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Videos

Sept. 1, 2026

Maseo on DJing in his childhood | The Questlove Show #shorts

De La Soul’s Maseo sits down with Questlove for an unfiltered deep dive into his Hip-Hop journey, his approach to deejaying, and the making of a true original. From volatile days in Brooklyn and Long Island to early block parties and the creation of classics like “Me Myself and I,”…

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Sept. 1, 2026

JoJo's Boston Accent KILLS | Questlove Show

Questlove and JoJo are NOT close friends. They aren’t—or at least, that’s how they approached this conversation: two pals from different genres and generations who have bonded in recent years, sitting down to see what else they might have in common. For The Questlove Show, the two get into JoJo’s…

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Sept. 1, 2026

Kurt Loder Recalls How He Got His Start Writing About Music | The Questlove Show

Long before he was a biographer, a prominent Rolling Stone byline, or one of the leading faces of MTV News, Kurt Loder had a story to tell. On The Questlove Show [https://www.youtube.com/watch?v=wAyofNKNi1U], Loder traces his path from writing for Army newspapers and covering German Rock to becoming a working music…

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Aug. 31, 2026

DJ Cash Money's Hip-Hop History Lesson | Questlove Show

The LEGENDARY DJ Cash Money joins Questlove live from the 2026 Roots Picnic at Philadelphia’s historic Belmont Plateau for a mini masterclass on the city’s turntablism legacy. A renowned turntable wizard, collector, and beacon of Philly Hip-Hop history, Cash traces the city’s evolution from Grandmaster Nell and Cosmic Kev at…

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Aug. 31, 2026

JoJo investigates the "pressure to sound perfect" live | Questlove Show

Questlove and JoJo are NOT close friends. They aren’t—or at least, that’s how they approached this conversation: two pals from different genres and generations who have bonded in recent years, sitting down to see what else they might have in common. For The Questlove Show, the two get into JoJo’s…

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Aug. 31, 2026

This Colleague's Compliment Floored JoJo | Questlove Show

Questlove and JoJo are NOT close friends. They aren’t—or at least, that’s how they approached this conversation: two pals from different genres and generations who have bonded in recent years, sitting down to see what else they might have in common. For The Questlove Show, the two get into JoJo’s…

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Aug. 31, 2026

Joe Kay of Soulection | Questlove Show

Questlove sits down with Soulection [https://www.soulection.com/] 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…

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Aug. 30, 2026

JoJo's Most Diva Request | Questlove Show #shorts

Questlove and JoJo are NOT close friends. They aren’t—or at least, that’s how they approached this conversation: two pals from different genres and generations who have bonded in recent years, sitting down to see what else they might have in common. For The Questlove Show, the two get into JoJo’s…

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Aug. 29, 2026

DJ Muggs Details “Jump Around,” Working With Ice Cube & More | Questlove Show

DJ Muggs traces the journey of the “Jump Around” beat for House of Pain, from early demos with Son Doobie and Daddy Freddy to Ice Cube passing on the track and Tommy Boy’s Monica Lynch immediately recognizing its Irish-bar-brawl energy. He and Questlove also dig into the long-running myth that…

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Aug. 29, 2026

When JoJo Knows a Song is Ready | Questlove Show #shorts

Questlove and JoJo are NOT close friends. They aren’t—or at least, that’s how they approached this conversation: two pals from different genres and generations who have bonded in recent years, sitting down to see what else they might have in common. For The Questlove Show, the two get into JoJo’s…

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Aug. 28, 2026

JoJo on the side-effects of "Trama-Dumping" in Songs | Questlove Show #shorts

Questlove and JoJo are NOT close friends. They aren’t—or at least, that’s how they approached this conversation: two pals from different genres and generations who have bonded in recent years, sitting down to see what else they might have in common. For The Questlove Show, the two get into JoJo’s…

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Aug. 27, 2026

JoJo's Greatest Fear When Writing Songs | Questlove Show #shorts

Questlove and JoJo are NOT close friends. They aren’t—or at least, that’s how they approached this conversation: two pals from different genres and generations who have bonded in recent years, sitting down to see what else they might have in common. For The Questlove Show, the two get into JoJo’s…

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Aug. 27, 2026

DJ Muggs Describes Finding The Early Cypress Hill Sound | Questlove Show

DJ Muggs recalls saving up for an E-mu Systems SP-1200, making “wack beats for about a year,” and finally stumbling onto the magic that became Cypress Hill’s “Real Estate.” The legendary producer and DJ details the lo-fi demo process: running the drum machine into a big boombox, recording one-take vocals…

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Aug. 26, 2026

From Queens to California: DJ Muggs’ Origin Story | Questlove Show

DJ Muggs traces his path from a Rock-saturated childhood in Queens, New York—velvet posters, blacklights, and Led Zeppelin—to the culture shock of moving to Bell Gardens, California. He explains how early Hip-Hop on New York radio and his first records, including War’s “Low Rider,” planted the seeds for a sound…

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Aug. 24, 2026

JoJo | Questlove Show

Questlove and JoJo are NOT close friends. They aren’t—or at least, that’s how they approached this conversation: two pals from different genres and generations who have bonded in recent years, sitting down to see what else they might have in common. For The Questlove Show, the two get into JoJo’s…

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Aug. 22, 2026

From Brooklyn to CBS: Barry Manilow on His Early Rise | Questlove Show

Barry Manilow contrasts the Williamsburg of his youth—“a dump” where simply getting home without being beaten up was a win—with the gentrified Brooklyn neighborhood of today. He explains why Manhattan is where his life truly began, particularly after landing at CBS. As Manilow shares on The Questlove Show [https://www.youtube.com/watch?v=WEp3UYshdCU], those…

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Aug. 21, 2026

DJ Cash Money Backstage At The Roots Picnic | Questlove Show

The LEGENDARY DJ Cash Money joins Questlove live from the 2026 Roots Picnic at Philadelphia’s historic Belmont Plateau for a mini masterclass on the city’s turntablism legacy. A renowned turntable wizard, collector, and beacon of Philly Hip-Hop history, Cash traces the city’s evolution from Grandmaster Nell and Cosmic Kev at…

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Aug. 20, 2026

Barry Manilow on Clive Davis, Creative Control & Reimagining “Mandy” in One Take | Questlove Show

Recorded just weeks before Clive Davis's passing, Barry Manilow reflects on negotiating with the legendary executive and one of their most beloved collaborations. Manilow breaks down the story behind “Mandy,” which began as a Rock song he didn’t think suited him. After spending an afternoon changing chords, reworking the title,…

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Aug. 20, 2026

Eric Benet on the first wave of Neo Soul | Questlove Show #shorts

Questlove sits down with R&B icon Eric Benét for a deeply human, wildly musical conversation tracing the singer’s journey from Milwaukee family harmonies to gold plaques and Grammy nominations. Benét opens up about early sonic imprints like Burt Bacharach, Dionne Warwick, and “Wichita Lineman,” his Alabama and Mobile roots, and…

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Aug. 19, 2026

What Eric Benet Thought His Calling In Life Was Going To Be | Questlove Show

Questlove sits down with R&B icon Eric Benét for a deeply human, wildly musical conversation tracing the singer’s journey from Milwaukee family harmonies to gold plaques and Grammy nominations. Benét opens up about early sonic imprints like Burt Bacharach, Dionne Warwick, and “Wichita Lineman,” his Alabama and Mobile roots, and…

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Aug. 18, 2026

Eric Benet Early Jobs | Questlove Show

Questlove sits down with R&B icon Eric Benét for a deeply human, wildly musical conversation tracing the singer’s journey from Milwaukee family harmonies to gold plaques and Grammy nominations. Benét opens up about early sonic imprints like Burt Bacharach, Dionne Warwick, and “Wichita Lineman,” his Alabama and Mobile roots, and…

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Aug. 18, 2026

Barry Manilow Made Just $500 From One of the Most Iconic Jingles Ever | The Questlove Show

Barry Manilow tells Questlove about his journey from writing and arranging in the commercial music world to connecting with Ron Dante and recording for Bell Records in the early 1970s. During his appearance on The Questlove Show [https://www.youtube.com/watch?v=WEp3UYshdCU], Manilow reflects on the early chapters of his career, the path that…

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Aug. 17, 2026

Maseo of De La Soul | The Questlove Show

De La Soul’s Maseo sits down with Questlove for an unfiltered deep dive into his Hip-Hop journey, his approach to deejaying, and the making of a true original. From volatile days in Brooklyn and Long Island to early block parties and the creation of classics like “Me Myself and I,”…

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Aug. 17, 2026

Eric Benet's Hero Growing Up | Questlove Show

Questlove sits down with R&B icon Eric Benét for a deeply human, wildly musical conversation tracing the singer’s journey from Milwaukee family harmonies to gold plaques and Grammy nominations. Benét opens up about early sonic imprints like Burt Bacharach, Dionne Warwick, and “Wichita Lineman,” his Alabama and Mobile roots, and…

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