In a delightful fusion of sports and comedy, professional golfer Bryson DeChambeau recently collaborated with Adam Sandler for a special episode of his “Break 50” series, aptly titled “Can I Break 50 with Adam Sandler?”. This episode, released on July 27, 2025, coincided with the premiere of Happy Gilmore 2 on Netflix, bringing together two icons from the world of golf and entertainment.

The video showcases DeChambeau and Sandler engaging in a friendly round of golf, with DeChambeau attempting to replicate Sandler’s iconic “Happy Gilmore” swing. The episode is filled with humor and camaraderie, reflecting the unique blend of personalities. DeChambeau expressed his enthusiasm on social media, stating, “It’s an honor just to hang with a legend like him, but a full round of golf with Happy Gilmore? That’s the stuff of childhood dreams.”
Happy Gilmore 2, the sequel to the 1996 cult classic, features Sandler reprising his role as the hot-tempered golfer. The film includes cameos from several golf legends, including DeChambeau, Rory McIlroy, and Scottie Scheffler, among others.
For fans eager to witness this memorable collaboration, the full “Break 50” episode is available on DeChambeau’s YouTube channel. Additionally, Happy Gilmore 2 is now streaming on Netflix.
This unexpected partnership between a professional golfer and a comedy legend has been met with enthusiasm from fans, blending the worlds of sports and entertainment in a way that only DeChambeau and Sandler could achieve.
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Bryson DeChambeau Calls “Break 50 Challenge” with Adam Sandler a “Childhood Dream” Following Release of Happy Gilmore 2
In an exciting blend of sports and comedy, professional golfer Bryson DeChambeau recently took part in a unique challenge alongside legendary actor and comedian Adam Sandler. The two teamed up for a special episode of DeChambeau’s Break 50 series, a popular challenge where DeChambeau attempts to break 50 strokes in a round of golf, featuring special guest appearances. The episode, aptly titled “Can I Break 50 with Adam Sandler?”, was released on July 27, 2025, creating a buzz among fans of both golf and comedy.
The episode coincides with the much-anticipated release of Happy Gilmore 2, the sequel to the 1996 cult classic, in which Adam Sandler reprises his iconic role as the hot-headed golfer Happy Gilmore. As the timing couldn’t have been better, the two worlds—golf and comedy—collided in a way that captured the imagination of fans worldwide. The special episode featured DeChambeau and Sandler engaging in a lighthearted round of golf, where DeChambeau not only faced the challenge of breaking 50 but also tried his hand at Sandler’s famously unorthodox “Happy Gilmore” swing.
DeChambeau expressed his excitement about the collaboration, calling it “an honor” to play alongside Sandler. On social media, he shared his enthusiasm, saying, “It’s an honor just to hang with a legend like him, but a full round of golf with Happy Gilmore? That’s the stuff of childhood dreams.”
Happy Gilmore 2, now streaming on Netflix, has already captivated audiences with its humorous premise and nostalgic appeal. In addition to Sandler’s return, the film also features cameos from several top-tier golfers, including DeChambeau, Rory McIlroy, and Scottie Scheffler, further connecting the worlds of professional golf and comedy. Fans were delighted to see these golf legends appear in a film that has already generated significant buzz.
The “Break 50” challenge episode with Sandler has also garnered significant attention for its light-hearted nature and the unique camaraderie between the two stars. DeChambeau’s skill on the course, paired with Sandler’s comedic approach to the game, made for a memorable episode that will be cherished by fans of both golf and comedy.
For those eager to see the full episode, Can I Break 50 with Adam Sandler? is now available on DeChambeau’s official YouTube channel. Meanwhile, fans of Happy Gilmore can catch the new sequel streaming on Netflix.
This unexpected collaboration between a professional golfer and a comedic icon is a perfect reminder of how sports and entertainment can come together in surprising and delightful ways. As DeChambeau puts it, moments like this truly are the “stuff of childhood dreams.”