During the pandemic, Questlove joined Open Mike Eagle for a season of his What Had Happened Was podcast to discuss The Roots’ earliest days and their first four albums. Years later, the two creatives reunite—and discover just how much they have in common—to talk about Mike’s career and latest album, Neighborhood Gods Unlimited. The conversation gradually takes a turn, morphing into something that feels part What Had Happened Was, part free-flowing exchange about life, art, trauma, and the real-time building of a genuine friendship between two like-minded creatives bonded by nostalgia, pop culture, and a commitment to diversifying talent.

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In this bonus mini episode of The Questlove Show, Ahmir takes listeners through over a dozen of his favorite Christmas songs. From personal holiday memories to beloved classics from legendary artists and music innovators—plus a few modern favorites—it’s a festive deep dive into seasonal sounds.

Happy holidays from Ahmir and the team at The Questlove Show.

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This Questlove Supreme Classic is a peak pandemic discussion. To recap: Here is what you know about Boyz II Men, they are the record breaking, multiple award winning, best singing group of our time. In this episode we dive into the unknown through the reunion of old high school friends Questlove and Boyz II Men. Listen as Quest and Team Supreme dive into the REAL (uncensored) story behind one of the most successful and consistent groups of all time. You get the first person accounts of what really went down, according to Nathan Morris, Shawn Stockman, and Wanyá Morris. Take a listen to the true story of Boyz II Men Part 1.

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Nine-time Grammy-winning producer and DJ Mark Ronson sits down with Questlove to discuss the many elements of his life and love of music, particularly as they intersect with the era explored in his New York Times best-selling book, Night People. Ronson reflects on a formative period in New York City nightlife, his awkward beginnings as a club DJ, and the experiences that sparked his passion for Hip-Hop and playing music for others. Drawing from the book—originally conceived as a companion piece to an album—he also opens up about balancing family life with a demanding career. Along the way, Ronson and Questlove compare notes on the evolving rules of DJ’ing, making this conversation a perfect groove for music lovers.

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Pivots define Lady Wray's career. As Nicole Wray, the Virginia native struck gold with the hit "Make It Hot" in the late 1990s alongside Missy Elliott and Timbaland. In the 2000s, she patiently waited her turn with the Roc-A-Fella family, only to witness the death of a dynasty. However, in the last decade, Lady Wray has found a new runway and is making the best music of her career alongside Leon Michels and the Big Crown family. In a conversation with Questlove, Lady Wray revisits her journey. She speaks about her pivots and transformation into an introspective songwriter, how the Black Keys helped her channel a new groove, and her joyful performance on Cover Girl.

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In this special, live-recorded conversation, Questlove sits down with bestselling author and podcast host Malcolm Gladwell at the iHeart Cafe in Cannes, France. The two old friends embark on a wide-ranging, insightful, and humorous discussion that covers everything from Malcolm’s childhood musical experiences, his theory of creativity and genius, and failing as a pathway to success. Through stories of growing up in a multicultural household, creative serendipity, and collaborative critique, Malcolm and Questlove explore how formative experiences shape both art and perspective. They also reflect on the legacy of critical thinking, the modern media landscape, and the impact of AI on truth and storytelling.

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The legendary Queen of Percussion Sheila E. talks about the secrets of her craft, sneaking her brother into Marvin Gaye's band, having Michael Jackson on speed dial and lessons learned from working with Prince.

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Comedian, author, and fellow podcast host Chelsea Handler joins Questlove for a candid, laugh-filled conversation about her unconventional daily routines, family stories, her love of travel, and the art of living in the moment. Chelsea opens up about finding humor in chaos, navigating relationships, embracing failure, and the importance of taking extended vacations. She shares wisdom, wit, and unforgettable personal anecdotes throughout the episode. Don’t miss this inspiring episode packed with laughs and wisdom. Chelsea's High & Mighty Tour will run throughout early 2026.

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Some might say she’s just an actress but Gabrielle Union has really managed to do it all. She gets real with Team Supreme about Being Mary Jane and a sexual assault activist, the star of Bring It On and a new author—not to mention a new mom!

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The Questlove Show sits down with acclaimed cinematographer Autumn Durald Arkapaw for an in-depth conversation on filmmaking, visual storytelling, and creative purpose. Autumn traces her path from photography to shaping films like Sinners, Black Panther: Wakanda Forever, and The Last Showgirl, while reflecting on how family, heritage, and collaborations with Ryan Coogler and Spike Jonze have influenced her style. She breaks down the importance of trust on set, building meaningful partnerships, and inspiring the next generation. Go behind the camera with one of today’s most visionary creators.

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