Happy Gilmore 2: All about celebrity guests, golfers, and comedy legends who played cameos
Happy Gilmore
, releasing after nearly three decades. It's a story of a failed hockey player who goes on to become a golf sensation, Happy Gilmore, after he stunned the world by defeating top pro Shooter McGavin (Christopher McDonald) in the 1996 Tour Championship. After he wins the championship, he secures his first gold jacket and wins back his beloved grandma's house.
Happy Gilmore 2
was released on July 25, 2025 (Friday), and is available on Netflix. The sequel in the franchise reveals how Happy's life has unfolded over the last three decades. Despite not being critically acclaimed, the original Happy Gilmore was widely regarded as one of the most enduring comedy and sports classics of the '90s, drawing in numerous comedy legends, famous sports figures, and other well-known names for the sequel.
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Happy Gilmore 2: All cameos in order of appearance
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Steve Buscemi
After Happy loses his grandma's old house for a second time after his wife Virginia's (Julie Bowen) death, he and daughter Vienna (Sandler's daughter Sunny Sandler) have to move to a rougher part of town, where an odd neighbor, played by longtime Sandler friend Buscemi (who's appeared in over 15 of Sandler's movies), keeps a close watch on what they're up to.
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Jackie Sandler
Jackie Sandler, Adam Sandler's real-life wife, essayed the role of Vienna's Boys & Girls Club dance instructor Monica. She secures Happy's daughter, Vienna, a highly coveted spot at the Paris Opera Ballet School by submitting a tape of her dancing.
Ken Jennings
Ken Jennings, the host of Jeopardy!, also has a small and quick cameo in that exact role when Vienna pulls up a clip from the quiz show where Jennings reads out a clue with Happy as the answer: 'With his amazing long drives and hockey player's temper, this golfer won the first of his six Tour Championships in 1996.'
The contestants, Unfortunately, are puzzled and quickly give wrong answers: 'Happy Goldberg,' 'Happy Gudenstein,' and 'Skippy Goldenbaum.'
John Daly
In the world of Happy Gilmore, it makes sense that the unconventional golf legend Daly, a real-life fan favorite known for his bold style and rebellious attitude that changed pro golf, would spend his retirement living in Happy's garage.
Kelsey Plum and Andrew Watt
When Happy shows up at the municipal golf course to try out his swing after ten years of being inactive and drinking, the course starters are played by WNBA star Plum and Grammy-winning producer Watt—who's known for working with the Rolling Stones, Elton John, Ozzy Osbourne, Pearl Jam, and others, and has been called the Rock Hall of Fame whisperer.
Margaret Qualley, Eric André, and Martin Herlihy
Happy is paired with three amateurs at the municipal course who believe that just one lesson at the Golf Hut will totally change their game. Sally, Steiner, and Fitzy are played by The Substance star Qualley, comedian André, and Saturday Night Live's Please Don't Destroy troupe member Herlihy, respectively.
Dan Patrick
The host of Sports Hole with Pat Daniels, who reports on Happy's drunken antics at the municipal course, is played by sportscaster and radio host Patrick, who is also the real-life host of The Dan Patrick Show.
Tim Herlihy, Nelly Korda, and Nancy Lopez
The parole board at Westford State Mental Hospital, which decides Shooter isn't fit for release, consists of Drs. Hertz, Young, and Silver—that is, Happy Gilmore co-writer Herlihy (father of Martin mentioned earlier), current top-ranked LPGA golfer Korda, and former LPGA star Lopez.
Jonathan Loughran
Jonathan Loughran, another longtime member of Sandler's movie crew, appears as the "crazy eye orderly" who finally lets Shooter return to public life after spending 29 years in a mental institution.
Sadie Sandler
Happy's main ally at the Healing Alkies for Life (H.A.L.) alcohol treatment program, Charlotte, is played by Sandler's older daughter, Sadie.
Kym Whitley
Bessie, the overly enthusiastic member of H.A.L. who doesn't seem to get that the support group is supposed to be anonymous, is played by comedian Kym Whitley.
Ben Stiller
Reprising his role from the first movie, Stiller is back in peak tormenter form as retirement home orderly-turned-addiction support group leader Hal L. Naturally, his preferred method of therapy still revolves around manual labor that saves him some time and effort in his own life. You're in his world now, Happy.
Alix Earle, Sean Evans, Bobby Lee, Andrew Santino, Cam'ron, and Treasure Wilson
The real-life hosts of Hot Mess, Hot Ones, Bad Friends, and Talk with Flee all invite Manatee as a guest during his press tour to promote Maxi Golf.
Other cameos
There are several more entertaining cameos from both celebrity guests and familiar faces from the sports and comedy worlds. Paige Spiranac appears as Wendy, helping Happy choose new golf clubs, and Blake Clark shows up as an old man trying (and failing) to assist with Happy's training on the beach. Dennis Dugan, who directed the original movie, returns as Tour Championship commissioner Doug Thompson, while model Jon Lovett plays a 'dapper man' at the driving range, continually foiled by Happy's powerful shots.
Several legendary and current golf pros pop up during the film, like Fred Couples, Nick Faldo, Jack Nicklaus, Lee Trevino, and Jordan Spieth, among others, sharing the screen with Happy during key tournament scenes. Travis Kelce makes a memorable appearance as a waiter trying to impress the golfers, and Bad Bunny gives Oscar, a busboy turned caddy, plenty of personality. Verne Lundquist and Jack Giarraputo again team up as Tour Championship announcers, and stars like Kevin Nealon, Rob Schneider, Stephen A. Smith, and Post Malone step into fun, often quirky roles.
The movie also boasts celebrity cameos from names like Marcello Hernandez, Boban Marjanović, and Guy Fieri, who add their comedic flavors to the story. There are even more wild moments with athletes like Reggie Bush, Rebecca Quin, Nikki Garcia, and, in true 'Happy Gilmore' fashion, Eminem, who drops a classic insult before being thrown into an alligator pond.
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