Maya Rudolph knew early on she was born to make people laugh, but her run on Saturday Night Live cemented her place as a comedy powerhouse. In this chat from September 2018, Willie sits down with Maya inside SNL’s iconic Studio 8H to talk about her favorite celebrity impressions, working alongside icons like Tina Fey and Amy Poehler, and how the show became her comedy boot camp, paving the way for hit roles in Bridesmaids and her Amazon series Forever with Fred Armisen.

Known as one of the most relatable voices in stand-up, Nate Bargatze has gone from performing for a single audience member to headlining arenas across the country. In February 2025, Nate joined Willie for the first-ever Sunday Sitdown Live, where they talked about his rise in comedy, future plans for the “Nateland” brand, and took questions from the crowd. 

One of comedy’s most influential voices, Tina Fey has left her mark on entertainment in countless ways. In this sitdown from January 2024, she and Willie discuss her experience writing, producing, and starring in the Mean Girls reboot, and look back on her days writing and performing on Saturday Night Live, the launchpad that made her a household name.

Beloved for decades of iconic performances, Billy Crystal has left an indelible mark on comedy and film. In this chat from December 2024, Billy sits down with Willie at NYU Tisch’s Jack Crystal Theater, named for his late father, to reflect on his time studying under Martin Scorsese, the enduring legacy of When Harry Met Sally, and his acclaimed series, Before.

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.

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)

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)

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".

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”.

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)