


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.

Adam Sandler
Billy Madison

Bradley Whitford
Eric Gordon

Josh Mostel
Principal Max Anderson

Bridgette Wilson-Sampras
Veronica Vaughn

Darren McGavin
Brian Madison

Norm Macdonald
Frank

Mark Beltzman
Jack

Larry Hankin
Carl Alphonse

Theresa Merritt
Juanita

Dina Platias
Miss Lippy

Hrant Alianak
Pete
Vincent Marino
Cook
Christopher Kelk
Rollo the Janitor

Marc Donato
Nodding 1st Grader
Keith Cole
Penguin
Chris Mei
Penguin
Conor Devitt
O'Doyle (Grade 1)
Jared Durand
Scotty Logan (Grade 1)
Jessica Nakamura
Tricia Labonte (Grade 1)
Helen Hughes
2nd Grade Teacher
Tamra Davis
Adam Sandler, Tim Herlihy
Released