Margaret Qualley Sally
Steve Buscemi Bad Neighbor Pat
Jackie Sandler Monica
Ben Stiller Hal L
Haley Joel Osment Billy Jenkins
Adam Sandler Writer, Producer, Happy Gilmore
Ethan Cutkosky Wayne
Julie Bowen Virginia
Rob Schneider Tricycle Cowboy
Christopher McDonald Shooter McGavin
Chris Reid Stunts
Sunny Sandler Vienna
Eric André Steiner
Chris O'Hara Second Unit Director, Stunt Coordinator
Jamie Keeney First Assistant Editor
Post Malone DJ Omar Gosh
Eminem Donald Jr.
Rebecca Quin Flex
Benny Safdie Frank Manatee
Joseph Vecsey Caddie Vecsey, Co-Producer
Shane Geraghty Stunts
Jonathan Loughran Crazy Eye Orderly, Co-Producer
Jeffrey Lee Gibson Stunts
Luciano Acuna Jr. Stunts
Dennis Dugan Doug Thompson, Executive Producer
Oliver Hudson Harley
Bobby Lee Bobby Lee
Nick Swardson Ben Daggett
Daniel R. Kersting Assistant Set Decoration
Lavell Crawford Slim Peterson
Kevin Michael Murphy Stunts
Nico Woulard Stunts
Michael Papajohn Stunts, FBI Agent (uncredited)
Jon Lovitz Dapper Man
Bad Bunny Oscar Mejías
Kim A. Winther Casting Associate
Blake Clark Beach Man
Dani Deetté Officer Russell
Kid Cudi FBI Agent
Chris Titone Repo Man
Claudia Robinson Old Lady at Pharmacy
Cam'ron Cam'ron
Andrew Santino Andrew Santino
Sadie Sandler Charlotte
Alicia Accardo Script Supervisor
Kym Whitley Bessie
Robert Smigel The Lawyer
Will Files Sound Designer
Tim Herlihy Dr. Hertz, Producer, Writer
Kevin Nealon Gary Potter
Chris Witaske Tour Official
Jim Downey Championship Tour Starter
Conor Sherry Terry
Frank Coraci 1950's Mobster
John Papsidera Casting
John Farley Nate
Kyle Newacheck Director
Boban Marjanović Drago Larson
Airon Armstrong Stunts
Jack Nicklaus Jack Nicklaus
Maxwell Jacob Friedman Gordie
Jénel Stevens Stunts
Paul Eliopoulos Stunt Double
Travis Kelce The Waiter
Nick LaRocca Stunts
Quinn Dempsey Stiller Will Zalatoris' Caddie
Jena Sims Screech Fan Helena
Guy Fieri Maxi Starter
Rupert Gregson-Williams Original Music Composer
Marcello Hernández Esteban
Ella Stiller Liquor Store Cashier
Christian Powell Assistant Location Manager