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. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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.” Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Cynthia Erivo is a Grammy, Tony, and Emmy Award-winning powerhouse who first stunned Broadway audiences in The Color Purple and recently took on one of musical theater’s most iconic roles: Elphaba in Wicked. In this chat from October 2024, Erivo joins Willie Geist to talk about stepping into the emerald spotlight opposite of her friend Ariana Grande and the thrill of seeing Wicked billboards light up Times Square ahead of the highly anticipated film adaptation. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

From fleeing Cuba as a young girl to becoming the Queen of Latin Pop, Gloria Estefan’s journey to prominence has been defined by resilience. In this sitdown from May 2025, Estefan reflects on her family’s story, her lifelong love with Emilio Estefan, and the global success of hits like “Conga.” She also opens up about returning to the stage after her 1990 bus accident, releasing her first Spanish-language album in 18 years, Raíces, and her new musical, Basura. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

From her breakout role on Desperate Housewives to thriving today as an actor, director, producer, and entrepreneur, Eva Longoria has one of the most multifaceted careers in Hollywood. In this conversation from March 2025, Longoria opens up to Willie Geist about how her childhood in Texas shaped her journey, her perspective on fame, family, and longevity in Hollywood at 50, and her starring role in Alexander and the Terrible, Horrible, No Good, Very Bad Road Trip. She also talks about her work behind the camera and building her tequila brand, Casa Del Sol.  Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

With her Emmy-winning role in Abbott Elementary, Sheryl Lee Ralph has become a powerful voice for educators while cementing her place as one of Hollywood’s most enduring talents. In this conversation from February 2024, Ralph sits down with Willie Geist to celebrate her career renaissance after decades in the business and shares how Robert De Niro gave her advice that kept her moving in her career. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

From Rocky to Rambo to his latest hit Tulsa King, Sylvester Stallone has spent decades defying the odds. Long before Hollywood stardom, he was a struggling actor in a New York apartment, writing the script for Rocky that would change his life. In this Sitdown, Stallone reflects on the hardships that fueled his drive, why he refused to let anyone else play Rocky, and how receiving the Kennedy Center Honors has impacted his perspective on legacy. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Olivia Rodrigo skyrocketed to global fame with her record-breaking debut Sour, reshaping pop music with her voice, lyrics, and honesty. In this conversation from September 2023, she and Willie talk about the release of her sophomore album Guts, the way she tells stories through her music, and why she refuses to reveal the true inspiration behind her hit single “Vampire.” Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Known for his quick wit, Vince Vaughn has been a fixture of Hollywood comedies for more than two decades, starring in hits like Swingers and Wedding Crashers. In this Sunday Sitdown from May 2025, Vince joins Willie Geist at Enoteca Maria on Staten Island, the Italian restaurant that inspired his new Netflix film Nonnas. They talk about his career of iconic roles and even meet Joe Scaravella, the man who's life inspired the story of the film. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Willie Geist gets together with comedy icon Will Ferrell to talk about Ferrell’s time on SNL, the famous movie lines that are always quoted back to him and his new movie, "You're Cordially Invited" where he stars alongside Reese Witherspoon. (Original broadcast date February 2025) Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Willie Geist sits down with the host of "The Late Show", Stephen Colbert, to chat about Stephen's rise to fame and the pivotal moment he knew he would be able to make a career out of comedy. He also shares some of his favorite recipes from his cookbook, “Does This Taste Funny?” (Original broadcast date October 13, 2024) Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Willie catches up with "Captain America" himself, Anthony Mackie for a discussion about growing up as a theater kid in New Orleans and his rise from "8 Mile" through the Marvel Universe, and the latest season of "Twisted Metal". Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Willie sits down with actress and singer Nicole Scherzinger, fresh off of her Tony win for Best Leading Actress in a Musical with her Broadway debut in "Sunset Boulevard". She also looks back at her time with The Pussycat Dolls and talks about her new Netflix show "Building the Band”. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Willie sits down with Emmy and Golden Globe winning actress, Angela Bassett. They discuss her role as President of the United States in the new Netflix series, "Zero Day", starring alongside Robert Dinero. They also reflect on her decades-long career playing iconic roles such as Tina Turner in "What's Love Got to Do with It", and the Queen of Wakanda in the “Marvel” cinematic universe. (Original broadcast date March 2, 2025) Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.