‘Happy Gilmore 2’ Cameo Guide: Every Actor, Comedian, Pro Golfer and More Who Show Up in Adam Sandler’s Netflix Sequel

While Benny Safdie’s villainous role in “Happy Gilmore 2” might be too large to be called a cameo, his appearance in the film still feels like a winking nod to cinephile audiences. Fans will know that Benny and Josh Safdie directed Sandler in the 2019 thriller “Uncut Gems,” bringing recognition to Sandler as a dramatic actor and forging a fruitful creative collaboration.

Credited as Benito Antonio Martínez Ocasio, rapper, singer and record producer Bad Bunny stars alongside Sandler as Oscar, Happy’s new caddie. Although sometimes slow and completely oblivious to the sport of golf, Oscar has a heart of gold and Bad Bunny brings him to life with unmistakable charm.

Perhaps the most highly anticipated cameo in “Happy Gilmore 2,” the Chiefs’ tight end appears in several scenes as a brown-nosing club waiter. An antagonistic rival to Bad Bunny’s character, the waiter gets his comeuppance at the end of the film with a memorable scene involving a shirtless Kelce, a jar of honey and a hungry bear.

Of all the professional golfers that appear in “Happy Gilmore 2,” John Daly may get the most screentime (or at least the most impactful screentime). With little explanation, he shows up in the beginning of the film as a neighbor of Happy’s and later moves into the house. He plays an uncle-like character in Happy’s family and has stellar comedic chemistry with the rest of the cast.

Early in the film, Happy is surprised to see himself as an answer on an episode of “Jeopardy.” The presence of Ken Jennings on television provides an aura of authenticity, as the game-show host provides Happy’s name to his stumped contestants.

Given that Buscemi has previously appeared in “Billy Madison,” “Big Daddy” and “Grown Ups,” among other Adam Sandler movies, it’s no surprise that he pops up in “Happy Gilmore 2.” This time, he plays a neighbor who dances on his porch and in the streets near Happy’s house. It’s weird and random and exactly what one would expect out of this legendary character actor.

During the film’s climax, the final tournament commentators are joined by a lavishly dressed fictional celebrity called DJ Omar Gosh. He’s played by actual musical artist Post Malone, who fans will undoubtedly recognize despite all his accessories.

In the original “Happy Gilmore,” the late Joe Flaherty played Donald: a heckler hired to antagonize Happy by yelling “Jackass” during his backswing. In the sequel, rapper Eminem takes up the mantle as Donald’s son, who yells the same slander in a pivotal and hilarious scene. This is the second time Sandler and Eminem have shared the frame, as the two also riffed to spectacular comedic effect in 2009’s “Funny People.”

Professional golfer Will Zalatoris appears as more than just himself in “Happy Gilmore 2.” It’s eventually revealed that he is the grown-up version of the young blonde caddie that Happy chokes out in the first film. Still angry with Happy for his violent outburst, Zalatoris has grown up to be a rival of Happy’s on the golf course.

Another professional golfer who was conspicuously present throughout the story, Scottie Scheffler golfs alongside Happy up through the film’s championship tournament. Framed as a partner and ally to Happy on the green, he brings a sense of realism to Happy’s team.

Unlike Scheffler, professional golfer Bubba Watson aligns himself with the enemy golf team in “Happy Gilmore 2.” He’s often seen sharing the screen with Haley Joel Osment’s character, a golfer who’s undergone an operation to enhance his swing and advance the new rival league.

Seth Waugh served as CEO of the PGA for six years up through 2024. Like the athletes in the film, Waugh brings authenticity to the world of “Happy Gilmore 2,” playing himself and overseeing the on-screen competition.

In the first “Happy Gilmore,” giant character actor Richard Kiel played Mr. Larson, Happy’s tall, intimidating, but lovable boss. Naturally, Serbian basketball player Boban Marjanović plays Larson’s son, Drago, in the sequel. Standing three inches taller than Kiel at 7’3”, Marjanović appears in a scene towards the end of the film for a heartfelt and humorous encounter with Happy.

With frosted tips and sunglasses, Guy Fieri is unmistakable as the championship tournament starter in “Happy Gilmore 2.” He brings his signature energy to the small part, rousing up the crowd ahead of the film’s climax.

As he was in the first “Happy Gilmore,” real-life golf commentator Verne Lundquist returns to the sequel to announce the film’s final tournament. However, he is just one of many sports commentators and analysts to grace the film. Across montages and key scenes, Stephen A. Smith, Chris Berman, and Jim Gray all appear to lend their expertise on Happy’s return to the green.

Early in the film, before Happy returns to the pros, he plays a round of golf with a group of regular people. Oddly enough, those “regular people” are played by Eric André, Margaret Qualley and Martin Herlihy. These three sharing a scene — let alone a green — with Adam Sandler may not have been on anyone’s bingo card for “Happy Gilmore 2,” but the sequence is filled with memorable moments and laughs aplenty.

At the end of the film, a team of FBI agents raid Hal L’s Alcoholics Anonymous front. Leading that team are an unlikely duo of Scott Mescudi (a.k.a. rapper Kid Cudi) and Sarah Sarandos (a.k.a. the daughter of Netflix CEO Ted Sarandos). Of all the surprise appearances in the film, this might be the least expected.

Adam Sandler is no stranger to filling his movies with his friends, but in “Happy Gilmore 2,” he leans more into family. Both of his daughters, Sunny and Sadie Sandler, have prominent roles, the former portraying Happy’s daughter Vienna Gilmore, who is his muse for returning to the golf course. Otherwise, Sandler’s wife Jackie plays Vienna’s dance instructor and his mother and mother-in-law also make small appearances.

Adam Sandler wasn’t the only star to bring his kids into the cast of “Happy Gilmore 2.” Ben Stiller’s children Ella and Quinn both have minor roles in the film. Ella plays a liquor store cashier who Happy has a confrontation with and Quinn plays one of the caddies.

Professional golfers aren’t the only real-world athletes represented in “Happy Gilmore 2.” Former NHL players Chris Chelios and Sean Avery also make appearances as a pair of henchmen. Because Happy has origins on the ice, it’s only natural that the film bring in some hockey stars to play a couple intimidating goons.

A handful of Adam Sandler regulars and other comedians come and go throughout “Happy Gilmore 2.” Jon Lovitz shows up for a humorous scene on a driving range; Nick Swardson appears in a flashback sequence; Jim Downey plays a tournament starter; and Marcello Hernandez plays Esteban, an eccentric second to Bad Bunny’s caddie who’s willing to do shifty tasks for a quick buck. Also, Rob Schneider rides by during a fantasy montage, yelling his signature line, “You can do it!”

In addition to John Daly, Scottie Scheffler, Bubba Watson and Will Zalatoris, an abundance of current and former professional golfers populate “Happy Gilmore 2.” In scenes in the clubhouse and on the course, Jack Nicklaus, Keegan Bradley, Fred Couples, Bryson Dechambeau, Sir Nick Faldo, Tony Finau, Rickie Fowler, Jim Furyk, Sergio Garcia, Charles Howell III, Brooks Koepka, Hunter Mahan, Rory McIlroy, Collin Morikawa, Corey Pavin, Xander Schauffele, Jordan Spieth, Justin Thomas, Lee Trevino and Charley Hull all appear as themselves.

Lastly, “Happy Gilmore 2” pays homage to its predecessor. While many clips and characters from the original film appear in flashbacks, Carl Weathers’ Chubbs, Frances Bay’s Grandma Gilmore, and Bob Barker all get nods in a scene where Happy and Shooter cross paths at a cemetery. Given that the actors who portrayed these three staples of the first film are all deceased, highlighting their characters’ names on their respective tombstones provides them a pointed sendoff.