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
Bob Barker
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
Dave Cameron
Reporter #2
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. - Orderly in Nursing Home (uncredited)
Valarie Trapp
Valarie Trapp (uncredited)
Heath Young
Golf Fan (uncredited)