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Movies Like You're The Boss!
Find movies like You're The Boss! (1985) using TMDB similarity plus Movie Rankings community context. Our top current pick is The Matchmaker's Playbook. Browse 18 related titles with direct links to rankings, cast pages, and matchup data.
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The Matchmaker's Playbook
2018
After a career-ending accident, former NFL recruit Ian Hunter is back on campus, and he's putting his extensive skills with women to work as one of the masterminds behind a successful and secretive dating service. But when Blake Olson requests the services of Wingmen, Inc., Ian may have landed his most hopeless client yet. As Blake begins the transformation from hot mess to smokin' hot, Ian realizes he's in danger of breaking his cardinal rule....
The Underdoggs
2024
Jaycen 'Two Js' Jennings is a washed-up former pro football star who has hit rock bottom. When sentenced to community service coaching the Underdoggs, an unruly pee-wee football team in his hometown, he sees it mostly as an opportunity to rebuild his public image. But in the process, he may just turn his life around and rediscover his love of the game.
Hello, Dolly!
1969
Dolly Levi is a strong-willed matchmaker who travels to Yonkers, New York in order to see the miserly "well-known unmarried half-a-millionaire" Horace Vandergelder. In doing so, she convinces his niece, his niece's intended, and Horace's two clerks to travel to New York City.
How to Lose a Guy in 10 Days
2003
It's the battle of wills, as Andie needs to prove she can dump a guy in 10 days, whereas Ben needs to prove he can win a girl in 10 days. Now, the clock is ticking—and the wildly entertaining comedy smash is off and running in this irresistible tale of sex, lies and outrageous romantic fireworks!
She's the Man
2006
Viola Hastings is in a real jam. Complications threaten her scheme to pose as her twin brother, Sebastian, and take his place at a new boarding school. She falls in love with her handsome roommate, Duke, who loves beautiful Olivia, who has fallen for Sebastian! As if that were not enough, Viola's twin returns from London ahead of schedule but has no idea that his sister has already replaced him on campus.
Cruel Intentions
1999
Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. But if he loses, Kathryn will claim his most prized possession.
One of Them Days
2025
Best friends and roommates Dreux and Alyssa are about to have One of Them Days. When they discover Alyssa’s boyfriend has blown their rent money, the duo finds themselves going to extremes in a comical race against the clock to avoid eviction and keep their friendship intact.
Roommates
2026
When shy college freshman Devon asks cool-girl Celeste to be her roommate, a blossoming friendship quickly spirals into a war of passive aggression.
Deliver Us from Eva
2003
Eva Dandridge has been in charge of her younger sisters ever since their parents died many years ago. She is a very uptight young woman who constantly meddles in the affairs of her sisters and their significant others. Her brothers-in-law, who are tired of Eva interfering in their lives, decide to set her up with someone so she can leave them alone. They end up paying Ray, the local "playboy," $5,000 to date her. The plan goes by smoothly, but trouble comes when Ray actually falls in love with Eva.
Zack and Miri Make a Porno
2008
Lifelong platonic friends Zack and Miri look to solve their respective cash-flow problems by making an adult film together. As the cameras roll, however, the duo begin to sense that they may have more feelings for each other than they previously thought.
The Ladies Man
1961
After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with all these females?
Like a Boss
2020
Two female friends with very different ideals decide to start a beauty company together. One is more practical, while the other wants to earn her fortune and live a lavish lifestyle.
Sextuplets
2019
Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their remaining long-lost siblings.
Hard to Die
1990
While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings years back, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.
...All the Marbles
1981
A two-bit promoter tries to take a women's wrestling team to the top.
Someone Like You...
2001
Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.
The King of Marvin Gardens
1972
Jason Staebler lives on the Boardwalk and fronts for the local mob in Atlantic City. He is a dreamer who asks his brother David, a radio personality from Philadelphia, to help him build a paradise on a Pacific Island, which might be just another of his pie-in-the-sky schemes. Inevitably, complications begin to pile up.
Good Advice
2001
An investment banker loses everything and must discover what's really important in life.
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