Adam Sandler Producer, Happy Gilmore, Writer
Margaret Qualley Sally
Steve Buscemi Bad Neighbor Pat
Ben Stiller Hal L
Oliver Hudson Harley
Eminem Donald Jr.
Julie Bowen Virginia
Haley Joel Osment Billy Jenkins
Sunny Sandler Vienna
Ethan Cutkosky Wayne
Rob Schneider Tricycle Cowboy
Christopher McDonald Shooter McGavin
Eric André Steiner
Chris Reid Stunts
Bobby Lee Bobby Lee
Sadie Sandler Charlotte
Benny Safdie Frank Manatee
Jon Lovitz Dapper Man
Nick Swardson Ben Daggett
Dennis Dugan Executive Producer, Doug Thompson
Blake Clark Beach Man
Andrew Santino Andrew Santino
Kid Cudi FBI Agent
Martin Herlihy Fitzy
Kevin Nealon Gary Potter
Bad Bunny Oscar Mejías
Robert Smigel The Lawyer
Jonathan Loughran Crazy Eye Orderly, Co-Producer
Joseph Vecsey Caddie Vecsey, Co-Producer
Post Malone DJ Omar Gosh
Lavell Crawford Slim Peterson
Kym Whitley Bessie
Tim Herlihy Dr. Hertz, Producer, Writer
Stephen A. Smith Stephen A. Smith
Chris O'Hara Stunt Coordinator, Second Unit Director
Maxwell Jacob Friedman Gordie
Michael Papajohn Stunts, FBI Agent (uncredited)
Frank Coraci 1950's Mobster
Rebecca Quin Flex
John Papsidera Casting
Nikki Garcia Medusa
Peter Epstein Stunts
Guy Fieri Maxi Starter
Chris Witaske Tour Official
Travis Kelce The Waiter
Kyle Newacheck Director
Jim Downey Championship Tour Starter
Kevin Michael Murphy Stunts
Gavin Barnes Stunts
Quinn Dempsey Stiller Will Zalatoris' Caddie
Martha Melendez Makeup Artist
Jodi Michelle Pynn Stunts
Aaron Vexler Stunts
Sean Evans Sean Evans
Rupert Gregson-Williams Original Music Composer
Ashley Pynn Stunts
Paul Eliopoulos Stunt Double
George DeTitta Jr. Set Decoration
Jena Sims Screech Fan Helena
Perry Andelin Blake Production Design
Chris Berman Chris Berman
Ken Jennings Ken Jennings
Airon Armstrong Stunts
Cam'ron Cam'ron
Dan Patrick Pat Daniels
Shawnna Thibodeau Stunts
Nico Coucke Stunts
Dani Deetté Officer Russell
John Farley Nate
Evan Dane Taylor Stunts
Corey Pierno Stunts
Reggie Bush 8 Ball