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Movies Like Waiting for Woody Allen

If you liked Waiting for Woody Allen (1998), a comedy movie directed by Grant Heslov, 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. 1Hollywood Shuffle

    Hollywood Shuffle (1987)

    ★ 6.5/10Also comedy

    Aspiring actor and hot-dog stand employee Bobby Taylor catches the ire of his grandmother for auditioning for a role in the regrettably titled exploitation film "Jivetime Jimmy's Revenge." When Tinseltown Studios casts…

  2. 2Sextuplets

    Sextuplets (2019)

    ★ 6.2/10Also comedy

    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.

  3. 3Driver's Ed

    Driver's Ed (2026)

    ★ 6.9/10Also comedy

    A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.

  4. 4Taking Care of Business

    Taking Care of Business (1990)

    ★ 6.3/10Also comedy

    An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.

  5. 5The 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.

  6. 6No Time for Sergeants

    No Time for Sergeants (1958)

    ★ 7.3/10Also comedy

    Georgia farm boy Will Stockdale is about to bust with pride. He’s been drafted. Will’s ready. But is Uncle Sam ready for Will?

  7. 7Jackass 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.

  8. 8American Dreamer

    American Dreamer (2022)

    ★ 6/10Also comedy

    In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.

  9. 9Adam Sandler: Love You

    Adam Sandler: Love You (2024)

    ★ 6.3/10Also comedy

    Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.

  10. 10Thunderstruck

    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.

  11. 11Ricky Gervais: Humanity

    Ricky Gervais: Humanity (2018)

    ★ 7.6/10Also comedy

    In his first special in seven years, Ricky Gervais slings his trademark snark at celebrity, mortality and a society that takes everything personally.

  12. 122 Minutes of Fame

    2 Minutes of Fame (2020)

    ★ 6.6/10Also comedy

    An up-and-coming stand-up comic moves to L.A. to pursue a film career after video clips of his act make him an online sensation.

  13. 13Held Up

    Held Up (1999)

    ★ 5.9/10Also comedy

    What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the…

  14. 14Die, Mommie, Die!

    Die, Mommie, Die! (2003)

    ★ 6.6/10Also comedy

    Angela Arden is a washed up, has-been singing star who is trapped in a hateful marriage to film producer Sol Sussman. In an attempt to escape her marriage so that she can be with a hunky layabout, she poisons her…

  15. 15Pretty Persuasion

    Pretty Persuasion (2005)

    ★ 5.9/10Also comedy

    A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.

  16. 16Accident Man

    Accident Man (2018)

    ★ 6.3/10Also comedy

    Mike Fallon, the Accident Man, is a stone cold killer. When a loved one is murdered by his own crew, Fallon is forced to avenge the one person who actually meant something to him.

  17. 17You're Never Too Young

    You're Never Too Young (1955)

    ★ 6.6/10Also comedy

    When an aspiring barber becomes inadvertently involved in the theft of a valuable diamond, necessity forces him to masquerade as a 12 year-old child - with humorous consequences.

  18. 18Dylan Moran: Like, Totally

    Dylan Moran: Like, Totally (2006)

    ★ 7.7/10Also comedy

    Dylan Moran returns with an all-new stand-up show. Unpredictable, startling, bizarre, elegiac, but above all brilliant and hilariously funny, Moran is a master of comedy.

  19. 19The Best Man Holiday

    The Best Man Holiday (2013)

    ★ 6.5/10Also comedy

    When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited.

  20. 20Jerry Seinfeld: 23 Hours to Kill

    Jerry Seinfeld: 23 Hours to Kill (2020)

    ★ 6.2/10Also comedy

    Jerry Seinfeld takes the stage in New York and tackles talking vs. texting, bad buffets vs. so-called "great" restaurants and the magic of Pop Tarts.

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