David Letterman and Adam Sandler Share Laughter and Memories

In a special episode of “My Next Guest Needs No Introduction,” David Letterman engages in an insightful conversation with comedian Adam Sandler. The episode, available on Netflix, features Letterman interviewing Sandler both in front of an audience at his alma mater, New York University, and backstage before a performance at the Mohegan Sun casino in Connecticut. Their camaraderie is palpable as they navigate through Sandler’s journey from stand-up comedy to film stardom.

The episode is structured around two primary venues, with moments of reflection and humor that highlight the deep mutual respect between the two comedians. Letterman frequently praises Sandler, while Sandler expresses his admiration for Letterman, referring to him as a hero to his generation of comedians. This dynamic gives the interview a warm, personal touch, although it raises questions about the depth of the discussion.

Sandler shares anecdotes from his early career, including a significant moment when his father gifted him a Fender Stratocaster at the age of 12, a guitar that he still plays today. He recounts his early days in Manchester, New Hampshire, venturing to Boston for his first attempts at stand-up comedy. Notably, Sandler reflects on his first performance, humorously admitting, “I do remember I was devastatingly bad and nobody laughed,” yet he maintained high expectations for himself, boasting to friends about his aspirations to become as successful as Eddie Murphy.

Another interesting aspect of the interview is Sandler’s recollection of his time at New York University, where he became roommates with Tim Herlihy, who later co-wrote many of Sandler’s films. Their collaboration began shortly after they met, with Herlihy writing jokes for Sandler during their first weekend together. This anecdote not only showcases Sandler’s early connections but also sets the stage for his future successes.

At the Mohegan Sun, Sandler details his pre-show routine, which includes playing basketball with friends. He reflects on significant moments in his career, including his last show with the late Norm Macdonald in 2016 and his first appearance on Letterman’s Late Night in 1991. Clips from this performance highlight the evolution of Sandler’s comedic style.

The conversation also touches on Sandler’s dramatic roles in films like Punch-Drunk Love and Uncut Gems. Letterman advocates for the recognition of Sandler’s contributions to cinema, suggesting an annual segment at the Academy Awards to acknowledge overlooked performances. Their banter extends to personal experiences, including their participation in the recent Mark Twain Prize ceremony for comedian Conan O’Brien.

While the episode is infused with Letterman’s trademark humor, it occasionally strays into promotional territory for Netflix, with discussions about Sandler’s upcoming projects, including “Happy Gilmore 2” and the film “Jay Kelly.” This shift from an engaging dialogue to a promotional segment may frustrate viewers hoping for deeper insights into Sandler’s life and career.

Despite these moments, the episode provides valuable glimpses into Sandler’s formative years and career milestones. Each of Letterman’s previous five seasons of his Netflix series has earned him an Emmy nomination, and he won the Emmy for Outstanding Hosted Nonfiction Series or Special in 2024. Though this episode may not achieve the same level of acclaim, it remains an entertaining watch.

For fans of comedy and those interested in the personal journeys of two icons, this episode is worth viewing. The blend of nostalgia, humor, and heartfelt admiration between Letterman and Sandler creates an engaging atmosphere, making it a memorable addition to the series. Ultimately, while the promotional aspects may detract from the overall experience, the insights shared make it a worthwhile watch.