Adam Sandler
Happy Gilmore

Christopher McDonald
Shooter McGavin

Julie Bowen
Virginia Venit

Frances Bay
Grandma

Carl Weathers
Chubbs

Allen Covert
Otto

Robert Smigel
IRS Agent

Bob Barker
Self

Richard Kiel
Mr. Larson

Dennis Dugan
Doug Thompson

Joe Flaherty
Jeering Fan

Lee Trevino
Lee Trevino

Kevin Nealon
Potter

Verne Lundquist
Announcer

Jared Van Snellenberg
Happy's Waterbury Caddy

Ken Camroux-Taylor
Coach

Rich Elwood
Assistant Coach

Nancy Hillis
Terry

Helena Yea
Chinese Lady

Will Sasso
Mover

Dee Jay Jackson
Mover

Ellie Harvie
Registrar

Ian Boothby
Guy on Green

Andrew Johnston
Crowd Guy - Waterbury

Kim Restell
Crowd Girl - Waterbury

Fred Perron
Waterbury Heckler

Helen Honeywell
Crazy Old Lady

Paul Raskin
Starter #1 - Waterbury

William Samples
Starter #2 - AT&T

John Shaw
Daniel Lafferty

Ted Deekan
Auctioneer

John Destry
Zamboni Driver

James Crescenzo
Shooter's AT&T Caddy

Brett Armstrong
Shooter's Tournament Caddy

Peter Kelamis
Potter's Caddy

Stephen Tibbetts
Pro Golfer

Ed Lieberman
Pro Golfer

Donnie MacMillan
Young Happy

Louis O'Donoghue
Happy's Dad

Lisanne Collett
Happy's Mom

Stephen Dimopoulos
Italian Guy

Douglas Newell
Starter #4 - Pro-Am

Frank L. Frazier
Blue Collar Fan

David Kaye
Reporter

Zachary Webb
Batting Kid

Simon Webb
Doctor

Mark Lye
Mark Lye

Betty Linde
Elderly Woman

Louis Kliman
Reporter #3

Brent Chapman
Official

Jessica Gunn
Signed Chest Woman

Phillip Beer
Cowboy Joe

Fat Jack
Jack Beard

Michelle Holdsworth
Babe on Green

Charles L. Brame
Abe Lincoln

Elizabeth Duff
Golf Fan (uncredited)

Carrie Anne Fleming
Donna (uncredited)

Jack Giarraputo
Sportscaster (uncredited)

Brennan Kotowich
Boy (uncredited)

Michael Roberds
Shirtless 'H' Fan (uncredited)

Joe Sakic
Player at Hockey Tryouts (uncredited)

Ben Stiller
Hal L. (uncredited)

Valarie Trapp
Valarie Trapp (uncredited)

Heath Young
Golf Fan (uncredited)

Dave Cameron
Reporter #2