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Movies Like Career Opportunities

If you liked Career Opportunities (1991), a romance and comedy movie directed by Bryan Gordon, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1Upgraded

    Upgraded (2024)

    ★ 7.2/10Also romance and comedy

    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…

  2. 2I Love Boosters

    I Love Boosters (2026)

    ★ 6.3/10Also comedy

    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'.

  3. 3Players

    Players (2024)

    ★ 6.1/10Also romance and comedy

    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…

  4. 4The Right Kind of Wrong

    The Right Kind of Wrong (2013)

    ★ 5.9/10Also romance and comedy

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

  5. 5Maintenance Required

    Maintenance Required (2025)

    ★ 6.1/10Also romance and comedy

    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…

  6. 6Hello, Dolly!

    Hello, Dolly! (1969)

    ★ 7/10Also comedy and romance

    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…

  7. 7Clerks

    Clerks (1994)

    ★ 7.4/10Also comedy

    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…

  8. 8Playing It Cool

    Playing It Cool (2014)

    ★ 5.9/10Also comedy and romance

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

  9. 9Romance & Cigarettes

    Romance & Cigarettes (2006)

    ★ 6/10Also comedy and romance

    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…

  10. 10The List

    The List (2023)

    ★ 5.9/10Also romance and comedy

    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.

  11. 11The Big Hit

    The Big Hit (1998)

    ★ 6/10Also comedy

    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…

  12. 12The Knack... and How to Get It

    The Knack... and How to Get It (1965)

    ★ 6/10Also comedy and romance

    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…

  13. 13Fairy Tales

    Fairy Tales (1978)

    ★ 6/10Also comedy and romance

    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.

  14. 14French Girl

    French Girl (2024)

    ★ 6.2/10Also romance and comedy

    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…

  15. 15The Invention of Lying

    The Invention of Lying (2009)

    ★ 6.2/10Also comedy and romance

    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.

  16. 16Love Potion No. 9

    Love Potion No. 9 (1992)

    ★ 6.2/10Also comedy and romance

    Unlucky in love, chemist Paul Matthews visits gypsy Madame Rosa for help. Quickly realizing he is a hopeless nerd, she gifts him with Love Potion No. 8, which makes anyone who wears it irresistible to the opposite sex…

  17. 17Focus

    Focus (2015)

    ★ 6.9/10Also romance and comedy

    Nicky, an accomplished con artist, gets romantically involved with his disciple Jess but later ends their relationship. Years later, she returns as a femme fatale to spoil his plans.

  18. 18Mallrats

    Mallrats (1995)

    ★ 6.8/10Also romance and comedy

    Both dumped by their girlfriends, two best friends seek refuge in the local mall. Eventually, they decide to try and win back their significant others and take care of their respective nemeses.

  19. 19Someone Like You...

    Someone Like You... (2001)

    ★ 6/10Also comedy and romance

    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…

  20. 20Hard to Die

    Hard to Die (1990)

    ★ 6/10Also comedy

    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…

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