
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.

as Billy Madison

as Eric Gordon

as Principal Max Anderson

as Veronica Vaughn

as Brian Madison

as Frank

as Jack

as Carl Alphonse

as Juanita

as Miss Lippy

as Pete

as Cook

as Rollo the Janitor

as Nodding 1st Grader

as Penguin

as Penguin

as O'Doyle (Grade 1)

as Scotty Logan (Grade 1)

as Tricia Labonte (Grade 1)

as 2nd Grade Teacher

as 2nd Grader

as Ted 'Old Man' Clemens

as Attractive Lady

as Clown

as Driver

as Ernie (Grade 3)

as O'Doyle (Grade 3)

as Kyle

as Butler

as Maid

as Dan (Grade 3)

as Tour Guide

as 4th Grade Teacher

as Nurse

as Architect

as Architect

as Lunch Lady

as Pothead

as Pothead

as Mr. Oblaski

as Nancy Connors

as O'Doyle (Grade 9)

as Paul

as Rod

as Crazy Person

as Crazy Person

as Joyce

as Tenth Grader

as Tenth Grader

as O'Doyle (Grade 12)

as Jennifer (Grade 3)

as Susan (Grade 3)

as Drama Teacher

as Lawn Guy

as Rock Singer

as Principal

as Mr. O'Doyle

as Mrs. O'Doyle

as Newswoman

as Haitian Gardener

as High School Girl

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as 3rd Grader

as Jet Skier

as Jet Skier

as Fire-eater

as Danny McGrath (uncredited)

as Bus Driver (uncredited)