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

Helena Yea

Chinese Lady

Will Sasso

Mover

Dee Jay Jackson

Mover

Ellie Harvie

Registrar

Andrew Johnston

Crowd Guy - Waterbury

Kim Restell

Crowd Girl - Waterbury

Paul Raskin

Starter #1 - Waterbury

William Samples

Starter #2 - AT&T

John Shaw

Daniel Lafferty

John Destry

Zamboni Driver

James Crescenzo

Shooter's AT&T Caddy

Brett Armstrong

Shooter's Tournament Caddy

Peter Kelamis

Potter's Caddy

Ed Lieberman

Pro Golfer

Stephen Dimopoulos

Italian Guy

Douglas Newell

Starter #4 - Pro-Am

David Kaye

Reporter

Betty Linde

Elderly Woman

Brent Chapman

Official

Carrie Anne Fleming

Donna (uncredited)

Jack Giarraputo

Sportscaster (uncredited)

Brennan Kotowich

Boy (uncredited)

Michael Roberds

Shirtless 'H' Fan (uncredited)

Ben Stiller

Hal L. - Orderly in Nursing Home (uncredited)