The Questlove Show

One of our most-played and most-beloved episodes of 2023. For Jazz Appreciation Month, Questlove and Team Supreme sat down with a living legend of the genre. Bob James recalls his incredible journey and his intersections with Sarah Vaughan, Creed Taylor, Idris Muhammad, and others.
He also discusses becoming a beacon for hip-hop DJs and sample-based producers—and how he went from being a source to a collaborator with artists such as RZA, Talib Kweli, and, yes, still, Questlove.
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Open Mike Eagle and Cousin Jake reflect on Questlove’s deep conversation with Maseo of De La Soul, pulling out its funniest reveals and heaviest emotional moments. This touches on nuggets from Gorillaz’ "Feel Good Inc." and salute the artistic integrity of scrapping big-name collabs when the music isn’t right. Along the way, they point out connections De La Soul to Bushwick Bill, Geto Boys, and ’80s Rap lore, and sit with Maseo’s vulnerability around loss, legacy, and the unseen work behind great performances. The duo also riff on the quiet comeback of CDs as fans return to tangible ways of supporting artists.
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Vince Staples sits down with Questlove for a rare, unflinching conversation about community, survival, and growing as an artist without losing yourself. Speaking about his latest album, Crybaby, Vince shares hard-earned truths and wisdom from his life, cutting through myth and memory with his trademark clarity and dark humor.
The two artists explore happiness, death, faith, hobbies, and the music industry’s shifting gaze on Black artists—while tracing Vince’s journey from riding the bus to Hollywood studios to becoming one of music's sharpest minds.
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As part of 2023's Jazz Appreciation Month, the incomparable Jean Carne joined Questlove Supreme. She reflected on her Atlanta upbringing and growing up around figures like Dr. Martin Luther King Jr., as well as creating Spiritual Jazz in the early 1970s with her former husband, Doug Carn. Jean also shared stories from working with Earth, Wind & Fire, Phyllis Hyman, and Norman Connors—and recalls providing valuable vocal guidance to a teenage Michael Jackson.
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Questlove and Cousin Jake field some deceptively simple mailbag questions about cheesesteaks and cereal. Ahmir breaks down his fiercely loyal cheesesteak habits, giving way to tempting side quests about ketchup etiquette and Ultramagnetic MC’s memorabilia on South Street.
The Q&A then pivots to music nerdery, with Ahmir naming his all-time favorite live album and dissecting what makes a live recording sonically “perfect.” He also shares the story of his first time onstage with his parents’ band as a kid. Along the way, the conversation hits bygone Philly landmarks, 2 a.m. laser tag, and what we can learn from escape rooms.
As a reminder, hit QuestloveSupreme.com to submit questions or DM us on Instagram or Facebook.
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