The WORST episodes of Who's the Boss?

Every episode of Who's the Boss? ever, ranked from worst to best by thousands of votes from fans of the show. The worst episodes of Who's the Boss?!

When Tony Micelli takes a job as housekeeper for Angela Bower, a successful businesswoman, he and his daughter, Samantha, move into Angela's home. Now Tony and Sam must adjust to their new lives with the Bowers- Angela, her son Jonathan, and her mother, Mona.

Last Updated: 4/7/2024Network: ABC (US)Status: Ended
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Death and Love (2)
star
4.39
41 votes

#1 - Death and Love (2)

Season 8 - Episode 8 - Aired 11/16/1991

Tony is angry at Angela for her rejection. Meanwhile, she continues to question the sincerity of Tony's intentions.

Directors: Tony Singletary
Misery
star
6.57
42 votes

#2 - Misery

Season 8 - Episode 3 - Aired 10/12/1991

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.

Directors: Tony Singletary
Writer: Clay Graham
Field of Screams
star
6.69
13 votes

#3 - Field of Screams

Season 8 - Episode 10 - Aired 11/30/1991

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.

Samantha's Growing Up
star
6.82
146 votes

#4 - Samantha's Growing Up

Season 1 - Episode 11 - Aired 1/8/1985

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.)

Directors: Linda Day
Watch Now:Apple TV
Who's Minding the Kid?
star
6.85
13 votes

#5 - Who's Minding the Kid?

Season 7 - Episode 12 - Aired 12/4/1990

A social worker pays a surprise visit to Tony and Angela in order to check up on Billy. Unfortunately, no one seems to know where he is.

Directors: Tony Singletary
Tony Bags a Big One
star
6.90
10 votes

#6 - Tony Bags a Big One

Season 8 - Episode 5 - Aired 10/26/1991

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.

Directors: Tony Singletary
Watch Now:Apple TV
This Sold House
star
6.92
40 votes

#7 - This Sold House

Season 8 - Episode 11 - Aired 12/7/1991

Angela gets a generous offer for her house. Tony persuades her to sell and move into a new one because the current house belongs to 'Angela & Michael' and not to 'Angela & Tony'.

Charmed Lives
star
6.93
74 votes

#8 - Charmed Lives

Season 2 - Episode 26 - Aired 5/13/1986

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.

Writer: Paul Haggis
Who's the Boss?
star
7.00
9 votes

#9 - Who's the Boss?

Season 8 - Episode 14 - Aired 1/25/1992

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.

Directors: Tony Singletary
Road Scholar
star
7.00
44 votes

#10 - Road Scholar

Season 6 - Episode 23 - Aired 3/27/1990

Sam has her heart set on attending Tate College, but Tony insists she keep an open mind, so the two take a road trip to visit some schools. Sam eventually gets a letter from Tate requesting an interview, but things don't go as she hoped.

Directors: Asaad Kelada
Dinner for Two
star
7.05
95 votes

#11 - Dinner for Two

Season 1 - Episode 6 - Aired 11/20/1984

Tony is greatly anticipating his dinner date with a girl in Brooklyn, just as Angela is preparing for a business dinner for two with a client. When Angela's guest cancels at the last minute, Tony reluctantly stays in Connecticut to keep her company, while attempting to keep, but slightly postpone, his date.

A Well-Kept Housekeeper
star
7.07
41 votes

#12 - A Well-Kept Housekeeper

Season 8 - Episode 6 - Aired 11/2/1991

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.

Directors: Tony Singletary
The Hickey
star
7.08
77 votes

#13 - The Hickey

Season 3 - Episode 5 - Aired 11/4/1986

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.

Directors: Asaad Kelada
Tony, Can You Spare a Dime?
star
7.10
42 votes

#14 - Tony, Can You Spare a Dime?

Season 8 - Episode 12 - Aired 1/4/1992

Hard times have begun in the advertising industry - and Angela isn't spared either. Tony takes over the financial management because he has economy experiences. He pinches and scrapes wherever he can.When Angela, totally frustrated, goes shopping, she runs into serious troubles with Tony. He without hesitation takes away all her credit cards.

Directors: Tony Singletary
Grandmommie Dearest
star
7.11
38 votes

#15 - Grandmommie Dearest

Season 8 - Episode 9 - Aired 11/23/1991

Mona's mother visits and gives the subtle impression that she doesn't want Tony and Angela to get married. Mona can't convince them that her mother is manipulating them, trying to turn them against each other.

Directors: Tony Singletary
Angela's New Best Friend
star
7.12
77 votes

#16 - Angela's New Best Friend

Season 2 - Episode 22 - Aired 3/25/1986

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.

Tony for President
star
7.12
77 votes

#17 - Tony for President

Season 2 - Episode 20 - Aired 3/4/1986

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).

Directors: Asaad Kelada
Jonathan Kills Tony
star
7.12
76 votes

#18 - Jonathan Kills Tony

Season 3 - Episode 13 - Aired 1/13/1987

Jonathan has a new girlfriend: Jenny. But Jenny has fallen more for Tony. When Jonathan finds this out he gets really upset.

Tony and the Honeymooners
star
7.12
42 votes

#19 - Tony and the Honeymooners

Season 8 - Episode 19 - Aired 2/29/1992

Sam and Hank return from their honeymoon to learn that married couples aren't allowed to stay at the dorm. Tony skeptically agrees to let them stay at the house. Despite a sleepless first night for Tony, he and Hank soon bond. This creates tension between Sam and Hank.

Directors: Tony Singletary
The Unnatural
star
7.12
75 votes

#20 - The Unnatural

Season 2 - Episode 24 - Aired 4/8/1986

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.

Directors: Jim Drake
Writer: Ellen Guylas
Mona's Limo
star
7.13
77 votes

#21 - Mona's Limo

Season 3 - Episode 4 - Aired 10/28/1986

With a trick Jim Petersen snatches away Angela's first customer. Tony and Mona try, with a similar trick, to get him back to Angela.

One Flew Over the Empty Nest
star
7.13
15 votes

#22 - One Flew Over the Empty Nest

Season 7 - Episode 5 - Aired 10/16/1990

Sam moves out of the house and into a dorm. Tony's frequent visits make him as popular there as she is, and she begins to feel smothered.

Directors: Tony Singletary
Forgive Me, Tony
star
7.14
73 votes

#23 - Forgive Me, Tony

Season 3 - Episode 9 - Aired 12/2/1986

Sam has had a big argument with Bonnie. Tony wants to see them both together again but Sam only agrees if he for his part makes it up with his old foe from high school, Mickey. Therefore Tony invites Mickey who has in the meantime become a Father. But when Tony annoys him too much Mickey strikes a blow.

Better Off Wed (2)
star
7.14
42 votes

#24 - Better Off Wed (2)

Season 8 - Episode 18 - Aired 2/22/1992

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.

Directors: Tony Singletary
Death and Love (1)
star
7.14
42 votes

#25 - Death and Love (1)

Season 8 - Episode 7 - Aired 11/9/1991

The death of a friend puts Tony in a mid-life crisis. He has become quite the adventurer, and invites the family on a ski trip. His plan to propose marriage to Angela are thwarted by a series of accidents that consistently plague her. The joy of the proposal is short-lived when Angela turns him down.

Directors: Tony Singletary