Who's the Boss?: Season 5

1988 · 25 episodes · ★ 7.0

What Season 5 of Who's the Boss?

Tony Micelli, a former Major League baseball player forced to retire due to a shoulder injury, moves with his daughter Samantha from Brooklyn to Fairfield, Connecticut, to keep her away from an environment he considers unsuitable. He accepts a job as a house manager at the home of Angela Bower, a divorced advertising executive who lives with her son Jonathan and her mother, Mona. Tony handles the cooking, cleaning, and childcare, while Angela financially supports the household, a role reversal that challenges stereotypes. Neither adult wants to give up control. Samantha, who has just gotten her driver's license, feels at a disadvantage next to her friend Bonnie and clashes with her father over the car. Mona and Jonathan also get dragged into these disputes, while the house tries to run on rules that no one fully accepts.

25episodes

Oct 18, 1988aired

May 16, 1989latest episode

9.6 hrtotal runtime

Season 5 Episodes

5x01 Sam's Car
Oct 18, 1988 · 23 min
Young Samantha has reached a teenage milestone - she has her driver's license! But in upscale Connecticut she feels left out when Bonnie gets a brand new car but Tony buys Samantha a hazard light on wheels! It comes down to pride vs love when it's discovered she's parking blocks away from her school.
Directed by: Asaad Kelada · Written by: Gene Braunstein, Bob Perlow · Starring: Shana Lane-Block
5x02 My Fair Tony
Oct 25, 1988 · 23 min
In an effort to better himself, Tony heads off to college. The public speaking class is headed up by a strict grammer enthusiast who singles Tony out as an impossible case. Its My Fair Lady as Tony does a complete turnaround, but he alienates himself from his family and friends and must rely on the ""inner Tony"" to figure out who he really wants to be.
Directing: Asaad Kelada
5x03 Nineteen Again
Nov 1, 1988 · 23 min
Tony has been invited to a frat party and Angela accompanies him. But there Angela drinks a little too much of the (with alcohol mixed) bowle and 'entertains' those present. In the end Angela and Tony land up in the campus jail.
Directed by: Asaad Kelada · Written by: Clay Graham · Starring: Alan Oppenheimer, Sarah Buxton
5x04 Yankee Doodle Micelli
Nov 22, 1988 · 23 min
Tony feels guilty when he remembers he got his grandfather in trouble when he was a child, causing him to never take the American citizen swearing in, so Tony does the swearing in for his grandfather.
Directing: Asaad Kelada
5x05 A Jack Story
Nov 29, 1988 · 23 min
Angela engages a new employee. Because in the evening the both work together more and more often and longer, Tony fears the worst:he gets jealous.
Directing: Asaad Kelada
5x06 Double Dump
Dec 6, 1988 · 23 min
Samantha and Mona both break up with their boyfriends on the same night, so they go out to eat at a restaurant to clear their minds, which troubles Tony.
Directed by: Asaad Kelada · Written by: Eric Gilliland
5x07 Life With Father
Dec 13, 1988 · 23 min
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!!
Directed by: Asaad Kelada · Written by: Danny Kallis · Starring: Shana Lane-Block
5x08 A Spirited Christmas
Dec 20, 1988 · 23 min
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.
Directing: Asaad Kelada
5x09 Teacher's Pet
Jan 3, 1989 · 23 min
Mason should run a seminar at the college, which also Tony attends. Because Mason is quite nervous Tony and Angela give him some hints: among these is also the tip that he should concentrate on one person. And Mason has choosen this one person: Tony.
Directed by: Asaad Kelada · Written by: Clay Graham · Starring: Alan Oppenheimer
5x10 Mrs. Rossini's Uncle
Jan 10, 1989 · 23 min
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.
Directed by: Asaad Kelada · Written by: Lee Aronsohn · Starring: Shana Lane-Block, Rhoda Gemignani, Billy Gallo
5x11 Your Grandmother's a Bimbo
Jan 29, 1989 · 23 min
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.
Directing: Asaad Kelada
5x12 Ton-An-Enterprises
Jan 31, 1989 · 23 min
Again Sam comes home with an expensive T-shirt. This time Tony wants to show her that she can have them cheaper and produces some of them himself. Angela and Sam persuade him selling them at the flea market. Both of them help him, especially Sam hopes she can get rid of her debts which she has made at Jonathan. But it happens what has to happen: Angela and Tony quarrel.
Written by: Clay Graham · Starring: Chelsea Hertford, Shana Lane-Block
5x13 Cardinal Sin
Feb 7, 1989 · 23 min
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.
Directed by: Asaad Kelada · Written by: Gene Braunstein, Bob Perlow
5x14 Winter Break
Feb 14, 1989 · 23 min
Tony and Sam spend a weekend together skiing in Vermont. There Tony meets Lisa, his skiing instructor. But Sam isn't happy about her father's fling. Inbetween - at home - Angela and Mona catches a cold.
Directing: Asaad Kelada
5x15 First Date
Feb 21, 1989 · 23 min
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.
Directed by: Asaad Kelada · Written by: Daniel Palladino
5x16 Party Double
Feb 28, 1989 · 23 min
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.
Directed by: Asaad Kelada · Written by: Danny Kallis · Starring: Jennifer Bassey
5x17 Boozin' Buddies
Mar 7, 1989 · 23 min
Samantha gets drunk one night, and when she sees Tony drinking the next day, she calls him a hypocrite because he told her drinking was wrong.
Directed by: Asaad Kelada · Starring: Shana Lane-Block, Tanya Fenmore
5x18 Heather Can Wait
Mar 21, 1989 · 23 min
The Bowers get new neighbors: the Harpers. But they are a little bit too snooty and an big argument between Tony/Angela and the Harpers comes up. But Jonathan and Heather, the Harper's daughter, have fallen for each other.
Directed by: Asaad Kelada · Starring: Sam McMurray, Heather Tom, Leah Ayres
5x19 Living Dolls
Mar 28, 1989 · 23 min
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.
Starring: Leah Remini, Rick Giolito
5x20 Men are People, Too
Apr 4, 1989 · 23 min
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.
Directed by: Asaad Kelada · Written by: Eric Gilliland
5x21 Working Girls
Apr 11, 1989 · 23 min
At a practical program, where students are assigned different jobs, for Sam and Bonnie there are only two left: domestic engineer with Tony or advertising with Angela. Sam decides in favor of the housekeeping job which she regrets soon. The following day Bonnie and Sam switch their jobs but working for Angela isn't any fun, neither.
Directed by: Frank Bonner · Written by: Jake Weinberger · Starring: Shana Lane-Block, Allison Barron
5x22 Tony Does Golf
Apr 25, 1989 · 23 min
Tony has a new passion: golfing. Angela wins a country club membership for Tony. There Tony meets the owner of the biggest nationwide sport articles store who currently gives away a big advertising order. And of course, Angela's after this order, too.
Directed by: Asaad Kelada · Written by: Gene Braunstein, Bob Perlow
5x23 Ode to Angela
May 2, 1989 · 23 min
Angela married Brian 20 years ago. As this was just meant as a college joke, Brian drove down to Mexico the following day to annul this marriage. But now when Brian wanted to marry again, he is told, that his marriage with Angela is still valid.
Directed by: Asaad Kelada · Written by: Daniel Palladino
5x24 In Sam We Trust
May 9, 1989 · 23 min
Sam's friend Scott gets nervous about French finals, so on test day, Sam gives Scott the answers. When Tony finds out, he takes Sam's car privileges. But when Sam has to take chemistry finals, someone gives Sam the answers to the test, but she does not use it. When the teacher sees the answers under Sam's desk, he calls Tony. But will anyone believe anything she says?
Directed by: Asaad Kelada · Starring: Shana Lane-Block
5x25 It's Somebody's Birthday Season Finale
May 16, 1989 · 23 min
Tony gets a new car as birthday present. First his pride forbids to accept it but after some encouragement he, however, decides to keep the car. But selling his Van brings up memories of good old times.
Directed by: Asaad Kelada · Starring: Stuart Pankin, Rhoda Gemignani