Billy Madison is a 1995 American comedy film directed by Tamra Davis, written by Adam Sandler and Tim Herlihy, and produced by Robert Simonds. The film stars Sandler in the title role, alongside Bradley Whitford, Bridgette Wilson, Darren McGavin, Mark Beltzman, Larry Hankin, and Norm Macdonald in his feature film debut. It tells the story of a wealthy but immature man (Sandler) who must repeat grades 1 through 12 to prove himself worthy of inheriting his father’s (McGavin) company.

Billy Madison debuted at #1 at the North American box office and grossed approximately $26.4 million worldwide. Upon its release, the film received mixed reviews from critics. However, in subsequent years, Billy Madison has developed a cult following and is frequently cited as one of Sandler's most popular and defining works.