Prince Episodes

In this Questlove Show mini-episode, Questlove revisits the making of Michael Jackson's HIStory with a previously unreleased encore segment from the Jimmy Jam & Terry Lewis interview. Ahmir unpacks the track’s orchestral scale, Boyz II Men vocals, and marathon mix sessions with fellow producers, breaking down why “HIStory” feels like MJ’s “Night of the Living Baseheads” moment. From there, the conversation pivots to mailbag questions from podcast supporters about Jam & Lewis’ creative synergy, Prince deep cuts, and Questlove’s new Rolling Stone feature ranking 100 essential Prince songs.

Jimmy Jam & Terry Lewis join The Questlove Show in-studio to discuss their upcoming April Las Vegas residency, along with key milestones from their extraordinary career. The legendary duo unpacks the dynamics of their decades-long creative partnership, both in and out of the studio. They revisit sessions with Janet Jackson, Usher, Mary J. Blige, The Isley Brothers, and Barry White, offering insight into the moments behind some of their most iconic work. Along the way, Jam and Lewis reveal which ...

Questlove answers Questlove Show listener letters in a candid mini-episode that spans grief, legacy, and the weight of influence. Responding to a fan whose “musical Mount Rushmore” includes several late legends in Ahmir's orbit, he reflects on losing collaborators. Quest also revisits the rise and evolution of Okayplayer, teases liner notes and treats for the next Roots projects, and addresses the fate of his lockdown DJ sets and whether they might return online. Please send your questions by the contact us page on QuestloveSupreme.com or DM'ing the show.

Electric bass visionary MonoNeon joins Questlove to trace his journey from Memphis church kid and second-generation musician to Prince’s last-hired bassist and a viral internet force. He breaks down his flipped right-handed bass technique, neon-soaked persona, and Dada-inspired art mindset, plus the albums that shaped him. MonoNeon and Quest' dig into his speech-to-music videos, collaborations with George Clinton and Mac Miller, the lessons he took from Paisley Park, and how embracing “mistakes” and self-doubt became the engine of his ultimate goal: total musical freedom.

In a special one-on-one conversation with Questlove, Sananda Maitreya discusses his early days. This conversation includes praise for Stevie Wonder as well as crediting Rod Stewart for his trademark rasp. Sananda speaks about time in Harlem and his ambitions as a boxer. Sananda also talks about performing at the 1988 Grammy Awards, with Michael Jackson, Prince, and Smokey Robinson watching from the front row, revealing some extra detail about that set.

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.

André 3000 and Questlove meet in Venice, California for a special QLS episode. This discussion veers from the curious — questions about hidden talents, breakfast cereals, and morning routines, to deeper dives into creative callings, conversations with Prince, and those amazing guest verses.

In Part 2, Funky George Brown of Kool & The Gang explains the group's transition and super success at the turn of the 1980s. He discusses the songwriting process, personnel changes, and the challenges of touring with Van Halen.