Adam Sandler as a character Billy Madison | Adam Sandler also starred in the next movies:- "50 First Dates" in a role of Henry Roth;
- "Mr. Deeds" in a role of Longfellow Deeds;
- "Little Nicky" in a role of Nicky;
- "Anger Management" in a role of Dave Buznik;
- "The Longest Yard" in a role of Paul Crewe;
- "Punch-Drunk Love" in a role of Barry Egan;
- "Click" in a role of Michael Newman;
- "Big Daddy" in a role of Sonny Koufax;
- "The Wedding Singer" in a role of Robbie Hart;
- "I Now Pronounce You Chuck and Larry" in a role of Chuck Ford;
- "Reign Over Me" in a role of Charlie Fineman;
- "The Waterboy" in a role of Robert 'Bobby' Boucher Jr.;
- "Bulletproof" in a role of Archie Moses;
- "Eight Crazy Nights" in a role of Davey, Whitey, Eleanore & Deer;
- "Bedtime Stories" in a role of Skeeter Bronson;
- "Happy Gilmore" in a role of Happy Gilmore;
- "Spanglish" in a role of John Clasky;
- "Funny People" in a role of George Simmons;
- "Mixed Nuts" in a role of Louie;
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Darren McGavin as a character Brian Madison | Darren McGavin also starred in the next movies:- "The Man with the Golden Arm" in a role of Louie;
- "A Christmas Story" in a role of The Old Man - Mr. Parker;
- "From the Hip" in a role of Craig Duncan;
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Bridgette Wilson as a character Veronica Vaughn | Bridgette Wilson also starred in the next movies:- "Extreme Ops";
- "House on Haunted Hill" in a role of Melissa Margaret Marr;
- "Shopgirl" in a role of Lisa Cramer;
- "Phantom Punch" in a role of Farah;
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Bradley Whitford as a character Eric Gordon | Bradley Whitford also starred in the next movies:- "Kate & Leopold" in a role of J.J. Camden;
- "Bicentennial Man" in a role of Lloyd Charney;
- "Scent of a Woman" in a role of Randy;
- "American Crime, An" in a role of Leroy K. New;
- "Little Manhattan" in a role of Adam;
- "A Perfect World" in a role of Bobby Lee;
- "The Client" in a role of Thomas Fink;
- "Bottle Shock" in a role of Professor Saunders;
- "Red Corner" in a role of Bob Ghery;
- "Presumed Innocent" in a role of Jamie Kemp;
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Josh Mostel as a character Principal Max Anderson | Josh Mostel also starred in the next movies:- "The Basketball Diaries" in a role of Counterman;
- "The King of Marvin Gardens" in a role of Frank;
- "Big Daddy" in a role of Arthur Brooks;
- "The Money Pit" in a role of Jack Schnittman;
- "Sophie's Choice" in a role of Morris Fink;
- "Rounders" in a role of Zagosh;
- "State of Play" in a role of Pete;
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Norm MacDonald as a character Frank | Norm MacDonald also starred in the next movies:- "Senior Skip Day" in a role of Mr. Rigetti;
- "Dr. Dolittle: Tail to the Chief" in a role of Lucky;
- "Screwed" in a role of Willard Fillmore;
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Mark Beltzman as a character Jack | Mark Beltzman also starred in the next movies:- "Employee of the Month" in a role of Hank;
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Larry Hankin as a character Carl Alphonse | Larry Hankin also starred in the next movies:- "Home Alone" in a role of Sergeant Balzak;
- "Planes, Trains & Automobiles" in a role of Doobie;
- "It's Pat" in a role of Postal Supervisor;
- "The Alphabet Killer" in a role of Perry;
- "Escape from Alcatraz" in a role of Charley Butts;
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Theresa Merritt as a character Juanita | Theresa Merritt also starred in the next movies:- "The Best Little Whorehouse in Texas" in a role of Jewel;
- "The Wiz" in a role of Aunt Emma;
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Dina Platias as a character Miss Lippy | Dina Platias starred only in the movie "Billy Madison" |
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Hrant Alianak as a character Pete | Hrant Alianak also starred in the next movies:- "XIII" in a role of Dr. Kimmler;
- "The Echo" in a role of Max;
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Vincent Marino as a character Cook | Vincent Marino starred only in the movie "Billy Madison" |
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Jack Mather as a character Ted 'Old Man' Clemens | Jack Mather also starred in the next movies:- "Deranged" in a role of Drunk;
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Christopher Kelk as a character Rollo the Janitor | Christopher Kelk starred only in the movie "Billy Madison" |
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Marc Donato as a character Nodding 1st Grader | Marc Donato also starred in the next movies:- "White Oleander" in a role of Davey Thomas;
- "Pay It Forward" in a role of Adam;
- "The Final" in a role of Dane;
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