The BEST Episodes of Who's the Boss?

Every episode ever - ranked by fan votes!

Last Updated: May 14, 2020

Network: ABC (US)

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.

Custody (2)

#1 - Custody (2)

Season 2 - Episode 7 - Aired Nov 12, 1985

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.

star 9.38
47 votes
Directors: Asaad Kelada
Writers: Prudence Fraser, Robert Sternin
Custody (1)

#2 - Custody (1)

Season 2 - Episode 6 - Aired Nov 5, 1985

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.

star 9.35
49 votes
Directors: Asaad Kelada
Writers: Prudence Fraser, Robert Sternin
Tony the Matchmaker

#3 - Tony the Matchmaker

Season 2 - Episode 5 - Aired Oct 29, 1985

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

star 9.33
48 votes
Directors: Asaad Kelada
Writers: Paul Robinson Hunter
Protecting the President

#4 - Protecting the President

Season 1 - Episode 13 - Aired Jan 22, 1985

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

star 9.00
46 votes
Writers: Ellen Guylas
The Road to Washington (2)

#5 - The Road to Washington (2)

Season 7 - Episode 25 - Aired May 7, 1991

An attractive young government representative becomes Tony's guide to major events and public appearances around America's capital. Angela begins to suspect that the woman's intentions toward Tony are less than pure.

star 8.88
8 votes
Directors: Tony Singletary
Writers: Gene Braunstein
The Road to Washington (1)

#6 - The Road to Washington (1)

Season 7 - Episode 24 - Aired Apr 30, 1991

Tony is asked by some senior citizens from the neighborhood to state their request concerning the cut in the old age pension scheme in front of the US-Senate.

star 8.78
9 votes
Directors: Tony Singletary
Writers: Daniel Palladino
Tony and the Dreamtones

#7 - Tony and the Dreamtones

Season 4 - Episode 16 - Aired Feb 2, 1988

To prevent the old school in Brooklyn from being tore down, a benefit concert is organized.There, also 'Tony and the Dreamtones' should be on stage, but due to their continuing disagreements there not, that also caused their breakup years ago. After Tony hears Angela sing, he wants her to join the band on stage for a few songs. But the other's refuse and Tony ultimately quits again.

star 8.75
12 votes
Directors: Asaad Kelada
Writers: Karen Wengrod, Ken Cinnamon
Mona Gets Pinned

#8 - Mona Gets Pinned

Season 1 - Episode 4 - Aired Oct 30, 1984

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.

star 8.71
76 votes
Directors: Jim Drake
Writers: Ellen Guylas
A Jack Story

#9 - A Jack Story

Season 5 - Episode 5 - Aired Nov 29, 1988

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.

star 8.70
10 votes
Directors: Asaad Kelada
Writers: Joe Fisch
Walk on the Mild Side

#10 - Walk on the Mild Side

Season 3 - Episode 21 - Aired Mar 17, 1987

Sam wants to queue for cards for the Beastie Boys concert overnight.Tony allows it not without remarking he has done much wilder things in his youth. During the stories told by Tony and Mona, Angela realizes that she has missed a lot. Now she wants to catch up on some 'action'. So she makes up a list what to to: Among these is a meeting with Jake 'The Snake' and a trip to his 'Rock of Inspiration'.

star 8.67
15 votes
Directors: Asaad Kelada
Writers: Clay Graham, John Donley
A Spirited Christmas

#11 - A Spirited Christmas

Season 5 - Episode 8 - Aired Dec 20, 1988

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.

star 8.67
9 votes
Directors: Asaad Kelada
Writers: Dawn Aldredge, Marion C. Freeman
Couple Trouble

#12 - Couple Trouble

Season 6 - Episode 21 - Aired Feb 27, 1990

Tony and Angela make friends with another couple at the country club. The couple is about to become engaged, but their relationship with Tony and Angela may pose a problem.

star 8.67
12 votes
Directors: Asaad Kelada
Writers: Daniel Palladino
Party Politics

#13 - Party Politics

Season 7 - Episode 20 - Aired Feb 26, 1991

Billy has his birthday. But the Harpers wants to hold their birthday party the same day as Angela and Tony. As a result an (expensive) fight arises, who has the better party with the most guest.

star 8.67
9 votes
Directors: Tony Singletary
Writers: Bob Rosenfarb, Gene Braunstein, Phil Doran
Tony and the Princess

#14 - Tony and the Princess

Season 7 - Episode 22 - Aired Mar 26, 1991

The time has come for Tony to return a favor to Gus, a feared man in Brooklyn's underworld, who once saved him from the police. Tony should teach manners to Gus' daughter.

star 8.67
9 votes
Directors: Tony Singletary
Writers: Clay Graham, Daniel Palladino, Danny Kallis
Nineteen Again

#15 - Nineteen Again

Season 5 - Episode 3 - Aired Nov 1, 1988

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.

star 8.64
14 votes
Directors: Asaad Kelada
Writers: Clay Graham, John Donley
A Trip to the Principal

#16 - A Trip to the Principal

Season 4 - Episode 4 - Aired Oct 13, 1987

Jonathan's grades are at the level where he can skip a grade. He goes from sixth grade to seventh grade. He meets a boy who gets him into trouble and Tony and Angela have to see the principal, concerning Jonathan's behavior.

star 8.58
12 votes
Directors: Asaad Kelada
Writers: Clay Graham, John Donley
Party Double

#17 - Party Double

Season 5 - Episode 16 - Aired Feb 28, 1989

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.

star 8.56
9 votes
Directors: Asaad Kelada
Writers: Danny Kallis, Joe Fisch, Karen Wengrod, Ken Cinnamon
There Goes the Bride

#18 - There Goes the Bride

Season 4 - Episode 3 - Aired Oct 6, 1987

Angela and Tony want to pair off Angela's cousin Christy and Tony's friend Lyle. The evening together didn't go as planned, but on the following day the both stand in the doorway announcing their wedding. But unfortunately the wedding coincides with an icehockey game. As the game is more important, Christy angrily cancels the wedding.

star 8.54
13 votes
Directors: Asaad Kelada
Writers: Clay Graham, John Donley
My Fair Tony

#19 - My Fair Tony

Season 5 - Episode 2 - Aired Oct 25, 1988

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.

star 8.54
13 votes
Directors: Asaad Kelada
Writers: David Lesser
Semi-Private Lives

#20 - Semi-Private Lives

Season 3 - Episode 8 - Aired Nov 25, 1986

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.

star 8.51
72 votes
Directors: Asaad Kelada
Writers: Karen Wengrod, Ken Cinnamon
A Moving Episode

#21 - A Moving Episode

Season 3 - Episode 24 - Aired May 19, 1987

Mona moves to New York to her brother and Tony gets her apartment so he can live up his bachelor's life. But after the opening party the normal life returns and Tony misses his old environment.

star 8.50
12 votes
Directors: Asaad Kelada
Writers: Karen Wengrod, Ken Cinnamon
Boozin' Buddies

#22 - Boozin' Buddies

Season 5 - Episode 17 - Aired Mar 7, 1989

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.

star 8.50
10 votes
Directors: Asaad Kelada
Writers: Claylene Jones
Tony and the Professor

#23 - Tony and the Professor

Season 6 - Episode 5 - Aired Oct 24, 1989

On the spur of the moment, Tony accepts a date with a woman he meets at a bar. Having second thoughts, he cancels the date the next day, only to learn later that the woman is the professor of his new class.

star 8.50
12 votes
Directors: Asaad Kelada
Writers: Mindy Schneider
Tony Kills

#24 - Tony Kills

Season 6 - Episode 14 - Aired Jan 9, 1990

When the neighbor Fred picks up Tony to go playing tennis, he makes up to Angela and Tony gets angry. During the tennis match Fred suffers a heart attack and dies. Now Tony blames himself of Fred's death. When Fred's brother Ed shows up Tony let himself be used because of his feelings of guilt.

star 8.50
12 votes
Directors: Asaad Kelada
Writers: Clay Graham
Four Alarm Tony

#25 - Four Alarm Tony

Season 7 - Episode 9 - Aired Nov 13, 1990

Tony becomes a volunteer fireman. His dedication is a little too extreme, and he ends up getting kicked out of the squad.

star 8.50
8 votes
Directors: Tony Singletary
Writers: Neil Lebowitz