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Videos

Sept. 9, 2026

Joe Kay of Soulection on The 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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Sept. 8, 2026

Vince Staples | Questlove Show

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…

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Sept. 8, 2026

JoJo on The 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. 7, 2026

The Most Destructive Show Ever w Maseo from De La Soul | 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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Sept. 6, 2026

"I NEVER liked my voice" Maseo and Questlove on Rhyming | 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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Sept. 5, 2026

Kurt Loder Reflects On His Time At MTV News | Questlove Show

In a clip from his appearance on The Questlove Show [https://www.youtube.com/watch?v=wAyofNKNi1U], Kurt Loder speaks about joining MTV in 1988 and why he refused to adopt the hyper, slangy VJ persona, choosing instead to lean into his natural deadpan delivery. He recalls surreal assignments like wearing pajamas for a Madonna promo,…

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Sept. 5, 2026

Maseo and Posdnous' beautiful friendship | 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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Sept. 4, 2026

"We almost scrapped the record" Maseo on De La Soul's first album | 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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Sept. 3, 2026

Kurt Loder Recalls Rolling Stone & Writing About Music in the 1970s | Questlove Show

Before his years with MTV News, Kurt Loder was a leading critic and writer at Rolling Stone. In this clip from his appearance on The Questlove Show [https://www.youtube.com/watch?v=wAyofNKNi1U], Loder looks back on that era of music and life in New York City—from going to shows and chasing stories to covering…

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Sept. 3, 2026

How De La Soul Came Together w Maseo | 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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Sept. 2, 2026

Maseo on engineering "Cool Breeze on the Rocks" | 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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Sept. 2, 2026

JoJo's Wake Up Song | 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

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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