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Season 7, Episode 12 · The Questlove Show

Maseo of De La Soul

17 Aug 2026 · 2 hr 13 min

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Episode notes

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,” “Afro Connections,” and the epic “Cool Breeze on the Rocks” splice session, Mase breaks down the art, risk, and innovation behind De La’s catalog. He explains how a skipping record sparked a 20-minute freestyle, how an eight-second guitar pedal became his first…

Podcast

The Questlove Show

iHeartPodcasts · Music · English

The Questlove Show builds on the award-winning Questlove Supreme podcast, bringing listeners into intimate, one-on-one conversations with peers, influences, and friends. Hosted by Ahmir “Questlove” Thompson, each episode uncovers the unexpected — from morning rituals and hidden talents to the art an

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