Movies like Who's Your Boss? (2025)
The best movies like Who's Your Boss? (2025) are The Assistant (2020), Set It Up (2018) and Office Space (1999). If Who's Your Boss? hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedOffice Space (1999)7.4/10 from 3,602 votes
- NewestOffice Romance (2026)Released 2026
The Assistant (2020)
A searing look at a day in the life of an assistant to a powerful executive. As Jane follows her daily routine, she grows increasingly aware of the insidious abuse that threatens every aspect of her position.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSet It Up (2018)
Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisOffice Space (1999)
A depressed white-collar worker tries hypnotherapy, only to find himself in a perpetual state of devil-may-care bliss that prompts him to start living by his own rules, and hatch a hapless attempt to embezzle money from his soul-killing employers.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisPicture Perfect (1997)
A young advertising executive's life becomes increasingly complicated when, in order to impress her boss, she pretends to be engaged to a man she has just met.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisF.I.S.T. (1978)
Johnny Kovak joins the Teamsters trade-union in a local chapter in the 1930s and works his way up in the organization. As he climbs higher and higher his methods become more ruthless and finally senator Madison starts a campaign to find the truth about the alleged connections with the Mob.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBeauty & the Briefcase (2010)
A freelance writer looking for romance sells a story to Cosmopolitan magazine about finding love in the workplace and goes undercover at a Finance Company.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisOffice Romance (2026)
Jackie, President and CEO of Air Cruz, runs a tight ship in her business, including a rigid anti-fraternization policy for all her employees. When a new sexy lawyer begins working for her, that policy becomes very tested.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisNine to Five (1980)
Three female employees of a sexist, egotistical, lying, hypocritical bigot find a way to turn the tables on him.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisHow to Succeed in Business Without Really Trying (1967)
A young but bright former window cleaner rises to the top of his company by following the advice of a book about ruthless advancement in business.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisChristmas Incorporated (2015)
Sometimes, life just seems to hand you exactly what you need – particularly at Christmastime. Riley is scraping bottom when she miraculously lands a job with a wealthy New York City entrepreneur. He’s a bad-boy socialite type who is poised to play Scrooge by closing one of his factories just before Christmas, which would devastate an entire town. It’s left to Riley to talk him out of it and turn him into a man of virtue rather than shame.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisShowdown (1993)
Ken has just moved from Kansas with his mother. He talks to a girl named Julie, not knowing that her boyfriend Tom is very possessive of her. Tom is learning karate from Lee, a sensei whose brother was killed by a rookie cop named Billy. Billy has since then become the janitor of the school that Ken, Julie and Tom go to. When Ken gets beaten up by Tom for talking to Julie again, Billy helps Ken by teaching him how to defend himself, which eventually leads to a battle between student vs. student, and sensei vs. sensei.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSaturday Night and Sunday Morning (1960)
A 22-year-old factory worker lets loose on the weekends: drinking, brawling, and dating two women, one of whom is older and married.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisTake Me Out to the Ball Game (1949)
The Wolves baseball team gets steamed when they find they've been inherited by one K.C. Higgins, a suspected "fathead" who intends to take an active interest in running the team. But K.C. turns outs to be a beautiful woman who really knows her baseball. Second baseman Dennis Ryan promptly falls in love. But his playboy roommate Eddie O'Brien has his own notions about how to treat the new lady owner and some unsavory gamblers have their own ideas about how to handle Eddie.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDisclosure (1994)
A computer specialist is sued for sexual harassment by a former lover turned boss who initiated the act forcefully, which threatens both his career and his personal life.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisWorking Girl (1988)
When a secretary's idea is stolen by her boss, she takes a risky chance to reclaim it by impersonating him and running the project from his position.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisCan You Keep a Secret? (2019)
Emma Corrigan, a girl with a few secrets, thinks she’s about to die on a turbulent plane ride. She spills them all to the handsome stranger sitting next to her. At least, she thought he was a stranger. But then, her company’s young and elusive CEO, arrives at the office. It’s him. And he knows every single humiliating detail about her.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSliding Doors (1998)
Helen, a London ad executive, is fired from her job and rushes out to catch a train, but, as she runs down, her life suddenly splits off. In one version she catches the train; in the second, she misses it. Her whole life changes in that one second, and the rest of the film depicts what happens in each scenario.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Hating Game (2021)
Resolving to achieve professional success without compromising her ethics, Lucy embarks on a ruthless game of one-upmanship against cold and efficient nemesis Joshua, a rivalry that is complicated by her growing attraction to him.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisHeatwave (2022)
A woman's life takes an unexpected turn when she falls for her boss's wife. She must soon defend herself as she becomes entangled in a web of malice.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBurn (2019)
Lonely, unstable gas station attendant Melinda is tired of being overshadowed by her more confident, outgoing co-worker Sheila. When the gas station is held up at gunpoint by Billy, a desperate man in need of quick cash, Melinda finds an opportunity to make a connection with the robber, regardless of who gets hurt.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Who's Your Boss??
The closest matches to Who's Your Boss? are The Assistant (2020), Set It Up (2018) and Office Space (1999). Below are 17 more, each with the reason it matches.
What should I watch after Who's Your Boss??
Start with The Assistant (2020), the closest match to Who's Your Boss?.
What is the highest-rated movie like Who's Your Boss??
Office Space (1999), rated 7.4/10 by 3,602 TMDB users.
What is the newest movie like Who's Your Boss??
Office Romance (2026) is the most recent release on this list.
Are there English movies like Who's Your Boss??
Yes: The Assistant (2020), Set It Up (2018) and Office Space (1999).
How are movies similar to Who's Your Boss? chosen?
First come films that Trakt’s viewers watch alongside Who's Your Boss?, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.