Billy Madison

Adam Sandler

Acting

Eric Gordon

Bradley Whitford

Acting

Principal Max Anderson

Josh Mostel

Acting

Veronica Vaughn

Bridgette Wilson-Sampras

Acting

Brian Madison

Darren McGavin

Acting

Frank

Norm Macdonald

Acting

Jack

Mark Beltzman

Acting

Carl Alphonse

Larry Hankin

Acting

Juanita

Theresa Merritt

Acting

Miss Lippy

Dina Platias

Acting

Pete

Hrant Alianak

Acting

Cook

Vincent Marino

Acting

Rollo the Janitor

Christopher Kelk

Acting

Nodding 1st Grader

Marc Donato

Acting

Penguin

Keith Cole

Acting

Penguin

Chris Mei

Acting

O'Doyle (Grade 1)

Conor Devitt

Acting

Scotty Logan (Grade 1)

Jared Durand

Acting

Tricia Labonte (Grade 1)

Jessica Nakamura

Acting

2nd Grade Teacher

Helen Hughes

Acting

2nd Grader

Jacelyn Holmes

Acting

Ted 'Old Man' Clemens

Jack Mather

Acting

Attractive Lady

Claire Cellucci

Acting

Clown

Shane Farberman

Acting

Driver

Al Maini

Acting

Ernie (Grade 3)

Jared Cook

Acting

O'Doyle (Grade 3)

Christian Matheson

Acting

Kyle

Kyle Bailey

Acting

Butler

Vernon Chapman

Acting

Maid

Mandy Watts

Acting

Dan (Grade 3)

Austin Pool

Acting

Tour Guide

Gladys O'Connor

Acting

4th Grade Teacher

Marcia Bennett

Acting

Nurse

Diane Douglass

Acting

Architect

Tim Herlihy

Writing

Architect

Frank Nakashima

Acting

Lunch Lady

Joyce Gordon

Acting

Pothead

Jordan Lerner-Ellis

Acting

Pothead

Daniel Lerner-Ellis

Acting

Mr. Oblaski

Robert Smigel

Acting

Nancy Connors

Melissa Korzenko

Acting

O'Doyle (Grade 9)

Colin Smith

Acting

Paul

Jeff Moser

Acting

Rod

Amos Crawley

Acting

Crazy Person

Tex Konig

Acting

Crazy Person

Eduardo Gómez

Acting

Joyce

Tanya Grant

Acting

Tenth Grader

Benjamin Barrett

Acting

Tenth Grader

Matthew Ferguson

Acting

O'Doyle (Grade 12)

Sean Lett

Acting

Jennifer (Grade 3)

Stacey Wheal

Acting

Susan (Grade 3)

Shanna Bresee

Acting

Drama Teacher

Michael Ayoub

Acting

Lawn Guy

Lawrence Nakamura

Acting

Rock Singer

Gino Veltri

Acting

Principal

Jim Downey

Acting

Mr. O'Doyle

Bob Rodgers

Acting

Mrs. O'Doyle

Margo Wladyka

Acting

Newswoman

Allison Robinson

Acting

Haitian Gardener

Marcel Jean Gilles

Acting

High School Girl

Suzanna Shebib

Acting

3rd Grader

Justin Williams

Acting

3rd Grader

Nicholas A. Catalano

Acting

3rd Grader

Devon Codrington

Acting

3rd Grader

Nicole Harrison

Acting

3rd Grader

Lindsay Curran

Acting

3rd Grader

Brandi Tower

Acting

3rd Grader

Cassandra Forrester

Acting

3rd Grader

Matthew Tempest

Acting

3rd Grader

Michelle Toth

Acting

3rd Grader

Craig MacIsaac

Acting

3rd Grader

Tara Rooney

Acting

3rd Grader

Robby Cavallari

Acting

3rd Grader

Ryan Luis

Acting

3rd Grader

Alanna Budhoo

Acting

3rd Grader

Shomar Dejonge

Acting

3rd Grader

Carmela Bigioni

Acting

3rd Grader

Eric Aguilera

Acting

Jet Skier

Kevin Le Roy

Acting

Jet Skier

Kelly Childerhose

Acting

Fire-eater

Ken Shires

Acting

Danny McGrath (uncredited)

Steve Buscemi

Acting

Bus Driver (uncredited)

Chris Farley

Acting