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Movies Like Sink Or Swim

If you liked Sink Or Swim (1997), a comedy movie directed by Gary Rosen, 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. 1How High

    How High (2001)

    ★ 6.4/10Also comedy

    Jamal and Silas, two ordinary guys who smoke something magical, pass their college entrance exams with flying colors and end up at Harvard. Ivy League ways are strange but Silas and Jamal take it in a stride -- until…

  2. 2Thunderstruck

    Thunderstruck (2012)

    ★ 6.2/10Also comedy

    After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.

  3. 3Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer

    Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)

    ★ 6.8/10Also comedy

    A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.

  4. 4Spa Weekend

    Spa Weekend (2026)

    ★ 6.5/10Also comedy

    Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break…

  5. 5The Wedding Year

    The Wedding Year (2019)

    ★ 5.9/10Also comedy

    A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.

  6. 6Seriously Single

    Seriously Single (2020)

    ★ 6.8/10Also comedy

    While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.

  7. 7The Trouble with Angels

    The Trouble with Angels (1966)

    ★ 6.7/10Also comedy

    Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and…

  8. 8Beau Hunks

    Beau Hunks (1931)

    ★ 6.8/10Also comedy

    Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.

  9. 9The F**k-It List

    The F**k-It List (2020)

    ★ 6/10Also comedy

    After a prank blows up a studious high school senior's life, he shares a list of certain things he wishes he'd done differently — and maybe still can.

  10. 10Room Service

    Room Service (1938)

    ★ 6.5/10Also comedy

    Broke Gordon Miller tries to land a backer for his new play while he has to deal with with the hotel manager trying to evict him and his cast.

  11. 11Wet Hot American Summer

    Wet Hot American Summer (2001)

    ★ 6.2/10Also comedy

    It's the last day of Camp Firewood's season, but there's still time for the big talent show, a little romance… and for everyone to be wiped out by the piece of NASA's Skylab that's hurtling toward Earth.

  12. 12Ali Wong: Single Lady

    Ali Wong: Single Lady (2024)

    ★ 6.4/10Also comedy

    After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.

  13. 13Jackass Presents: Bad Grandpa

    Jackass Presents: Bad Grandpa (2013)

    ★ 6.2/10Also comedy

    86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.

  14. 14Shane Gillis: Beautiful Dogs

    Shane Gillis: Beautiful Dogs (2023)

    ★ 7/10Also comedy

    In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.

  15. 15Ricky Gervais: Mortality

    Ricky Gervais: Mortality (2025)

    ★ 7/10Also comedy

    Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.

  16. 16Wake Up, Ron Burgundy: The Lost Movie

    Wake Up, Ron Burgundy: The Lost Movie (2004)

    ★ 6/10Also comedy

    While Ron Burgundy's rivalry with Veronica Corningstone escalates quickly, a group of unprofessional thieves better known as 'The Alarm Clock' try to make the truth known, whatever that may mean...

  17. 17Fun with Dick and Jane

    Fun with Dick and Jane (1977)

    ★ 6.6/10Also comedy

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

  18. 18Jimmy Carr: Natural Born Killer

    Jimmy Carr: Natural Born Killer (2024)

    ★ 6.4/10Also comedy

    Jimmy Carr refutes the idea that you can't joke about anything these days with his edgy takes on gun control, religion, cancel culture and consent.

  19. 19The Mouse That Roared

    The Mouse That Roared (1959)

    ★ 6.4/10Also comedy

    The Duchy of Grand Fenwick decides that the only way to get out of their economic woes is to declare war on the United States, lose and accept foreign aid. They send an invasion force (in chain mail, armed with bows…

  20. 20Bill Burr: Drop Dead Years

    Bill Burr: Drop Dead Years (2025)

    ★ 7.2/10Also comedy

    In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.

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