Adam Sandler’s 10 Best Movies Ever — And Where ‘Happy Gilmore’ Ranks

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From his cult classics to award-season darlings, Adam Sandler’s filmography is broader than many casual fans realize.

Using Rotten Tomatoes’ Tomatometer, we count Sandler’s best 10 movies.

Speaking of Rotten Tomatoes, the prediction market Kalshi forecasts Happy Gilmore 2 will land a 63% score.

Anyways, let the countdown begin (and reply where you think we went wrong).

No. 10: Happy Gilmore

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The hot-headed hockey reject with a 400-yard drive remains one of Sandler’s most quotable creations and still lands solidly Fresh nearly 30 years later.

  • Year: 1996
  • Rotten Tomatoes score: 63%

No. 9: Reign Over Me

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This post-9/11 friendship drama pairs Sandler with Don Cheadle, showcasing a quietly devastating side of the comic actor.

  • Year: 2007
  • Rotten Tomatoes score: 64%

No. 8: Funny People

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Judd Apatow turns Sandler’s megastar mythos inside out in this frank, emotionally hefty dramedy about mortality and fame.

  • Year: 2009
  • Rotten Tomatoes score: 69%

No. 7: The Wedding Singer

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Sandler’s first pairing with Drew Barrymore and a wall-to-wall ’80s soundtrack gave critics a sweet surprise.

  • Year: 1998
  • Rotten Tomatoes score: 72%

No. 6: Punch-Drunk Love

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Paul Thomas Anderson weaponizes Sandler’s bottled-up rage in an arthouse romance that proved he could play beyond broad comedy.

  • Year: 2002
  • Rotten Tomatoes score: 79%

No. 5: Leo

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In this animated musical, Sandler voices a world-weary class-pet lizard whose mid-life crisis helps a class of fifth-graders. Critics embraced its off-beat heart.

  • Year: 2023
  • Rotten Tomatoes score: 84%

No. 4: You Are So Not Invited to My Bat Mitzvah

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A coming-of-age romp starring Sandler’s real-life daughters, balancing tween angst with genuine sweetness.

  • Year: 2023
  • Rotten Tomatoes score: 91%

No. 3: Uncut Gems

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The Safdie Brothers trap viewers in the jittery life of jeweler-degenerate Howard Ratner, delivering Sandler’s fiercest performance.

  • Year: 2019
  • Rotten Tomatoes score: 91%

No. 2: The Meyerowitz Stories (New and Selected)

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Noah Baumbach’s ensemble dramedy finds Sandler wounded and wistful amid family chaos, earning near-universal praise.

  • Year: 2017
  • Rotten Tomatoes score: 92%

No. 1: Hustle

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As a weary NBA scout who stakes everything on an unproven phenom, Sandler scores his highest Tomatometer in another dramatic slam-dunk for the actor.

  • Year: 2022
  • Rotten Tomatoes score: 94%

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