Cast of Billy Madison

Adam Sandler stars as the title character Billy Madison, a wealthy man-child who goes back to school to earn his father's respect.

Bradley Whitford portrays Eric Gordon, a devious executive who tries to take control of the Madison family business.

Josh Mostel plays Principal Max Anderson, the head of the school where Billy Madison returns to complete his education.

Bridgette Wilson-Sampras takes on the role of Veronica Vaughn, Billy's down-to-earth teacher and romantic interest.

Darren McGavin appears as Brian Madison, Billy's frustrated father who sets him the challenge of repeating grades to inherit the family fortune.

Norm Macdonald plays Frank, a loyal friend of Billy who supports him throughout his wacky journey.

Mark Beltzman portrays Jack, a member of the school staff who witnesses Billy's antics.

Larry Hankin plays Carl Alphonse, a school janitor who becomes an unexpected ally to Billy in his quest for redemption.

Theresa Merritt plays Juanita, a no-nonsense woman working at the Madison estate.

Dina Platias appears as Miss Lippy, a quirky teacher who catches Billy's eye with her unique teaching style.

Hrant Alianak plays Pete, a member of the school staff caught up in Billy's antics.

Vincent Marino takes on the role of Cook, a kitchen staff member at the Madison estate.