The comedy classic “Happy Gilmore” is getting a star-studded sequel that promises to delight fans with a blend of golf legends, comedic cameos, and fresh faces from various entertainment fields. With Adam Sandler reprising his iconic role and new additions that span professional athletes to musical icons, ‘Happy Gilmore 2’ is shaping up to be an exciting continuation of the beloved original.


Professional Golfers’ Surprise Appearances

January 30, 2025; Pebble Beach, California, USA; Jordan Spieth hits his tee shot on the 12th hole during the first round of the AT&T Pebble Beach Pro-Am golf tournament at Spyglass Hill Golf Course. Mandatory Credit: Kyle Terada-Imagn Images

“Happy Gilmore 2” is set to feature an impressive lineup of professional golfers. Jordan Spieth revealed that he filmed scenes alongside Rickie Fowler, Collin Morikawa, Xander Schauffele, and Keegan Bradley. Golf legends Jack Nicklaus and Lee Trevino are also confirmed to make appearances, adding authenticity and star power to the highly anticipated sequel.


Ben Stiller: Reprising His Memorable Cameo

Jan 17, 2025; New York, New York, USA; Actor Ben Stiller sits courtside during the game between the Minnesota Timberwolves and the New York Knicks at Madison Square Garden. Mandatory Credit: Wendell Cruz-Imagn Images

Ben Stiller is set to return as the abusive nursing home orderly Hal L. in “Happy Gilmore 2.” Recent set photos show Stiller sporting a biker outfit with his signature name tag, hinting at an unexpected twist for his character. This reprisal marks Hal L.’s third appearance in an Adam Sandler film.

Margaret Qualley: Rising Star Joins the Gilmore Gang

Jan 5, 2025; Beverly Hills, CA, USA; Margaret Qualley at the 82nd Annual Golden Globe Awards at the Beverly Hilton Hotel in Beverly Hills, California on Sunday, Jan. 5, 2025. Mandatory Credit: Dan MacMedan-USA TODAY

Margaret Qualley, known for her roles in “Once Upon a Time in Hollywood” and “Maid,” has landed a part in “Happy Gilmore 2.” The Montana-born actress secured her role after her husband, Jack Antonoff, exaggerated her golfing skills to Adam Sandler. Qualley, a self-proclaimed “Happy Gilmore” superfan, calls this opportunity her dream job.

Nick Swardson: Sandler’s Sidekick Returns

Feb 4, 2011; Dallas, TX, USA; Movie actors Nick Swardson (left) and Adam Sandler are interviewed on radio row at the Super Bowl XLV media center at the International Conference and Exposition Center. Mandatory Credit: Kirby Lee/Image of Sport-USA TODAY Sports

Nick Swardson, a frequent collaborator in Adam Sandler’s films, is set to join the “Happy Gilmore 2” cast in an undisclosed role. Known for his comedic timing and quirky characters, Swardson’s addition promises to bring extra laughs to the highly anticipated sequel. His involvement continues a long-standing partnership with Sandler, spanning numerous Happy Madison productions.

Maxwell Jacob Friedman: Wrestling Star Grapples with Golf

Feb 22, 2023; Phoenix, AZ, USA; AEW Champion Maxwell Jacob Friedman aka MJF appears during AEW Dynamite at Footprint Center. Mandatory Credit: Joe Camporeale-USA TODAY Sports

AEW World Champion MJF brings his brash persona to the golf course as Happy’s unlikely caddie. Known for his sharp wit and heel tactics in professional wrestling, MJF’s comedic timing and antagonistic charm promise to add a fresh dynamic to the film’s ensemble cast.


Rickie Fowler: Fashion Icon Hits the Hollywood Links

Rickie Fowler of the New York Golf Club tees off during a TGL match against Atlanta Drive GC at SoFi Center on January 21, 2025, in Palm Beach Gardens, Florida.

PGA Tour star Rickie Fowler brings his signature style to the big screen, trading his iconic orange for Happy’s gold jacket. Known for pushing golf fashion boundaries, Fowler’s cameo promises to inject a dose of modern flair into the classic comedy. Expect some outrageous on-course outfits and perhaps a lesson in proper golf attire for Sandler’s character.


Keegan Bradley: Pro Golfer’s Silver Screen Debut

Jan 23, 2025; San Diego, California, USA; Keegan Bradley plays his shot from the first tee during the second round of the Farmers Insurance Open golf tournament at Torrey Pines Municipal Golf Course – South Course. Mandatory Credit: Abe Arredondo-Imagn Images

PGA Tour pro Keegan Bradley is set to make his acting debut in “Happy Gilmore 2.” The 2011 PGA Championship winner will bring his golf expertise to the silver screen, joining a star-studded cast. Bradley’s involvement will add authenticity to the film’s golfing scenes, potentially bridging the gap between sports and entertainment.

Kid Cudi: Rapper Scores a Hole-in-One Role

Kid Cudi performs in the Sahara tent during the Coachella Valley Music and Arts Festival in Indio, Calif., Sunday, April 21, 2024.

Kid Cudi, the multi-talented rapper and actor, has landed a mystery role in “Happy Gilmore 2”. Joining the star-studded cast alongside Adam Sandler, Cudi expressed his excitement on social media, calling it a “long time dream” to work with Sandler. His addition brings a fresh musical edge to the highly anticipated golf comedy sequel.


John Daly: Wild Thing Swings into Action

Dec 22, 2024; Orlando, Florida, [USA]; John Daly rides to the first green during the PNC Championship at The Ritz-Carlton Golf Club. Mandatory Credit: Nathan Ray Seebeck-Imagn Images

The legendary “Wild Thing” John Daly confirmed his cameo in “Happy Gilmore 2.” Known for his powerful drives and colorful personality, Daly’s inclusion promises to bring authenticity and excitement to the golf scenes. His presence alongside Sandler is sure to create memorable moments that golf fans will appreciate.


Benny Safdie: From Uncut Gems to Unexpected Greens

Benny Safdie (left, AP photo), co-director of the critically acclaimed “Uncut Gems,” joins the “Happy Gilmore 2” cast in a surprising twist. Known for his intense filmmaking style, Safdie’s transition to comedy promises to bring a unique edge to the golf course. His role as a neurotic caddie adds an unexpected layer of tension and humor to the sequel.


Jack Nicklaus: Golf Legend Tees Up for Comedy

Aug 22, 2024; Castle Rock, Colorado, USA; Jack Nicklaus waives from the tee box on the first hole as he is introduced during an opening ceremony during the first round of the BMW Championship golf tournament at Castle Pines Golf Club. Mandatory Credit: Christopher Hanewinckel-USA TODAY Sports

The Golden Bear himself, Jack Nicklaus, is set to appear in Happy Gilmore 2. Adam Sandler confirmed that the 18-time major champion filmed scenes for the movie, describing Nicklaus as “amazing” and praising his willingness to hang out with the cast. This unexpected cameo adds legendary golf credibility to the highly anticipated sequel.


Drew Carey: The Price is Right for a Cameo

Jun 3, 2023; Seattle, Washington, USA; Seattle Sounders owner Drew Carey prior to the game between the Seattle Sounders and the Portland Timbers at Lumen Field. Mandatory Credit: Steven Bisig-USA TODAY Sports

Adam Sandler has expressed interest in having Drew Carey appear in “Happy Gilmore 2” as a tribute to the late Bob Barker. Carey, who took over hosting duties on “The Price is Right” from Barker, could potentially recreate the iconic fight scene from the original film, adding a nostalgic yet fresh twist to the sequel.


Bad Bunny: Bringing Latin Flair to the Fairway

Bad Bunny performs on stage for his “Most Wanted Tour” at Bridgestone Arena in Nashville, Tenn., Saturday, May 11, 2024.

Grammy-winning artist Bad Bunny joins the “Happy Gilmore 2” cast as Happy’s enthusiastic caddy. Sporting a mini afro and goatee, the Puerto Rican superstar dons a classic caddy outfit, complete with a red bib. His appearance promises to add a unique Latin flavor to the golf comedy, expanding his growing acting portfolio.


Travis Kelce: From Tight End to Tee Time

Jan 26, 2025; Kansas City, MO, USA; Kansas City Chiefs tight end Travis Kelce (87) celebrates after defeating the Buffalo Bills during the AFC Championship game at GEHA Field at Arrowhead Stadium. Mandatory Credit: Mark J. Rebilas-Imagn Images

NFL superstar Travis Kelce trades his football cleats for golf spikes in a surprising cameo. The Kansas City Chiefs tight end brings his charismatic personality and athletic prowess to the golf course, playing a cocky pro golfer who challenges Happy. Kelce’s inclusion adds a fresh, contemporary twist to the beloved franchise.


Eminem: Rap God Meets Golf Prodigy

Eminem performs on the super stage at Formula 1 Pirelli United States Grand Prix at Circuit of the Americas on Saturday, Oct. 19, 2024.

Adam Sandler confirmed Eminem’s “insane” cameo in “Happy Gilmore 2”, describing the rapper as “funny as hell” on set. While details of his role remain under wraps, Eminem’s appearance promises to bring his signature wit and charisma to the golf comedy sequel[1][4]. This unexpected collaboration between the rap icon and Sandler’s beloved character has fans eagerly anticipating the film’s release.

Conclusion

With such an eclectic and talented cast, ‘Happy Gilmore 2’ is set to blend sportsmanship, humor, and nostalgia in a way that honors the original film while offering something fresh and entertaining for both old fans and new. Whether it’s the presence of legendary golfers, unexpected celebrity cameos, or the comedic genius of Adam Sandler and his collaborators, this sequel promises to be an unforgettable return to the green.