As of July 2026, Who's the Boss? Season 2 aired in 1985 with 26 episodes — streaming now on Amazon Prime Video. Full episode guide and where to watch below.
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Who's the Boss? Season 2

1985 26 Episodes Comedy ⭐ 7/10

Who's the Boss? Season 2 has quietly become one of the more dependable comedies currently available on and . The 1-season run is exactly the right length for what it is doing. With 302 viewer ratings on TMDB, this is not a title flying under the radar. Tony Danza is the obvious draw, but the whole ensemble earns its laughs. There is no real reason to keep putting it off.

Who's the Boss? Season 2 arrived without much fanfare and built its audience the hard way — through word of mouth. Sharp writing and a well-matched ensemble are what separate Who's the Boss? Season 2 from the crowd. Season 2 of Who's the Boss? Includes 26 episodes. It aired from September 1985 to May 1986. Tony Danza and Judith Light lead a cast that brings real weight to the material. It was aired in 1985. The timing in Who's the Boss? Season 2 is precise enough that even the throwaway lines land on a second watch. There is real craft here, even in the moments that do not fully land.

For viewers who want something light without wanting something stupid, Who's the Boss? Season 2 respects your intelligence. It rewards viewers regardless of what else is in their watch history. Short enough to finish in a weekend, substantial enough to feel satisfying. Tony Danza anchors an ensemble with real chemistry. Genuinely funny, consistently, across the whole run.

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

🇺🇸 United States
🇨🇦 Canada
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🎬 Who's the Boss? Season 2 — Episode Guide

E1
It Happened One Summer (1)
1985-09-24
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...
E2
It Happened One Summer (2)
1985-10-01
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.
E3
Ad Man Micelli
1985-10-08
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 executi...
E4
The Heiress
1985-10-15
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.
E5
Tony the Matchmaker
1985-10-29
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
E6
Custody (1)
1985-11-05
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 h...
E7
Custody (2)
1985-11-12
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.
E8
Hunk of the Month
1985-11-19
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.
E9
Thanksgiving at Mrs. Rossini's
1985-11-26
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 appea...
E10
The Prodigal Father-in-Law
1985-12-03
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.
E11
The Graduate
1985-12-10
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.
E12
Tony the Nanny
1985-12-17
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 ...
E13
Junior Executive
1986-01-07
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.
E14
Educating Tony
1986-01-14
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.
E15
Gotta Dance
1986-01-21
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.
E16
The Babysitter
1986-01-28
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 ...
E17
Jonathan Plays Cupid
1986-02-11
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 i...
E18
When Worlds Collide
1986-02-18
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.
E19
Losers and Other Strangers
1986-02-25
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.
E20
Tony for President
1986-03-04
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).

🎭 Cast of Who's the Boss? Season 2

Tony Danza
Tony Danza
Tony Micelli
Judith Light
Judith Light
Angela Bower
Alyssa Milano
Alyssa Milano
Samantha Micelli
Danny Pintauro
Danny Pintauro
Jonathan Bower
Katherine Helmond
Katherine Helmond
Mona Robinson

📋 All Seasons of Who's the Boss?

Season 1Season 3Season 4Season 5Season 6Season 7Season 8

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