Brooklyn Episodes

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 a...

Barry Manilow pulls up to The Questlove Show for a rare, career-spanning conversation that begins with humble reflections on Williamsburg, Brooklyn, and ends with Hall of Fame accolades, classic jingles, and a recent victory over cancer. Ahmir and Barry trace his path from CBS mailroom kid to music director, arranger, and reluctant frontman who never saw himself as a singer. Manilow breaks down the craft of writing immortal ad hooks, the no-glam reality of the legendary Continental Baths, and why he'll only write songs as a job now. Barry, who released his first album in 15 years, What A Time last month, also opens up about imposter syndrome and working with Bette Midler, Dionne Warwick, and Ron Dante. This episode was taped in April 2026, before the passing of Clive Davis, Barry Manilow's longtime collaborator, who is mentioned throughout the conversation. Manilow is on tour now, performing in arenas across the US and continuing his record-setting Las Vegas residency.

Hip-Hop visionary Fab 5 Freddy joins Questlove to trace his path from Bed-Stuy Hancock Street to painting whole-car subway masterpieces, exhibiting in Rome, and helping bring Rap to the mainstream through Yo! MTV Raps. While discussing his new memoir, Everybody's Fly, Fred shares vivid memories of Brooklyn riots, preserving Malcolm X’s final speech on reel-to-reel tape, and even cold-calling Thelonious Monk as a kid. Freddy unpacks Brooklyn’s mobile disco scene, the origins of sound system cultu...

QLS gets in the weeds with Mr. Walt and Evil Dee of Da Beatminerz. This free-flowing discussion traces the origins of a very gritty sound and frequency of 1990s Rap production. The two brothers are not above clowing one another as they recall working on Black Moon's classic debut Enta Da Stage, going crate-digging with Q-Tip, and helping to make D&D Studios a true enclave of hardcre Hip Hop. True to Da Beatminerz' name and sound, this episode digs deep.

In Part 2 of this in-person QLS episode, Hannibal Buress revisits his time as a writer for SNL and 30 Rock. The multi-threat speaks about his rap career and the music he's released as Eshu Tune. Buress also shares his plans to restore a crucial NYC entertainment venue.

Angie Martinez links with Questlove Supreme in New York City. "The Voice Of New York" speaks candidly about her upbringing, a fearless passion for Hip-Hop, and career expansion throughout the last 30 years. Along the way, Angie recalls her unique vantage point for the JAY-Z and Nas radio battle, some controversial interviews, and the importance of family.

Shaggy gives Team Supreme an incredible music history lesson as he breaks down cultivating an original style and why he feels he has always been deeply misunderstood. The veteran joins QLS to discuss his Grammy-nominated Frank Sinatra-inspired album Com Fly Wid Mi and his collaborations with Sting. This interview is not to be missed!