Skip to content

Movies like Career Opportunities (1991)

The best movies like Career Opportunities (1991) are Upgraded (2024), The Knack... and How to Get It (1965) and The List (2023). If Career Opportunities hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Upgraded (2024)

    Ana is an ambitious intern dreaming of a career in the art world while trying to impress her demanding boss Claire. When she's upgraded to first class on a work trip, she meets handsome Will, and Ana pretends to be her boss– a white lie that sets off a glamorous chain of events, romance and opportunity, until her fib threatens to surface.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Worth the HypeMovies like this
  2. The Knack... and How to Get It (1965)

    A nebbish schoolteacher begs his smooth (and misogynistic) pal to teach him 'the knack' – how to score with women. Serendipitously, the men meet up with a new girl in town, as well as a friendly lunatic who can’t help but paint things white.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  3. The List (2023)

    After her fiance sleeps with a celebrity on his free pass list, Abby Meyers, with nothing but five names and a fantasy shared by millions, sets out for Los Angeles to sleep with someone from hers.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

  4. The Right Kind of Wrong (2013)

    A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

  5. Late Night Shopping (2001)

    Four friends Sean, Vincent, Lenny and Jody find themselves at something of a deadend. Trapped in a twilight world of permanent night shift work, they hang out together in the local cafe, drinking coffee and entertaining themselves by observing Vincent's unwavering success in pulling women. There seems to be little prospect of change...until Vincent accidentally sleeps with Sean's girlfriend.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  6. Players (2024)

    New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  7. Maintenance Required (2025)

    Charlie, the fiercely independent owner of an all-female mechanic shop, is forced to reevaluate her future when a flashy corporate competitor moves in across the street. Seeking comfort, she turns to an anonymous online confidant - unaware she's confiding in Beau, the very rival threatening her business. As sparks fly both online and off, the truth threatens to blow everything apart.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  8. Romance & Cigarettes (2006)

    Ironworker Nick lives with his wife, Kitty, and three daughters. When he meets a significantly younger woman, Tula, he starts an affair with her, much to the chagrin of his wife, and his life is thrown into upheaval. Kitty kicks Nick out of the house, and he is forced to make some difficult decisions.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  9. Playing It Cool (2014)

    A young man meets and instantly falls in love with an engaged woman.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  10. Splendor (1999)

    Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  11. Fairy Tales (1978)

    On his twenty-first birthday, the Prince goes on a quest that takes him across the land searching for the one woman that gets him sexually excited, Princess Sleeping Beauty.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  12. The Tao of Steve (2000)

    In college, Dex was the big man on campus. Ten years later, now an overweight kindergarten teacher, Dex is immune to the shocked stares of the women who were once his conquests. While trying to pick up the bartender, he is struck by the gorgeous Syd. Through a series of circumstances, Syd and Dex are thrown together and he soon finds himself questioning his belief in all things Steve.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  13. The Owl and the Pussycat (1970)

    Meek, owlish Felix and strident, catty Doris live in the same apartment building. His incessant typing bothers her; her gentlemen callers bother him. Felix informs the landlord of her activities, so Doris moves in on Felix. When they both get thrown out, they move in with Barney... until they drive him out! That's when Felix and Doris finally decide to put theory into practice. But do opposites attract?

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  14. Desperados (2020)

    A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  15. French Girl (2024)

    Sweet Gordon, an affable English teacher in Brooklyn, has beaten the odds; a French Girl has fallen in love with him and he’s fallen even harder back. But their future is thrown into limbo when she interviews for an executive chef position in her hometown of Quebec City. To Gordon’s dismay her future boss also happens to be her former lover, a celebrity Chef with oceanic eyes and a hit TV show. Good luck Gordon.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  16. The Invention of Lying (2009)

    Set in a world where the concept of lying doesn't exist, a loser changes his lot when he invents lying and uses it to get ahead.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  17. The Night Before (1988)

    A popular beauty surprisingly asks a nerd to take her to the prom. He wakes up hours later in a sleazy alley. She's missing but he remembers nothing about it.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  18. I Love Boosters (2026)

    A group of shoplifters take aim at a cutthroat fashion maven by stealing from her stores and reselling them at a lower price — what they call 'fashion-forward philanthropy'.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Clerks (1994)

    Convenience and video store clerks Dante and Randal are sharp-witted, potty-mouthed and bored out of their minds. So in between needling customers, the counter jockeys play hockey on the roof, visit a funeral home and deal with their love lives.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  20. The Big Hit (1998)

    Affable hit man Melvin Smiley is constantly being scammed by his cutthroat colleagues in the life-ending business. So, when he and his fellow assassins kidnap the daughter of an electronics mogul, it's naturally Melvin who takes the fall when their prime score turns sour. That's because the girl is the goddaughter of the gang's ruthless crime boss. But, even while dodging bullets, Melvin has to keep his real job secret from his unsuspecting fiancée, Pam.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  21. Mannequin (1987)

    Jonathan Switcher, an unemployed artist, finds a job as an assistant window dresser for a department store. When Jonathan happens upon a beautiful mannequin he previously designed, she springs to life and introduces herself as Emmy, an Egyptian under an ancient spell. Despite interference from the store's devious manager, Jonathan and his mannequin fall in love while creating eye-catching window displays to keep the struggling store in business.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  22. 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!

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  23. Cashback (2007)

    After a painful breakup, Ben develops insomnia. To kill time, he starts working the late night shift at the local supermarket, where his artistic imagination runs wild.

    Why it matches: Similar story and style · both comedy & romance

    Worth the HypeMovies like this
  24. In Her Shoes (2005)

    Irresponsible party girl Maggie is kicked out of her father's and stepmother's home—where she lives for free—and is taken in by her hard-working sister, Philadelphia lawyer Rose. After Maggie's disruptive ways ruin her sister's love life, Rose turns her out as well. But when their grandmother, who they never knew existed, comes into their lives, the sisters face some complicated truths about themselves and their family.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  25. Adaptation. (2002)

    Charlie Kaufman is a confused L.A. screenwriter overwhelmed by feelings of inadequacy, sexual frustration, self-loathing, and by the screenwriting ambitions of his freeloading twin brother Donald. While struggling to adapt "The Orchid Thief," by Susan Orlean, Kaufman's life spins from pathetic to bizarre. The lives of Kaufman and Orlean's book become strangely intertwined as each one's search for passion collides with the other's.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  26. The Adventures of Priscilla, Queen of the Desert (1994)

    Two drag performers and a transgender woman travel across the desert to perform their unique style of cabaret.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  27. Roller Squad (2021)

    A mysterious serial killer attacks the roller skater community in London. The police cannot catch him, as he is a very skilled and fast roller skater himself. A group of friends decide to take the matter in their own hands, and organise a man hunt across the streets of London.

    Why it matches: Similar story and style · both comedy

  28. Duck Soup (1933)

    Rufus T. Firefly is named president/dictator of bankrupt Freedonia and declares war on neighboring Sylvania over the love of wealthy Mrs. Teasdale.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  29. Odette Toulemonde (2007)

    Objectively, Odette Toulemonde has nothing to be happy about, but is. Balthazar Balsan has everything to be happy about, but isn’t. Odette, awkwardly forty, with a delightful hairdresser son and a daughter bogged down in adolescence, spends her days behind the cosmetic’s counter in a department store and her nights sewing feathers on costumes for Parisian variety shows. She dreams of thanking Balthazar Balsan, her favorite author, to whom – she believes – she owes her optimism. The rich and charming Parisian writer then turns up in her life in an unexpected way.

    Why it matches: Similar story and style · both comedy

  30. Monster Mash: The Movie (1995)

    Young couple Scott and Mary are on their way to a Halloween party when their car breaks down, and they encounter a creepy castle where Dr. Frankenstein seeks to put Scott's brain in his monstrous creation. As for Mary, Count Dracula wants her for his mistress.

    Why it matches: Similar story and style · both comedy

Like Career Opportunities and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Career Opportunities?

The closest matches to Career Opportunities are Upgraded (2024), The Knack... and How to Get It (1965) and The List (2023). Below are 27 more, each with the reason it matches.

What should I watch after Career Opportunities?

Start with Upgraded (2024), the closest match to Career Opportunities.

What is the highest-rated movie like Career Opportunities?

Clerks (1994), rated 7.4/10 by 2,920 TMDB users.

What is the newest movie like Career Opportunities?

I Love Boosters (2026) is the most recent release on this list.

Are there English movies like Career Opportunities?

Yes: Upgraded (2024), The Knack... and How to Get It (1965) and The List (2023).

How are movies similar to Career Opportunities chosen?

First come films that Trakt’s viewers watch alongside Career Opportunities, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

↑ ↓ to move · Enter to open · Full search page