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The Best and Worst of Adam Sandler

Updated December 23, 2019 40.6k votes 3.6k voters 40.8k views50 items

List RulesMovies that star Adam Sandler

Differentiating between the best Adam Sandler movies and the worst Adam Sandler movies can be a simple matter of taste (or lack thereof) which is completely subject to interpretation. No one is ever going to accuse Adam Sandler of having movies that rank in the best movies ever, but there are at least a few Adam Sandler movies that can be ranked with the funniest movies of all time, so perhaps it's best to focus there.

Many consider Adam Sandler to be an idiot genius (or idiot/genius...or just an idiot), but the guy makes some funny movies. Happy Gilmore and Billy Madison, which came right at the start of Sandler's film career, are comic legends. On the other side of the legend coin are movies like Jack & Jill. 

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  • 1
    Happy Gilmore
    1,516
    172

    Happy Gilmore

    Adam Sandler, Ben Stiller

    Released1996

    Directed byDennis Dugan

    Happy Gilmore is a 1996 sports comedy film directed by Dennis Dugan and produced by Robert... more on Wikipedia

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  • 2
    50 First Dates
    1,179
    325

    50 First Dates

    Drew Barrymore, Adam Sandler

    Released2004

    Directed byPeter Segal

    50 First Dates is a 2004 American romantic comedy film directed by Peter Segal. Henry Roth... more on Wikipedia

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  • 3
    Billy Madison
    1,295
    370

    Billy Madison

    Adam Sandler, Steve Buscemi

    Released1995

    Directed byTamra Davis

    Billy Madison is a 1995 American family comedy film directed by Tamra Davis. It stars Adam... more on Wikipedia
  • 4
    The Waterboy
    1,292
    371

    The Waterboy

    Adam Sandler, Kathy Bates

    Released1998

    Directed byFrank Coraci

    The Waterboy is a 1998 American sports/comedy film directed by Frank Coraci, starring Adam... more on Wikipedia
  • 5
    The Wedding Singer
    1,130
    337

    The Wedding Singer

    Drew Barrymore, Adam Sandler

    Released1998

    Directed byFrank Coraci

    The Wedding Singer is a 1998 romantic comedy film written by Tim Herlihy and directed by Frank... more on Wikipedia
  • 6
    Big Daddy
    1,282
    388

    Big Daddy

    Adam Sandler, Jon Stewart

    Released1999

    Directed byDennis Dugan

    Big Daddy is a 1999 American comedy film directed by Dennis Dugan and starring Adam Sandler.... more on Wikipedia

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  • 7
    Mr Deeds
    994
    333

    Mr Deeds

    Adam Sandler, Winona Ryder

    Released2002

    Directed bySteven Brill

    Mr. Deeds is a 2002 American comedy film directed by Steven Brill and starring Adam Sandler... more on Wikipedia
  • 8
    The Longest Yard
    1,015
    345

    The Longest Yard

    Adam Sandler, Courteney Cox

    Released2005

    Directed byPeter Segal

    The Longest Yard is a 2005 American sports comedy film, a remake of the 1974 film of the same... more on Wikipedia
  • 9
    Click
    986
    420

    Click

    Kate Beckinsale, Christopher Walken

    Released2006

    Directed byFrank Coraci

    Click is a 2006 American science fiction comedy-drama film directed by Frank Coraci, written... more on Wikipedia

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  • 10
    Anger Management
    878
    387

    Anger Management

    Jack Nicholson, Adam Sandler

    Released2003

    Directed byPeter Segal

    Anger Management is a 2003 American slapstick comedy film directed by Peter Segal, written by... more on Wikipedia
  • 11
    Grown Ups
    1,052
    488

    Grown Ups

    Salma Hayek, Adam Sandler

    Released2010

    Directed byDennis Dugan

    Grown Ups is a 2010 American buddy comedy film directed by Dennis Dugan, and written by Adam... more on Wikipedia
  • 12
    Just Go With It
    789
    349

    Just Go With It

    Jennifer Aniston, Nicole Kidman

    Released2011

    Directed byDennis Dugan

    Just Go with It is a 2011 American romantic comedy film directed by Dennis Dugan, and produced... more on Wikipedia
  • 13
    Hotel Transylvania
    661
    283

    Hotel Transylvania

    Selena Gomez, Adam Sandler

    Released2012

    Directed byGenndy Tartakovsky

    Hotel Transylvania is a 2012 American 3D computer animated fantasy comedy film produced by... more on Wikipedia

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  • 14
    Blended
    581
    259

    Blended

    Adam Sandler, Drew Barrymore

    Released23 May 2014

    Directed byFrank Coraci

    Blended is an upcoming comedy film written by Ivan Menchell and Clare Sera and directed by... more on Wikipedia

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  • 15
    Saturday Night Live: The Best of Adam Sandler

    Released1999

    Saturday Night Live: The Best of Adam Sandler is a compilation of Adam Sandler's most popular...
  • 16
    Airheads
    528
    315

    Airheads

    Adam Sandler, Brendan Fraser

    Released1994

    Directed byMichael Lehmann

    Airheads is a 1994 American comedy film written by Rich Wilkes and directed by Michael... more on Wikipedia
  • 17
    I Now Pronounce You Chuck and Larry
    776
    401

    I Now Pronounce You Chuck and Larry

    Jessica Biel, Adam Sandler

    Released2007

    Directed byDennis Dugan

    I Now Pronounce You Chuck & Larry is a 2007 American comedy film directed by Dennis Dugan,... more on Wikipedia

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  • 18
    Little Nicky
    743
    447

    Little Nicky

    Reese Witherspoon, Ozzy Osbourne

    Released2000

    Directed bySteven Brill

    Little Nicky is a 2000 American comedy film directed by Steven Brill. It stars Adam Sandler as... more on Wikipedia

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    #430 of 1,137 The Absolute Funniest Movies Of All Time#9 of 23 Great Movies About the Actual Devil

  • 19
    Bedtime Stories
    640
    388

    Bedtime Stories

    Adam Sandler, Courteney Cox

    Released2008

    Directed byAdam Shankman

    Bedtime Stories is a 2008 American family-fantasy-comedy film directed by Adam Shankman that... more on Wikipedia

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  • 20
    The Benchwarmers
    523
    232

    The Benchwarmers

    James Earl Jones, David Spade

    Released2006

    Directed byDennis Dugan

    The Benchwarmers is a 2006 American sports-comedy film directed by Dennis Dugan. It stars Rob... more on Wikipedia

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  • 21
    Grown Ups 2
    695
    449

    Grown Ups 2

    Salma Hayek, Shaquille O'Neal

    Released2013

    Directed byDennis Dugan

    Grown Ups 2 is a 2013 American buddy comedy film directed by Dennis Dugan, and also produced... more on Wikipedia

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  • 22
    Coneheads
    422
    270

    Coneheads

    Adam Sandler, Ellen DeGeneres

    Released1993

    Directed bySteve Barron

    Coneheads is a 1993 American science fiction comedy film based on the Saturday Night Live... more on Wikipedia

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  • 23
    Bulletproof
    420
    245

    Bulletproof

    Adam Sandler, James Caan

    Released1996

    Directed byErnest R. Dickerson

    Bulletproof is a 1996 American action-comedy film directed by Ernest Dickerson, and starring... more on Wikipedia

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  • 24
    That's My Boy
    552
    353

    That's My Boy

    Jerry Lewis, Dean Martin

    Released1951

    Directed byHal Walker

    That's My Boy is a 1951 film starring the comedy team of Martin and Lewis and marked the first... more on Wikipedia
  • 25
    Eight Crazy Nights
    523
    361

    Eight Crazy Nights

    Adam Sandler, Tyra Banks

    Released2002

    Directed bySeth Kearsley

    Eight Crazy Nights is a 2002 American adult animated musical comedy film directed by Seth... more on Wikipedia

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