<Ul> <Li> Adam Sandler as Happy Gilmore , a high - strung former hockey player who discovers a unique talent for golf . </Li> <Li> Christopher McDonald as Shooter McGavin , an arrogant golfer who is one of the top stars of the Pro Golf Tour . </Li> <Li> Julie Bowen as Virginia Venit , a public relations director for the Pro Golf Tour who becomes Happy 's romantic interest . </Li> <Li> Frances Bay as Grandma Gilmore . </Li> <Li> Carl Weathers as Chubbs Peterson , a pro golfer who was forced to retire early when his hand was bitten off by an alligator . Weathers reprises the role in Sandler 's 2000 film Little Nicky , despite Little Nicky being produced by New Line Cinema . </Li> <Li> Allen Covert as Otto , a homeless man who becomes Happy 's caddy . The character is unnamed in the film ( although his name is revealed in a deleted scene but is listed in the end credits ) . Covert reprises the role in Sandler 's 2011 film Jack and Jill . </Li> <Li> Kevin Nealon as Gary Potter , an eccentric pro who Happy plays with in his first tournament . </Li> <Li> Peter Kelamis as Gary Potter 's caddy . </Li> <Li> Richard Kiel as Mr. Larson , Happy 's towering former boss . </Li> <Li> Dennis Dugan as Doug Thompson , the commissioner of the Pro Golf Tour . </Li> <Li> Joe Flaherty as Donald , an unruly fan hired by Shooter to distract Happy . </Li> <Li> Jared Van Snellenberg as Happy Gilmore 's caddy at the Waterbury Open . </Li> <Li> Will Sasso as mover </Li> <Li> Lee Trevino as himself </Li> <Li> Bob Barker as himself </Li> <Li> Verne Lundquist as himself </Li> <Li> Mark Lye as himself </Li> <Li> Ben Stiller as Hal L. ( uncredited ) , the sadistic orderly running the nursing home </Li> </Ul>
<Ul> <Li> Adam Sandler as Happy Gilmore , a high - strung former hockey player who discovers a unique talent for golf . </Li> <Li> Christopher McDonald as Shooter McGavin , an arrogant golfer who is one of the top stars of the Pro Golf Tour . </Li> <Li> Julie Bowen as Virginia Venit , a public relations director for the Pro Golf Tour who becomes Happy 's romantic interest . </Li> <Li> Frances Bay as Grandma Gilmore . </Li> <Li> Carl Weathers as Chubbs Peterson , a pro golfer who was forced to retire early when his hand was bitten off by an alligator . Weathers reprises the role in Sandler 's 2000 film Little Nicky , despite Little Nicky being produced by New Line Cinema . </Li> <Li> Allen Covert as Otto , a homeless man who becomes Happy 's caddy . The character is unnamed in the film ( although his name is revealed in a deleted scene but is listed in the end credits ) . Covert reprises the role in Sandler 's 2011 film Jack and Jill . </Li> <Li> Kevin Nealon as Gary Potter , an eccentric pro who Happy plays with in his first tournament . </Li> <Li> Peter Kelamis as Gary Potter 's caddy . </Li> <Li> Richard Kiel as Mr. Larson , Happy 's towering former boss . </Li> <Li> Dennis Dugan as Doug Thompson , the commissioner of the Pro Golf Tour . </Li> <Li> Joe Flaherty as Donald , an unruly fan hired by Shooter to distract Happy . </Li> <Li> Jared Van Snellenberg as Happy Gilmore 's caddy at the Waterbury Open . </Li> <Li> Will Sasso as mover </Li> <Li> Lee Trevino as himself </Li> <Li> Bob Barker as himself </Li> <Li> Verne Lundquist as himself </Li> <Li> Mark Lye as himself </Li> <Li> Ben Stiller as Hal L. ( uncredited ) , the sadistic orderly running the nursing home </Li> </Ul>
who plays the homeless caddy in happy gilmore
who plays the homeless caddy in happy gilmore
Allen Covert
Allen Covert