Sunday Sitdown with Willie Geist

As a bonus for Sunday Sitdown fans, we’re sharing the trailer for Deadly Engagement, an all-new original podcast series from Dateline and Josh Mankiewicz. It’s the story of Denita Smith, a promising young photographer with a bright future and engagement ring from a man she loved. But her future vanished in a puff of gun smoke when a mysterious assailant shot her dead outside her home. Dateline’s Josh Mankiewicz takes us to North Carolina for a twisted story that reveals a love triangle involving sex, lies and an audio tape that had everyone guessing who really killed Denita. If you like what you hear, just search Deadly Engagement to listen to the first two episodes now, completely free. Or subscribe to Dateline Premium on Apple Podcasts, Spotify or DatelinePremium.com. Subscribers get early access to new episodes and can listen to all Dateline podcasts ad-free. 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.

A four-time Emmy winner for his legendary role as Walter White in Breaking Bad, Bryan Cranston’s made a massive mark on Hollywood. In this conversation from December 2020, Cranston talks to Willie Geist about starring in Showtime’s Your Honor and reuniting with Aaron Paul to launch Dos Hombres Mezcal. He also reflects on the enduring legacy of Breaking Bad and why he’s often drawn to morally complex characters. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Nominated for an Emmy for his starring role in Shrinking, Jason Segel has proven his versatility across dramas and comedies over the last 20 years. In this sitdown from October 2024, Segel opens up to Willie Geist about working alongside Harrison Ford in Shrinking, his long run of comedies from Forgetting Sarah Marshall to How I Met Your Mother, and the life-changing advice he received from Judd Apatow.  Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

As the Emmy-winning host of Last Week Tonight, John Oliver has redefined political comedy with his wit and satire. In this sitdown from February 2024, Oliver joins Willie Geist at a pub to watch his beloved Liverpool football club and preview the 2024 season of Last Week Tonight. He also reflects on his bold decision to move to America for a dream job on The Daily Show, a leap that set the stage for his late-night success. 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.

Grammy Award-winning artist Bad Bunny sat down with Willie Geist to discuss his historic concert residency in Puerto Rico and his foray into acting with his latest movie "Caught Stealing". Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Alicia Keys is a musical powerhouse, known for her timeless voice, soulful ballads and fearless artistry. In this conversation from April 2024, she joins Willie ahead of the Broadway debut of Hell’s Kitchen, the coming-of-age musical inspired by her life. Alicia reflects on the decade of work it took to bring the show to the stage, the personal stories behind it, and the enduring legacy of her music. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Few artists have walked a path like Jelly Roll, who grew up surrounded by struggle and addiction before choosing redemption. In this sitdown from October 2024, Jelly Roll talks with Willie about his transformation from rapper to country star, the resilience that shaped his music, and the persistence that led him to selling out arenas across the country. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.