The Questlove Show

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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Questlove sits down with Soulection founder Joe Kay live backstage at the 2026 Roots Picnic in Philadelphia. The conversation traces the origins of a global movement that grew from zip files and SoundCloud posts into a worldwide community. Joe reflects on his earliest musical memories—from family deep cuts and white-label promos to discovering J Dilla—and how those influences helped shape the unmistakable Soulection sound.
He and Questlove dig into the craft of DJing, from set architecture and “go-to” records to reading the room and balancing nostalgia with discovery. Joe also explains why he left Los Angeles for Miami in search of a new international energy. Along the way, they explore the role of curators as culture-shapers, the artists Soulection helped amplify—from Brent Faiyaz to Kaytranada—and what it takes to build a movement that still feels fresh 15 years in.
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