The Questlove Show

Questlove welcomes bestselling author Brianna Wiest (The Mountain Is You, 101 Essays That Will Change The Way You Think) for a vulnerable, funny, and wide‑ranging conversation about self‑sabotage, creativity, and learning to “just show up.” Brianna explains how she writes from her center, why nature and long drives unlock her best ideas, and how she separates the heart’s “what” from the mind’s “how.” Questlove shares how her work helped him see himself (and his obstacles) differently. Along the way, Brianna opens up about her childhood, her taste in music, and even making wedding cakes. This episode is a warm, insightful exploration of growth, bravery, and redefining success in the second act of life.
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Questlove reconnects with Open Mike Eagle, picking up a conversation that began on a 2025 episode of the show. As Mike reflects on his time with Project Blowed, the two artists-turned-podcast hosts dive into The Good Life Cafe and its influence on the West Coast Underground Hip-Hop scene, as well as touring on the left side of the country.
This mini-episode is entertaining and insightful—and leaves plenty more of Mike’s story still to be told.
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Posdnuos of De La Soul sits down with Questlove for a long-awaited conversation fans have been asking for. Ahmir digs into the group's catalog with fan-driven questions, while Plug 1 shares stories from the studio, reveals which classic tracks were originally intended for other artists, and reflects on the legacy of his brother, Dave aka Trugoy the Dove. The discussion celebrates one of Hip-Hop's most influential groups—and their lasting impact on The Roots. With last year's Cabin In The Sky album still in constant rotation, this is an episode fans won't want to miss. Catch De La Soul at May's Roots Picnic in Philadelphia.
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Back in October of 2022 DJ Clark Kent joined the Questlove Supreme podcast to discuss performing with Dana Dane, his incredible work with JAY-Z and Biggie Smalls, and signing Das EFX. The esteemed veteran also spoke about his fantastic sneaker collection and turning his passion into meaningful brand partnerships. Sadly, Clark passed two years after this interview, leaving behind one of the greatest and most far-reaching legacies behind the turntables, behind the executive desk, and behind the boards. We miss you Clark.
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This segment from the Questlove Show was so powerful, we had to share it on its own.
Georgia Anne Muldrow breaks down the deeply personal origins of her “Stay Woke” lyric from Erykah Badu’s “Master Teacher Medley" over 18 years ago, and reflects on how its meaning has evolved—and been distorted—over time.
Questlove and special guest Open Mike Eagle share their reactions to her story. Please make sure you've heard the nearly two hour conversation between Georgia and Ahmir that published earlier this week.
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