Leanne Morgan is a comedian and actress who rose to prominence after a viral video catapulted her to fame following decades of hustling in the stand up world. Leanne sits down with Willie Geist to look back on the 25-year climb that took her from telling jokes in living rooms while selling jewelry to becoming one of the most beloved voices in comedy. Plus, she reflects on the Def Leppard and Journey moment that sparked her breakthrough, the excitement and nerves of filming her hit Netflix sitcom with Chuck Lorre, and the real life moments that shape her act, from motherhood to the unforgettable stories she shares about her husband Chuck Morgan.

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Bowen Yang is a comedian, writer, and Saturday Night Live cast member who stars as Pfannee in the movie musical Wicked and its upcoming sequel Wicked: For Good. In this conversation from April 2025, Yang sits down with Willie Geist to reflect on his extraordinary rise to fame, growing up as the son of Chinese immigrants, and the experience of coming out to his parents. He also talks about how a childhood trip to New York that included visiting Broadway, taking the NBC Studio Tour, and sitting in Studio 8H felt like an early glimpse of his future.

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Idina Menzel is a Tony Award-winning performer who originated the role of Elphaba in Broadway’s Wicked and later became a global sensation as the voice of Elsa in Disney’s Frozen. In this conversation from December 2022, Menzel sits down with Willie Geist to reflect on her journey from performing at weddings on Long Island to headlining some of the world’s biggest stages. She also opens up about her experience with IVF later in life, which is featured in the Disney+ documentary Idina Menzel: Which Way to the Stage? and the resilience that continues to guide her through every chapter.

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Cynthia Erivo is a Grammy, Tony, and Emmy-winning performer who stars as Elphaba in the movie musical Wicked and its upcoming sequel Wicked: For Good. In this sit-down from November 2024, Erivo talks with Willie Geist about stepping into the beloved role, the unforgettable moment of seeing her first Wicked billboards light up Times Square, and what it was like working alongside Ariana Grande as the pair built a meaningful friendship beyond the set.

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Jeff Goldblum is an actor and musician who stars as The Wonderful Wizard of Oz in the movie musical Wicked and its upcoming sequel Wicked: For Good. In this conversation from July 2022, Goldblum sits down with Willie Geist to talk about returning as Dr. Ian Malcolm in Jurassic World: Dominion, reuniting with Laura Dern and Sam Neill nearly three decades after the original Jurassic Park, and leading his own jazz ensemble when he’s not on set. Looking back, he reflects on the creativity, gratitude, and spontaneity that continue to define both his work and his life.

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Michelle Yeoh is an Oscar, Golden Globe, and Screen Actors Guild Award-winning actress who stars as Madame Morrible in the movie musical Wicked and its upcoming sequel Wicked: For Good. In this conversation from March 2023, Yeoh sits down with Willie Geist to reflect on her sweeping awards-season success for Everything Everywhere All At Once and what it meant to finally have her big Hollywood moment. She looks back on her groundbreaking career, from Crouching Tiger, Hidden Dragon to Memoirs of a Geisha and Crazy Rich Asians, and shares the gratitude and perspective that guide her today.

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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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