Ken Jennings, Margaret Qualley and Bad Bunny are just some of the famous faces to appear alongside Adam Sandler in Netflix sequel "Happy Gilmore 2."

COMMENT: The star of ‘Uncut Gems’ and ‘The Waterboy’ is often discussed in stark, binary terms. After watching his latest Netflix sequel, Louis Chilton wonders if Sandler deserves more nuance

During the film's climax, Post Malone makes a cameo as DJ Omar Grant, a flamboyantly dressed sports commentator who weighs in on Happy's final tournament. Post has been racking up film roles over the past few years with recent parts in Road House and This Is Me...Now: A Love Story and Dear Santa.

Sandler's wife Jackie, and daughters Sadie and Sunny all appear in "Happy Gilmore 2," a follow-up to the 1996 golf comedy film. The Sandler family stepped out together to celebrate the sequel at the world premiere of "Happy Gilmore 2" in New York on July 21.

Happy Gilmore 2 premiered on Netflix on July 25, 2025, and fans had no hesitation in logging in to see Adam Sandler make a comeback to one of his finest roles as Happy.

Yes, Eminem shows up in Happy Gilmore 2. He plays the famous heckler's son from the first movie, whose part was played by Joe Flaherty. As part of his role, Eminem makes fun of Happy on the golf course by calling him a "jackass," just like Happy's dad did in the movie.

Eminem to Play in Happy Gilmore 2 On Dec. 6, actor Adam Sandler was a guest on The Dan Patrick Show, where Sandler spoke about the highly-anticipated release of the sequel to his 1996 cult classic ...

Rapper Kid Cudi, aka Scott Mescudi, has been pursuing an acting career for the last 10 years or so, and pops up in all kinds of movies these days. That includes Happy Gilmore 2, where he appears in the very last scene as an FBI agent who arrests Ben Stiller’s character, Hal L., for abusive his Alcoholics Anonymous program.