Music Industry Episodes

38
May 3, 2026

Raheem DeVaughn

Raheem DeVaughn joins Questlove to trace his journey from a Washington DC Go-Go kid to internationally known “Love King,” radio host, and independent R&B force. He breaks down the spiritual meaning of love, the art of the perfect slow-jam mixtape, and how Go-Go culture shaped his sound and hustle (including his current band). Raheem also tells stories about his father touring with Stevie Wonder, remaking a full, soon to release Marvin Gaye album with Kenny Dope, and building his career from Black Lily open mics to a Jive Records deal and beyond. He also explains how he inherited The Quiet Storm radio show, why direct-to-consumer is changing the game, and what it really takes to survive as an indie artist in today’s music industry.
8
March 20, 2024

Ledisi

Grammy Award-winning singer-songwriter Ledisi spends her new album's release day with Questlove Supreme. Ledisi reveals the challenges she has faced as a self-made DIY artist that works in multiple genres as well as stage and screen. However, after years on the grind, Good Life is a fitting title for the artist's newest project. Ledisi describes this album while recalling a journey of talent and tenacity.
4
Feb. 21, 2024

Ed Eckstine

Ed Eckstine is a name that has come up during multiple QLS interviews. Now he sits down to talk about not only growing up in a legendary household where icons regularly stopped by, but he shares 50 years of music industry history. Ed recalls working at Quincy Jones Productions before his time with Clive Davis at Arista working with Whitney Houston and Kenny G. Eckstine also talks about his years leading Polygram and Mercury, where he signed acts like Tony! Toni! Toné!, Vanessa Williams, and Brian McKnight. This is a joyful deep dive filled with anecdotes, intersections, laughter, and two hours of insider wisdom.
Guest: Ed Eckstine
18
May 24, 2023

Lisa Cortés Part 1

Award-winning filmmaker and former record executive Lisa Cortés joins Questlove Supreme for an in-studio conversation in New York City. Cortés recalls her musical upbringing and serendipitous beginnings at Def Jam Records and, eventually, the Mercury Records executive team. Here is a two-parter not to be missed.
Guest: Lisa Cortés
12
April 12, 2023

Bob James

April is Jazz Appreciation Month, and Questlove Supreme sits down with a genre legend. Bob James recalls his incredible journey and working with Sarah Vaughan, Creed Taylor, Idris Muhammad, and others. Bob speaks about becoming a beacon for Hip Hop and samplers, and how he has gone from a source to a collaborator with artist like RZA, Talib Kweli, and soon...Questlove.
45
Nov. 23, 2022

DJ Drama Pt. 2

In part 2 of DJ Drama's Questlove Supreme interview, the Grammy Award-winning DJ and executive opens up about the 2007 FBI Raid that was intended to end his mixtape operation. Instead, Drama adapted. He speaks about building Generation Now and ushering Lil Uzi Vert and Jack Harlow to stardom. Drama also tells Questlove how much The Roots have meant to his journey.
Guest: DJ Drama