1990S 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...

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 Hotel Philadelphia to the birth of the Transformer scratch at Central High—breaking down how Philly quietly rewrote the rules of the DJ. Cash also traces his own evolution from house party selector to technical innovator, inspired by Latin Rascals edits, Gemini mixers, and his own dancer’s sense of rhythm. Along the way, he reveals the wild story behind his “Pump Me Up” routine, which later found its way into Public Enemy’s “Fight the Power” and the Def Comedy Jam theme. This mini-episode is merely an appetizer for a much bigger discussion to come. See omnystudio.com/listener for privacy information.

Questlove sits down with R&B icon Eric Benét for a deeply human, wildly musical conversation tracing the singer’s journey from Milwaukee family harmonies to gold plaques and Grammy nominations. Benét opens up about early sonic imprints like Burt Bacharach, Dionne Warwick, and “Wichita Lineman,” his Alabama and Mobile roots, and how discovering Questlove’s own lineage story reshaped the way he thinks about ancestry, Haiti, and spirituality. The two dig into Prince vs. Michael Jackson, a legendary James Brown clip, and what it really meant to grow up in Milwaukee during the Jeffrey Dahmer years. Benét breaks down his path from band life to major labels, the making and shelving of Better and Better, how David Foster and Dean Parks helped shape Hurricane, and why songs like “Spend My Life With You” and “Sometimes I Cry” never get old on stage. Along the way, the longtime friends talk vocal maintenance, the emotional cost of fame, the rise of Neo-Soul, and what Benét would tell his 1…

Legendary music journalist and MTV News icon Kurt Loder joins Questlove in the studio for a deep dive into the evolution of rock criticism, music journalism, and pop culture. Loder traces his journey from his early days covering Janis Joplin and Captain Beefheart to his era-defining work at Rolling Stone and MTV News, sharing firsthand memories of punk at CBGB, Prince, and the rise of Hip-Hop into the mainstream. Kurt opens up about writing Rolling Stone's first major Rap review, chronicling Tina Turner's life and remarkable comeback in book form, and navigating the ethics, responsibility, and influence of the critic's pen. Questlove and Loder also unpack the line between fandom and objectivity, the danger of snap judgments, and how artists like Prince, James Brown, and Joni Mitchell redefined the possibilities of pop music. This episode is a masterclass in music history, criticism, and culture, told by one of the most trusted voices ever to cover it.

DJ Muggs and Questlove link up in Hollywood, California for a deep dive into the creative vision that made Cypress Hill one of Hip-Hop's most groundbreaking acts. From SP-1200 grit and Psychedelic textures to Rock-infused boom bap, Muggs traces his journey from Queens to Bell Gardens, revisits the making of classics like "How I Could Just Kill a Man," "Hand On The Pump," and House Of Pain's "Jump Around." Along the way, he discusses his latest collaboration, Don't Call Me Lucky, with Los Angeles lyricist TF, mentoring The Alchemist, and why today's drumless, loop-driven renaissance feels like a continuation of ideas he was exploring decades ago. Still driven by curiosity over convention, Muggs explains why chasing dusty, unconventional sounds remains at the heart of everything he creates.

During the recent Thundercat episode of The Questlove Show, the creation of MF DOOM's iconic mask was misattributed. After QLS past guests (shout out to Dante Ross), friends of the show, and our legions of dedicated listeners called out the mistake, The Questlove Show is proud to set the record straight by welcoming the mask's original and sole creator, KEO—a longtime friend, collaborator, and creative partner of DOOM. In this QLS mini, KEO tells the story in his own words, sharing the true o...

The second half of Fab 5 Freddy's in-studio conversation with Questlove explores the enduring legacy of Wild Style and revisits key moments from Yo! MTV Raps. Fab shines a light on the unsung heroes of the graffiti movement and reveals how a botched audio recording shaped one of his film's most iconic sequences. The conversation also traces his role in bringing N.W.A to television, directing a classic video for Snoop Dogg, and helping develop a groundbreaking Chicago Rap group as an executive. Along the way, he reflects on the legacies of Jean-Michel Basquiat and Keith Haring, and discusses building a modern-day renaissance through art and cannabis advocacy.

Angela Nissel joins Questlove for a deeply funny and moving conversation about growing up in Southwest Philly, breaking into television, and navigating grief after losing her mother—the subject of her new memoir, Good Grief, Pass The Bread, Mom Is Dead. The longtime friends revisit their wild early days together, from telemarketing gigs and busted cars to building Okayplayer and discovering the early internet, while unpacking people-pleasing, therapy, and late-in-life self-discovery. Angela opens up about caregiving, moving her mother to Los Angeles, surviving Hollywood burnout, and rediscovering who she is beyond work—all with the sharp wit that helped shape shows like Scrubs and The Boondocks.

Questlove sits down with Sonic Youth co-founder and avant-garde icon Kim Gordon for a candid, funny, and surprisingly vulnerable conversation about imposter syndrome, the Downtown/No Wave era, and how a visual artist became a profoundly influential bassist, singer, and producer. Kim talks about embracing spontaneity in the studio, discovering dissonance alongside Public Enemy at Greene Street Studios, accidentally launching her solo career with producer Justin Raisen, and navigating motherhood. She also reflects on recently updating her memoir and her role in the film Chronology of Water. One of music’s enduring arbiters of cool joins The Questlove Show—take heed.

Nine-time Grammy-winning producer and DJ Mark Ronson sits down with Questlove to discuss the many elements of his life and love of music, particularly as they intersect with the era explored in his New York Times best-selling book, Night People. Ronson reflects on a formative period in New York City nightlife, his awkward beginnings as a club DJ, and the experiences that sparked his passion for Hip-Hop and playing music for others. Drawing from the book—originally conceived as a companion piece to an album—he opens up about balancing family life with a demanding career. Along the way, Ronson and Questlove compare notes on the evolving rules of DJ’ing today, making this conversation a perfect groove for music lovers.

Erick Sermon and Questlove spoke for more than three hours in the closing days of 2024. In Part 1 of this QLS season finale, E-Double recalls the early days of EPMD, breaks down how Long Island fueled a rivalry with Eric B. & Rakim, and discusses where the melodic Funk in his music comes from. This conversation touches on classic songs by Erick and his group, Redman, Stezo, and so much more.

Adam Horovitz of the Beastie Boys joins Questlove Supreme to discuss his incredible journey. This conversation includes AdRock looking back to the early days of the Beasties and how the Punk band made an authentic and passion-fueled segue into Hip Hop. AdRock also speaks about his distinct voice, a lifelong passion for crate-digging, and how his career has allowed him to experiment with creativity now. This two-hour discussion has been years in the making, and it's worth the wait.

Drummer Cindy Blackman Santana joins Questlove Supreme for a career retrospective. She recalls her Ohio childhood, moving to Connecticut, and early days in New York City. Cindy details learning under Jazz legends Tony Williams and Art Blakey and how she was part of an essential movement in the genre during the 1980s. After working with a who's who of Jazz and cementing her own legacy, Cindy details the conversation and audition that would make her a keystone figure within Lenny Kravitz's band. She also describes staying ageless while balancing music and marriage with past QLS guest Carlos Santana.

Jonathan Shecter, aka Shecky Green, is the founding Editor-in-Chief of The Source magazine and its co-creator. In part 1 of this special interview, Jonathan recalls his 1980s Philadelphia childhood, Rap dreams, and working at radio staple Power 99. Shecky details The Source's early years and how the magazine began as support for a Harvard University radio show and expanded to "The Bible of Hip-Hop." This episode is packed with history, passion, and insight into the music that is now considered classic material.

This episode of QLS is a special one-on-one between Team Supreme co-host Unpaid Bill and top songwriter and producer Sam Hollander. Sam, who made hits alongside Metro Station, Fitz and the Tantrums, Panic! At The Disco, and Gym Class Heroes, emphasizes his bumpy career journey. This trajectory includes dropping out of college, a record deal at a famed Rap label, and purposeful collaborations with Carole King and The O'Jays. Sam peppers humor and self-deprecation into a story that offers hope for any impassioned creative. Hollander's book, 21-Hit Wonder: Flopping My Way to the Top of the Charts, chronicles this experience. This episode took place at Renaissance Recording with engineering by Isaiah Abolin.

Twenty-five years after "You Got Me," Eve and Questlove have an in-depth conversation alongside Team Supreme. The Grammy-winning, chart-topping Hip-Hop artist is joined by author and historian Kathy Iandoli to discuss her new memoir Who's That Girl? The discussion traces Eve's steps from West Philadelphia to Hollywood to London and success in music, film, and television. Listen as Eve's passion for rapping and her journey with self-love are apparent in this special conversation.

Weezer's Rivers Cuomo and Patrick Wilson visit QLS in the studio. Ahead of its 30th anniversary Weezer reflects on its famed debut, the blue album. Patrick and Rivers describe their own upbringings, the earliest days of Weezer, and how The Cars' Ric Ocasek was the perfect producer. This conversation between peers shows some intersectional histories and creates a few laughs too.

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.

Frankie Beverly joins Questlove Supreme for a very special appearance. This rare in-studio conversation finds Team Supreme telling the Philadelphia native about his impact, significance, and ability to provoke joy through music as Frankie reflects on over 50 years of exceptional songs and showmanship.

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.

After years of manifesting, Questlove Supreme welcomes Shanice Wilson and Tracie Spencer—together. These two songstresses talk about their overlapping music industry experiences, making songs that define a generation's adolescence and what they have been doing in recent years. This fun in-studio interview checks a bucket list for Team Supreme. See omnystudio.com/listener for privacy information.

Milli Vanilli co-founder Fab Morvan speaks to Questlove Supreme about his musical journey. Fab opens up about the highs, the lows, the mistakes, and the misinformation surrounding his career — currently covered in a evocative new documentary. He also remembers his late creative partner Rob Pilatus. Fab's passion for music burns bright throughout this personal and reflective conversation.

In part two of Dallas Austin's Atlanta sitdown with Questlove Supreme, the hit-making producer/songwriter revisits his time with Illegal, Highland Place Mobsters, and Michael Jackson. Dallas Austin is a storyteller extraordinaire, and this QLS episode has many memorable tales.

Diamond D joins Questlove Supreme in Atlanta to discuss growing up with Hip-Hop pioneers in his literal backyard. The acclaimed producer/MC/DJ triple-threat discusses his career, from Ultimate Force and Stunts Blunts & Hip Hop, into his new album, The Rear View. QLS brings back its sample-spotting game as we sit down with the best-kept secret.