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
as Billy Madison
Bradley Whitford
as Eric Gordon
Josh Mostel
as Principal Max Anderson
Bridgette Wilson-Sampras
as Veronica Vaughn
Darren McGavin
as Brian Madison
Norm Macdonald
as Frank
Mark Beltzman
as Jack
Larry Hankin
as Carl Alphonse
Theresa Merritt
as Juanita
Dina Platias
as Miss Lippy
Hrant Alianak
as Pete
Vincent Marino
as Cook