Adam Sandler: A Comedy Icon Swings Back with New Projects

Adam Sandler, the beloved American comedian and actor, continues to captivate audiences with his unique blend of humor and heart. Known for his iconic roles in films like Happy Gilmore (1996), The Waterboy (1998), and Punch-Drunk Love (2002), Sandler has solidified his status as a Hollywood powerhouse with a career spanning over three decades. In 2025, the “Sandman” remains as active as ever, with exciting new projects, a signature laid-back style, and a continued influence on comedy and pop culture. Here’s a look at the latest updates on Adam Sandler and his ongoing contributions to entertainment.

Happy Gilmore 2: A Long-Awaited Sequel

One of the most significant updates in Sandler’s career is the release of Happy Gilmore 2, the highly anticipated sequel to the 1996 cult classic. Streaming on Netflix starting July 2025, the film reunites Sandler with his longtime collaborator Tim Herlihy, who co-wrote both the original and the sequel.

In this new chapter, Sandler reprises his role as Happy Gilmore, a retired golfer who returns to the sport after personal setbacks. The story introduces new characters, including one played by Sandler’s daughter, Sunny Sandler, and features cameos from stars like Bad Bunny, Christopher McDonald, and golfer John Daly. The premiere took place on July 21, 2025, at Jazz at Lincoln Center in New York, with Sandler and his wife, Jackie, in attendance.

The sequel has generated buzz for its fresh take while staying true to the original’s irreverent spirit. Sandler and Herlihy aimed to avoid rehashing the first film, focusing instead on Happy’s evolution as a character.

The project also holds personal significance for Sandler, inspired by childhood memories of hitting golf balls with his father and friend Kyle McDonough, whose hockey-player mentality shaped the character of Happy Gilmore. Fans and critics alike are eager to see if Happy Gilmore 2 can recapture the magic of the original, which has become a cultural touchstone, with its iconic “Happy Gilmore swing” still emulated on golf courses worldwide.

A Adam Sandler Casual Icon at the 2025 Oscars

Sandler made headlines at the 2025 Oscars for his unapologetically casual attire, appearing in a blue hoodie and basketball shorts—a stark contrast to the designer outfits typically seen on the red carpet. His look drew comparisons to Senator John Fetterman’s style at Donald Trump’s inauguration, sparking speculation about Sandler’s political leanings.

However, Sandler has consistently kept his political views private, and there’s no evidence to suggest he supports any specific political figure. During the ceremony, host Conan O’Brien playfully roasted Sandler’s outfit, to which Sandler quipped, “I like the way I look. Because I’m a good person.” This moment underscored Sandler’s refusal to conform to Hollywood norms, endearing him further to fans who admire his authenticity.

Expanding His Creative Horizons

Beyond Happy Gilmore 2, Sandler continues to diversify his portfolio. In 2023, he was honored with the Mark Twain Prize for American Humor, recognizing his contributions to comedy. His Netflix deal, reportedly worth over $250 million, has led to projects like the animated film Leo (2023), where he voiced a gruff but wise lizard advising fifth graders.

Sandler’s production company, Happy Madison Productions, is also behind Roommates, a new Netflix ensemble comedy directed by Chandler Levack, featuring a star-studded cast including Sarah Sherman, Natasha Lyonne, and Sandler’s daughter Sadie. This project highlights Sandler’s commitment to nurturing new talent while staying involved in family-friendly entertainment.

Sandler’s dramatic roles continue to earn critical acclaim, building on his success in films like Uncut Gems (2019) and The Meyerowitz Stories (2017). His recent sci-fi drama Spaceman (2024) showcased his ability to tackle introspective roles, playing an astronaut grappling with isolation. Critics have noted Sandler’s knack for balancing his signature “man-child” persona with deeper emotional resonance, a trait that has earned him nominations for Golden Globes, Emmys, and an Independent Spirit Award.

Personal Life and Public Persona

At 58, Sandler remains a devoted family man, often incorporating his wife, Jackie, and daughters, Sadie and Sunny, into his projects. In a 2022 AARP interview, he shared candid reflections on fatherhood, admitting to feeling both nervous and excited for his daughters’ futures. His down-to-earth demeanor—often seen in his trademark baggy shorts and sneakers—has made him a style icon for Gen Z, who admire his effortless, anti-establishment vibe. Sandler’s loyalty to his Saturday Night Live roots is evident in his collaborations with former castmates like Chris Rock and David Spade, as well as his mentorship of younger comedians.

Looking Ahead

As Happy Gilmore 2 tees off, Sandler shows no signs of slowing down. His ability to blend silly comedy with poignant storytelling continues to resonate with audiences, while his behind-the-scenes work as a writer and producer ensures his influence in Hollywood endures. Whether he’s cracking jokes on a golf course or delivering a nuanced performance in a drama, Adam Sandler remains a unique force in entertainment, proving that nice guys—and goofy ones—can indeed finish first.