Adam Sandler doesn’t just play golf when he is out on the golf course – he pretty much brings along the entire Hollywood (and some) with him. A golf-less film of the kind, with lots of “Wait… was that really who I thought it was?” references, is what you get from the highly talked about sequel of the 1996 cult classic, made by Netflix, called Happy Gilmore 2. It’s a mash-up of sports, slapstick, and celebrity sightings. Those were the 10 most over-the-top cameo appearances that turned the Happy Gilmore 2 into a celebrity-studded star-crazy carnival on the links.
10. Guy Fieri as the Starter
Flavortown enters the fairway. Guy Fieri appears as the boisterous, sunglasses-clad starter for a competing golf league. Rather than flipping burgers, he’s distributing tees and golf balls. It’s the type of surreal crossover only Sandler would imagine, and Fieri gets into the zaniness.
9. Travis Kelce the Waiter
NFL sensation Travis Kelce swaps his helmet for a bow tie, appearing as a tuxedo-clad waiter handing out cocktails and blueberry jubilee. Amid Sandler one-liners and Kelce’s dry-witted delivery, it’s a wink-and-cheese cameo that perfectly belongs in Sandler’s sandbox.
8. Will Zalatoris as Himself (and the Caddie Joke)
Golf geeks had their dream come true: Zalatoris portrays himself, but also jokes about the running joke that he is the spitting image of Happy’s kid caddie from the first film. He goes along with the self-deprecating joke, and it becomes one of the smartest in-jokes of the sequel.
7. Eminem as the Heckler’s Kid
Recall the “Jackass!” heckler from the original movie? His kid appears—played by the one and only Eminem. The rapper’s cameo is boisterous, obnoxious, and totally out of control, taking the original joke to absurd new heights. Fans promptly rewound just to make sure Slim Shady was really on the course.
6. Bad Bunny as Happy’s New Caddie
Bad Bunny doesn’t show up—he becomes a part of the narrative. Oscar, a tough busboy relegated to caddie work, swipes almost every scene he gets in. His blend of good looks and humor makes him one of the film’s standouts.
5. John Daly as… John Daly
Golf’s most infamous wild man gets more than a cameo—he practically resides. Daly appears as himself, residing these days in Happy’s garage, bringing his larger-than-life image directly to the script. His films are crass, raunchy, and a perfect fit for Sandler’s style of comedy.
4. Xander Schauffele and the Running Gag
Schauffele isn’t exactly famous for making tour jokes, but here he gets one of the movie’s funniest recurring gags: a series of cringeworthy “that’s what she said” jokes. It’s silly, it’s self-referential, and it shows even the most straight-laced pros can cut loose with Sandler at the helm.
3. Sandler’s Family Cameos
What’s a Sandler movie without a bit of family highlight? His wife Jackie appears as a dance teacher, his daughters Sadie and Sunny pick up enjoyable roles, and even in-laws slip in. Rather than distracting, the cameos bring on a sweet, homemade feel to the frenzy.
2. Shooter McGavin Returns
Christopher McDonald is no cameo—he’s a comeback. His return as Shooter McGavin, now holed up in a mental institution but still fixated on defeating Happy, is both funny and strangely poignant. McDonald wholly commits to Shooter’s legacy, reminding us why he’s among the comedy world’s greatest villains.
1. The Golfer Invasion
The crown jewel is the absolute cavalcade of golf legends. Rory McIlroy, Brooks Koepka, Bryson DeChambeau, Scottie Scheffler, Nelly Korda, and even Jack Nicklaus appear—sometimes as themselves, sometimes in outlandish roles (parole officers? defectors to a rival league?). It’s either a golfer’s wildest fantasy or the most bizarre commercial ever created. Either one, it’s Sandler showing his influence in the most hilarious way imaginable.
From rap icons to PGA royalty, Happy Gilmore 2 packs in enough cameos to make every hole a guessing game. Whether or not you believe it’s comedy brilliance or sheer madness, one thing is for sure—you won’t soon forget who came to play.