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Billy Madison

Billy Madison

To inherit his family's fortune, Billy is going back to school... Way back.

19956.21h 30m

Overview

Billy Madison is the 27 year-old son of Bryan Madison, a very rich man who has made his living in the hotel industry. Billy stands to inherit his father's empire, but only if he can make it through all 12 grades, 2 weeks per grade, to prove that he has what it takes to run the family business.

Directed by Tamra Davis
Written by Adam Sandler, Tim Herlihy
Produced by Robert Simonds
Box OfficeBudget: $10.0MRevenue: $26.5M

Top Cast

Adam Sandler

Adam Sandler

Billy Madison

Bradley Whitford

Bradley Whitford

Eric Gordon

Josh Mostel

Josh Mostel

Principal Max Anderson

Bridgette Wilson-Sampras

Bridgette Wilson-Sampras

Veronica Vaughn

Darren McGavin

Darren McGavin

Brian Madison

Norm Macdonald

Norm Macdonald

Frank

Mark Beltzman

Mark Beltzman

Jack

Larry Hankin

Larry Hankin

Carl Alphonse

Theresa Merritt

Theresa Merritt

Juanita

Dina Platias

Dina Platias

Miss Lippy

Themes & Keywords

family business schoolwoman directorback to school

About Billy Madison

Billy Madison is a comedy film released in 1995 exploring themes of family business , school, woman director, back to school. Directed by Tamra Davis, it stars Adam Sandler, Bradley Whitford, Josh Mostel. Billy Madison is the 27 year-old son of Bryan Madison, a very rich man who has made his living in the hotel industry. Billy stands to inherit his father's empire, but only if he can make it through all 12 grades, 2 weeks per grade, to prove that he has what it takes to run the family business.

Movies Similar to Billy Madison

Discover titles like Billy Madison — ranked by similarity and community votes

We found 15 movies similar to Billy Madison

If you enjoyed Billy Madison, you'll love these handpicked recommendations. Each title below shares similar themes, tone, and storytelling style. Our algorithm analyzes genres, keywords, director filmography, and cast connections to find the closest matches. Whether you're looking for the same emotional depth, narrative structure, or visual style, these picks are curated to deliver the best viewing experience for fans of Billy Madison.

Back to School
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Four Rooms(1995)

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It's Ted the Bellhop's first night on the job...and the hotel's very unusual guests are about to place him in some outrageous predicaments. It seems that this evening's room service is serving up one unbelievable happening after another.

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Behind the magnificent Taj Mahal lies a cluster of dingy homes where Chanda (35), a domestic help, lives with her 14-year-old daughter Appu. Chanda aspires and dreams that her daughter will study and embrace a better fate. When Appu tells her she wants to quit school and become a maid like her, Chanda takes a strong decision: she will herself go back to school, and even join the class of her daughter.

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Bernadinho and Pedro are students and face the classic tasks of fulfilling school obligations, taking good grades, being well behaved and complying with school rules, increasingly elaborated thanks to director Ademar. Frustrated, Pedro ends up finding a diary of how to cause chaos in school without being caught, which leads the two friends to follow the tips of the notebook.

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Paul, charged with directing his school's Nativity play, falsely boasts that his ex-girlfriend plans to turn the production into a film.

Matilda
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Matilda Wormwood is an brilliant and intelligent little girl. Unfortunately, her parents, Harry and Zinnia, fail to see that fact. As time passes, she finally starts school and has a kind teacher, loyal friends, and a terrifying, sadistic headmistress. As she becomes fed up with the constant cruelty, she discovers she has a special gift that she just might be able to use to outwit the unruly adults around her.

Bend It Like Beckham
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Jess Bhamra, the daughter of a strict Indian couple in London, is not permitted to play organized soccer, even though she is 18. When Jess is playing for fun one day, her impressive skills are seen by Jules Paxton, who then convinces Jess to play for her semi-pro team. Jess uses elaborate excuses to hide her matches from her family while also dealing with her romantic feelings for her coach, Joe.

The Trouble with Angels
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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 their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.

Wild Child
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Sixteen-year-old Poppy has everything her unlimited credit cards can buy, and a spoiled attitude to match. After a final thoughtless prank, her exasperated father ships her off to boarding school in England. There, Poppy meets her match in a stern headmistress and a class full of girls who will not tolerate her selfishness.

Larry Crowne
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When he suddenly finds himself without his long-standing blue-collar job, Larry Crowne enrolls at his local college to start over. There, he becomes part of an eclectic community of students and develops a crush on his teacher.

Bollywood/Hollywood
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Rahul Seth is a dashing young millionaire who believes he is "western" enough to rebel against his mother and grandmother. They are not too keen about his Caucasian girlfriend Kimberly who, to make matters worse, is a pop star. Before you can say "karmic intervention," Kimberly dies in a freak accident and Rahul is devastated. Instead of allowing him to mourn in peace, Rahul's mother sees the opportunity she's been waiting for. She threatens to call off his sister's wedding unless he finds himself a "nice Indian girl." Rahul enlists the services of Sue, a fiercely independent escort whom he believes to be Hispanic, and therefore not "married" to the conventions taught to young Indian women. With a wink in her eye, Sue accepts the deal to pose as his Indian bride-to-be. She needs the money and having never been a fan of the typical Indian male, she feels her heart is safe. The charade begins....