Friend

    Mar 25, 1986 · 23 min

    Arrogant, obnoxious neighbor Diane is devastated by her husband's recent decision to leave her for their maid. She temporarily moves in with the Bowers and Micellis, and nobody in the family enjoys her company.

    Directed by Asaad Kelada · Starring: Marilu Henner

  23. There's No Business Like Shoe Business

    2x23 There's No Business Like Shoe Business

    Apr 1, 1986 · 23 min

    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.

    Directed by Asaad Kelada · Starring: Patricia Harty

  24. The Unnatural

    2x24 The Unnatural

    Apr 8, 1986 · 23 min

    One of Tony's old baseball friends visits and the two end up in a competition to organize a team of players, then play each other. Tony wants to have Angela play for his team, but when he turns out to be a demanding coach, she decides to play for the other team.

    Directing: Jim Drake · Starring: Bob Uecker, Billy Martin, Steve Sax, Casey Sander

  25. The Anniversary Show

    2x25 The Anniversary Show

    May 6, 1986 · 23 min

    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.

    Directed by Asaad Kelada · Written by Robert Sternin, Prudence Fraser · Starring: Lillian Lehman

  26. Charmed Lives

    2x26 Charmed Lives Season Finale

    May 13, 1986 · 23 min

    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.

    Directed by Asaad Kelada · Written by Paul Haggis · Starring: Fran Drescher, John Randolph, Donna Dixon, John Kapelos

Season 2 Cast

Danny PintauroDanny PintauroJonathan Bower26 episodes
Tonya CroweTonya Crowe3 episodes
Shana Lane-BlockBonnie3 episodes
Angela Lee SloanAngela Lee SloanJulia3 episodes
Troy SlatenTroy Slaten2 episodes
Richard SandersRichard Sanders2 episodes
Suzanne Barnes2 episodes
James NaughtonJames Naughton2 episodes
Dori BrennerDori Brenner2 episodes
Betty WhiteBetty WhiteEpisode 1
Earl BoenEarl BoenJim PetersonEpisode 1
Vito ScottiVito ScottiEpisode 1
Lawrence MandleyLawrence MandleyEpisode 1
James CocoJames CocoEpisode 1
Patricia HartyPatricia HartyEpisode 1
Grant AleksanderEpisode 1
John RandolphJohn RandolphEpisode 1
Mona MarshallMona MarshallEpisode 1

All Seasons

Where to Watch Season 2 of Who's the Boss?

It is currently not available on the major streaming platforms.

Frequently Asked Questions

How many episodes does season 2 of Who's the Boss? have?

Season 2 of Who's the Boss? has 26 episodes.

When did season 2 of Who's the Boss? premiere?

Premiered on September 24, 1985.

Where to watch season 2 of Who's the Boss?

Currently not available on the major subscription platforms (availability may vary by country).