From a Long Island teen interviewing his comedy heroes on a high school radio station to the producer, director, and writer behind The 40-Year-Old Virgin, Anchorman, Trainwreck, and more, Judd Apatow is a modern-day comedy icon. He sits down with Willie Geist at New York’s Gotham Comedy Club to trace his rise to fame, from the tough early years and the mentorship of Garry Shandling to how the cancellation of Freaks and Geeks ultimately helped launch a generation of stars. Apatow also talks about his new scrapbook-style book Comedy Nerd, his love of stand-up, and his deep dive into documentaries, including new films on Mel Brooks and Norm Macdonald. Along the way, he reflects on how setbacks shaped his success, and the persistence that’s kept him creating for more than two decades.

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For more than 30 years, Jim Gaffigan has been making audiences laugh with his signature blend of honesty, self-deprecation, and heart, cementing his place among the most beloved voices in comedy. In this conversation from February 2021, he joins Willie Geist to reflect on three decades in stand-up, the comedy of family life, and the unexpected quarantine hobby that kept him grounded: cross-country skiing. Want to be in the room when Jim and Willie catch up next? Sunday Sitdown Live returns to New York’s City Winery on November 10, and you can get tickets now at TODAY.com/FanFest.

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Two decades after his breakout album It’s Time, five-time Grammy Award winner Michael Bublé sits down with Willie Geist at New York’s Blue Note Jazz Club to reflect on his journey from Canadian fishing boats to global fame. Bublé opens up about the grandfather who introduced him to Frank Sinatra, Louis Armstrong and Ella Fitzgerald, the early gigs that shaped his craft, and the moment that changed everything in his career. He also talks about his love for Christmas music, the perspective he gained after his son’s illness, and his return as a coach on NBC’s The Voice, where he’s chasing his third straight win.

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Michael J. Fox is an award-winning actor, author, and philanthropist whose talent, humor, and heart have inspired generations. Four decades after Back to the Future made him a global star, Michael J. Fox sits down with Willie Geist to reflect on the film that defined a generation and the resilience that’s defined his life since. He opens up about the whirlwind of becoming Marty McFly at 23, the joy of rediscovering the movie as a fan, and the impact of the Michael J. Fox Foundation, which has raised more than $2.5 billion for Parkinson’s research. Plus, through decades of challenges and triumphs, Fox shares why he still believes “everything is possible.”

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Over the past three decades, Matthew McConaughey has starred in more than 50 films, won an Academy Award for Dallas Buyers Club, delivered an Emmy-nominated performance in True Detective and topped bestseller lists with his memoir, Greenlights, but he’s still chasing something more meaningful. In his latest project, The Lost Bus, he tells the gripping true story of a school bus driver who risked everything to save 23 children during the 2018 Camp Fire, California’s deadliest wildfire. McConaughey sits down with Willie Geist to reflect on acting alongside his teenage son Levi and his 93-year-old mother in the film and how the project deepened his perspective on fatherhood, legacy, and what really matters. He also discusses his new book Poems & Prayers, the power of belief in a cynical world, and why risk-taking has defined his career.

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Known for his early roles in Disco Pigs and Peaky Blinders, Cillian Murphy’s career reached new heights with his Oscar-winning performance in Oppenheimer, a script he calls one of the greatest things he’s ever read. Murphy sits down with Willie Geist to reflect on the cultural phenomenon of Oppenheimer, including his surprise that its complex structure and themes connected with such a massive audience and how Christopher Nolan’s bold decision to write the script in the first person shaped his performance. He also opens up about his latest project, Steve, a heartfelt story of a teacher fighting to hold his school together while grappling with his own struggles mirrored by the challenges of one of his students, as well as what fans can expect from the upcoming Peaky Blinders movie.

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Nathan Lane is a three-time Tony and Emmy Award-winning actor beloved for his roles on stage and screen, from The Producers and The Birdcage to voicing Timon in Disney’s The Lion King. In this conversation from March 2023, Lane opens up to Willie Geist about his return to Broadway in Pictures from Home, his journey from theater to Hollywood, and the performances that have defined his decades-long career.

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Leslie Odom, Jr., who was Willie Geist’s very first Sunday Sitdown guest nearly a decade ago, is returning to Broadway to reprise his Tony and Grammy Award-winning role as Aaron Burr in Hamilton. In this conversation, Odom reflects on why stepping back into the role ten years later feels like a homecoming and how the standing ovations take him back to his 17-year-old self who dreamt of being part of Broadway. He also opens up about life beyond the stage as an author, singer and father, sharing how joy, healing, and intention continue to guide his latest chapter.

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