Dennis Dugan Doug Thompson Director, Actor Adam Sandler Happy Gilmore Actor, Writer Christopher McDonald Shooter McGavin Actor Julie Bowen Virginia Venit Actor Frances Bay Grandma Gilmore Actor Carl Weathers Chubbs Peterson Actor Allen Covert Otto Actor Robert Smigel I.R.S. Agent Actor Bob Barker Self Richard Kiel Mr. Larson Actor Joe Flaherty Donald Actor Kevin Nealon Gary Potter Actor Ben Stiller Hal Actor Tim Herlihy Writer Bernie Brillstein Executive Producer Brad Grey Executive Producer Sandy Wernick Executive Producer Robert Simonds Producer Arthur Albert Cinematographer Jeff Gourson Film Editing Steve R. Moore Film Editing Kerry Livgren Original Music Mark Mothersbaugh Original Music Perry Andelin Blake Production Design Richard Harrison Art Director Mark Lane Set Decoration Tish Monaghan Costume Design Joanna Colbert Casting