Pretty Tough with Maria Sharapova: Chelsea Handler

Pretty Tough with Maria Sharapova: Chelsea Handler

May 25, 2026 · 41 min

About this episode

Maria Sharapova interviews Chelsea Handler about her independence and personal evolution.

Happy Memorial Day from all of us at On with Kara Swisher! Today, we’re bringing you a special episode of "⁠Pretty Tough⁠," a new podcast from the Vox Media Podcast Network hosted by tennis star and entrepreneur Maria Sharapova. Each week, Maria sits down with high-achieving women across industries for candid, wide-ranging conversations about their pursuit of excellence without apology. In this episode, Maria speaks with comedian and best-selling author Chelsea Handler, who's built a career on saying exactly what she thinks, regardless of the consequences. Maria explores what drives Chelsea’s independence across every chapter of her life and how she continues to evolve through therapy, travel, and psychedelics. Pretty Tough is produced in partnership with VOX MEDIA. Learn more about your ad choices. Visit podcastchoices.com/adchoices

People in this episode

Host: Maria Sharapova

Guest: Chelsea Handler

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Organizations: Vox Media

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