Adam Sandler
Billy Madison
Acting
Bradley Whitford
Eric Gordon
Acting
Josh Mostel
Principal Max Anderson
Acting
Bridgette Wilson-Sampras
Veronica Vaughn
Acting
Darren McGavin
Brian Madison
Acting
Norm Macdonald
Frank
Acting
Mark Beltzman
Jack
Acting
Larry Hankin
Carl Alphonse
Acting
Theresa Merritt
Juanita
Acting
Dina Platias
Miss Lippy
Acting
Hrant Alianak
Pete
Acting
Vincent Marino
Cook
Acting
Christopher Kelk
Rollo the Janitor
Acting
Marc Donato
Nodding 1st Grader
Acting
Keith Cole
Penguin
Acting
Chris Mei
Penguin
Acting
Conor Devitt
O'Doyle (Grade 1)
Acting
Jared Durand
Scotty Logan (Grade 1)
Acting
Jessica Nakamura
Tricia Labonte (Grade 1)
Acting
Helen Hughes
2nd Grade Teacher
Acting
Jacelyn Holmes
2nd Grader
Acting
Jack Mather
Ted 'Old Man' Clemens
Acting
Claire Cellucci
Attractive Lady
Acting
Shane Farberman
Clown
Acting
Al Maini
Driver
Acting
Jared Cook
Ernie (Grade 3)
Acting
Christian Matheson
O'Doyle (Grade 3)
Acting
Kyle Bailey
Kyle
Acting
Vernon Chapman
Butler
Acting
Mandy Watts
Maid
Acting
Austin Pool
Dan (Grade 3)
Acting
Gladys O'Connor
Tour Guide
Acting
Marcia Bennett
4th Grade Teacher
Acting
Diane Douglass
Nurse
Acting
Tim Herlihy
Architect
Writing
Frank Nakashima
Architect
Acting
Joyce Gordon
Lunch Lady
Acting
Jordan Lerner-Ellis
Pothead
Acting
Daniel Lerner-Ellis
Pothead
Acting
Robert Smigel
Mr. Oblaski
Acting
Melissa Korzenko
Nancy Connors
Acting
Colin Smith
O'Doyle (Grade 9)
Acting
Jeff Moser
Paul
Acting
Amos Crawley
Rod
Acting
Tex Konig
Crazy Person
Acting
Eduardo Gómez
Crazy Person
Acting
Tanya Grout
Joyce
Acting
Benjamin Barrett
Tenth Grader
Acting
Matthew Ferguson
Tenth Grader
Acting
Sean Lett
O'Doyle (Grade 12)
Acting
Stacey Wheal
Jennifer (Grade 3)
Acting
Shanna Bresee
Susan (Grade 3)
Acting
Michael Ayoub
Drama Teacher
Acting
Lawrence Nakamura
Lawn Guy
Acting
Gino Veltri
Rock Singer
Acting
James Downey
Principal
Acting
Bob Rodgers
Mr. O'Doyle
Acting
Margo Wladyka
Mrs. O'Doyle
Acting
Allison Robinson
Newswoman
Acting
Marcel Jean Gilles
Haitian Gardener
Acting
Suzanna Shebib
High School Girl
Acting
Justin Williams
3rd Grader
Acting
Nicholas A. Catalano
3rd Grader
Acting
Devon Codrington
3rd Grader
Acting
Nicole Harrison
3rd Grader
Acting
Lindsay Curran
3rd Grader
Acting
Brandi Tower
3rd Grader
Acting
Cassandra Forrester
3rd Grader
Acting
Matthew Tempest
3rd Grader
Acting
Michelle Toth
3rd Grader
Acting
Craig MacIsaac
3rd Grader
Acting
Tara Rooney
3rd Grader
Acting
Robby Cavallari
3rd Grader
Acting
Ryan Luis
3rd Grader
Acting
Alanna Budhoo
3rd Grader
Acting
Shomar Dejonge
3rd Grader
Acting
Carmela Bigioni
3rd Grader
Acting
Eric Aguilera
3rd Grader
Acting
Kevin Le Roy
Jet Skier
Acting
Kelly Childerhose
Jet Skier
Acting
Ken Shires
Fire-eater
Acting
Steve Buscemi
Danny McGrath (uncredited)
Acting
Chris Farley
Bus Driver (uncredited)
Acting