Comedian, writer, and host Nikki Glaser sits down with Willie Geist for an all-new edition of Sunday Sitdown on TODAY, delivering a candid and compelling conversation from two iconic New York comedy landmarks — the Olive Tree Cafe and the legendary Comedy Cellar.
In this week’s feature, Glaser opens up about the long road that led to her latest stand-up special, Nikki Glaser: Good Girl, now streaming on Hulu. She reflects on the persistence it took to build a career spanning more than 20 years, navigating the highs and lows of the comedy industry while continually refining her voice and perspective.
The conversation also revisits Glaser’s scene-stealing performance during The Roast of Tom Brady, a moment widely credited with reigniting her career and showcasing her fearless comedic edge. From the intricacies of roast comedy to commanding high-profile stages, Glaser offers insight into the discipline and boldness required to thrive in today’s entertainment landscape.
Glaser also shares personal stories about the unwavering support of her parents from the very beginning — a foundation she credits as essential to her success. She discusses the honor and pressure of hosting the Golden Globe Awards, as well as her lighthearted yet sincere dream of one day appearing in a music video for global superstar Taylor Swift.
Throughout the interview, Geist and Glaser explore the evolution of her comedic voice, her approach to tackling personal challenges through humor, and her aspirations for the future. Set against the backdrop of the very stages that helped shape her career, the conversation captures both the grind and the glow of a comedian at the top of her game.
Sunday Sitdown with Willie Geist airs on TODAY and is available for streaming on YouTube.
