Role Model, otherwise known as Tucker Pillsbury, taught himself to produce music in his college dorm room before going on to headline an international tour. He got together with Willie Geist to discuss the influences behind his new album Chuck Timely & the Hourglass, how his viral song “Sally, When the Wine Runs Out” has brought unexpected guests onstage, and how music helped him through depression. He also opens up about branching out into acting and his love for his hometown of Cape Elizabeth, Maine.

As a bonus for Sunday Sitdown fans, we’re sharing the trailer for season 5 of Morrison Mysteries. Enter the shadowy world of Edgar Allan Poe, brought to life by the unmistakable voice of Dateline’s Keith Morrison. In Season 5 of Morrison Mysteries, experience the mystery and madness of Poe's haunting classics, The Tell-Tale Heart, The Black Cat and The Murders in the Rue Morgue. Just search “Morrison Mysteries” to follow now or click here: swap.fm/l/mmdfd

Ben Affleck sat down with Willie Geist at Fouquet's in Tribeca to discuss his new Netflix thriller, "Animals," including the questions about marriage that inspired the film, and how he chose the cast. Affleck also discussed his decades-long friendship with Matt Damon, and their production company, Artists Equity. He also opens up about the recent passing of his parents, co-parenting with ex-wife Jennifer Garner and his philanthropy efforts with the Eastern Congo Initiative.

Lizzo rose to stardom in 2019 with the hit “Truth Hurts.” It became her first number one song and earned her three Grammy Awards. She got together with Willie Geist at Books of Wonder, New York City’s oldest and largest independently owned children’s bookstore, to discuss her rise to fame, the unique sound she has curated, her love of the flute and her new children’s book Lil Lizzo Meets Sasha B. Flootin'.

Ke Huy Quan and his family fled Vietnam when he was a child, eventually finding refuge in Los Angeles, where he went on to become a child movie star in Indiana Jones and the Temple of Doom and The Goonies. Quan got together with Willie Geist at Phoenix Palace in New York City’s Chinatown to discuss his journey from refugee to Hollywood star, the years he spent away from acting, what inspired him to return to the screen and his Oscar-winning role in Everything Everywhere All at Once.

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. (Original broadcast date September 7, 2025.)

Hey Sunday Sitdown fans! As a bonus for you, we’re sharing the trailer for Before & After with Lester Holt, an all-new original podcast series from Dateline. Before & After with Lester Holt is a deeply personal interview series about moments that divide a life into before and after. In each conversation, Lester sits down with someone whose life was transformed in an instant by an unexpected twist of fate. The episodes explore what it takes to endure the unimaginable, rebuild a life, and find meaning and purpose in the aftermath.  If you like what you hear, just search Before & After with Lester Holt to listen to the first episode 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. swap.fm/l/bapfd

Benny Blanco is an 11-time Grammy-nominated songwriter, producer, and recording artist who has quietly shaped some of pop music's biggest moments over the past two decades. He sat down with Willie Geist at Electric Lady Studios in New York to talk about his new book, F*ck Failure, and what he believes is the secret to writing a great song. Benny also opens up about his path from aspiring rapper to acclaimed producer and artist in his own right, and shares how his marriage with Selena Gomez came to be.

Megan Moroney has quickly become one of country music’s biggest rising stars, breaking through with her viral hit “Tennessee Orange” and earning the CMA New Artist of the Year award in 2024. Megan got together with Willie Geist at Barclays Center in Brooklyn, where she was headlining a sold-out show, and discussed her journey from learning guitar and performing at sorority philanthropy events to eventually moving to Nashville to pursue music full time. She also tells Willie about the story behind “Tennessee Orange,” handling public scrutiny and her new album Cloud 9.

Dolly Parton's legacy as the queen of country music will always live on. In this week’s “Sunday Sitdown,” Willie Geist revisits his 2020 conversation with Dolly to talk about some of the stories behind her greatest hits, her philanthropy and her impact on American culture over the course of an iconic career.