Uploaded June 2026 | Updated September 2026, 1 day ago
Christopher Cross joins Questlove in Hollywood for a deep musician-to-musician conversation about songwriting, studio craftsmanship, and surviving meteoric success. Cross reveals the true origin of Arthur's Theme (Best That You Can Do)and the outlaw mythology behind Ride Like the Wind, while recalling experiences like seeing Jimi Hendrix live, opening for Led Zeppelin, and singing background vocals with Carl Wilson. He breaks down the making of his classic debut album, his obsession with Steely Dan–level precision, and why his later records still matter deeply to him and his core fans. Along the way, Cross shares rare stories about Brian Wilson, Joni Mitchell, Michael McDonald, and Jimmy Page — plus the unforgettable Ginger Baker milk-and-ulcers story. Christopher Cross is currently on tour [christophercross.com/]
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #ChristopherCross
Christopher Cross joins Questlove in Hollywood for a deep musician-to-musician conversation about songwriting, studio craftsmanship, and surviving meteoric success. Cross reveals the true origin of Arthur's Theme (Best That You Can Do)and the outlaw mythology behind Ride Like the Wind, while recalling experiences like seeing Jimi Hendrix live, opening for Led Zeppelin, and singing background vocals with Carl Wilson. He breaks down the making of his classic debut album, his obsession with Steely Dan–level precision, and why his later records still matter deeply to him and his core fans. Along the way, Cross shares rare stories about Brian Wilson, Joni Mitchell, Michael McDonald, and Jimmy Page — plus the unforgettable Ginger Baker milk-and-ulcers story. Christopher Cross is currently on tour [christophercross.com/]
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #ChristopherCross
![Maseo and Posdnous beautiful friendship | Questlove Show
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 sampler, and how the same laugh he was once teased about eventually became a defining element of Gorillaz’ “Feel Good Inc.” Plug 3 also opens up about the Nitro Tour, navigating music-industry politics, pioneering De La’s Kickstarter era, and processing the loss of Dave while keeping the group’s legacy alive. De La Souls Cabin In The Sky album [https://linktr.ee/wearedelasoul?utm_s...] is available now.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #MaseoofDeLaSoul #VincentMason Maseo and Posdnous beautiful friendship | Questlove Show](https://i.ytimg.com/vi/FMM68mJueWw/mqdefault.jpg)
![DJ Muggs on Being Too Successful | Questlove Show
DJ Muggs and Questlove link up in Hollywood, California for a deep dive into the creative vision that made Cypress Hill one of Hip-Hops 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 Pains Jump Around. Along the way, he discusses his latest collaboration, Dont Call Me Lucky [https://www.youtube.com/watch?v=IZyCh4DiTOQ], with Los Angeles lyricist TF, mentoring The Alchemist, and why todays 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.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #DJMuggs DJ Muggs on Being Too Successful | Questlove Show](https://i.ytimg.com/vi/Fdf2N3Qrd4s/mqdefault.jpg)
![Eric Benet on Attention, Fame and Success | Questlove Show
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 16-year-old self. Benéts latest single, Whos Gonna Save Us [https://beacons.ai/ericbenet?utm_source=ig&utm_medium=social&utm_content=link_in_bio&fbclid=PAcGRvZgJleHRuA2FlbQIxMQBzcnRjBmFwcF9pZA85MzY2MTk3NDMzOTI0NTkAAadBTfG-O5rMyVsP-R36A-pStRo315SxYtHyEkkCmN8G13bzJvH5wCJLrwL7pQ_aem_SYobIKfO1tgZRk3TSONinA] is newly available now.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #EricBenét Eric Benet on Attention, Fame and Success | Questlove Show](https://i.ytimg.com/vi/FhhAAFxgUOQ/mqdefault.jpg)
![Basquiat, Haring, and Fab 5 Freddy’s Mission To Rewrite Art History | Questlove Show
Hip-hop visionary Fab 5 Freddy joins Questlove for a wide-ranging conversation tracing his journey from Bed-Stuys Hancock Street to the forefront of music, art, television, and culture. While discussing his memoir, Everybodys Fly [https://www.penguinrandomhouse.com/books/775871/everybodys-fly-by-fab-5-freddy-with-mark-rozzo/], Fab reflects on Brooklyns mobile disco scene, the origins of sound system culture, graffitis transformation of subway cars into rolling art galleries, and the experiences that helped shape Hip-Hops foundation. He also revisits the enduring legacy of Wild Style and Yo! MTV Raps, sharing stories about bringing rap to mainstream television, introducing N.W.A to a national audience, directing a classic Snoop Dogg video, and championing groundbreaking artists as an executive. Along the way, Fab shines a light on the unsung heroes of the graffiti movement, recalls encounters with figures ranging from Malcolm X and Thelonious Monk to Jean-Michel Basquiat and Keith Haring, and discusses how art, music, and advocacy continue to drive cultural change today.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #Fab5Freddy Basquiat, Haring, and Fab 5 Freddy’s Mission To Rewrite Art History | Questlove Show](https://i.ytimg.com/vi/FjHE53_M7x8/mqdefault.jpg)
![Thundercat On The Music Teacher Who Mentored A Generation of Greats | Questlove Show
The late Reggie Andrews was a Dazz Band affiliate who went on to change countless lives as a music teacher at Locke High School and founder of the Multi-School Jazz Band. Beyond mentoring artists like The Pharcyde and Tyrese Gibson, he shaped a generation of student musicians, including Kamasi Washington, Thundercat, Terrace Martin, and Ronald Bruner Jr. In this clip from The Questlove Show, Thundercat reflects on how Andrews—who died in 2008—transformed lives through mentorship that extended far beyond music and helped cultivate a new Los Angeles Jazz scene.
Thundercats latest album, Distracted [https://thundercat.lnk.to/distracted?utm_source=ig&utm_medium=social&utm_content=link_in_bio&fbclid=PAZXh0bgNhZW0CMTEAc3J0YwZhcHBfaWQPOTM2NjE5NzQzMzkyNDU5AAGnF6kOiyKRkGgz1XYTxoW5K1dwQelEMx2iGWcwbUUZi-bs8fhWvbc5MRnqULU_aem_wbuoF6sE8twSG-LkwWrXgA] is out now.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #Thundercat Thundercat On The Music Teacher Who Mentored A Generation of Greats | Questlove Show](https://i.ytimg.com/vi/FueMLlv3y6g/mqdefault.jpg)

![Thundercat and Doom | Questlove Show #shorts
Thundercat joins Questlove for a wide-ranging, deeply personal conversation that traces his journey from Compton and church gigs to global stages with Flying Lotus, Mac Miller, and beyond. He breaks down the spiritual impact of MF DOOM, how mentors like Dazz Band affiliate Reggie Andrews and his musician parents shaped his ear. Thundercat reflects on surviving LA’s realities, finding creative family with Kamasi Washington and crew, and the role comics, anime, and Disneyland played in building his singular universe. He and Questlove compare Jazz upbringings, talk bass gods (Stanley vs. Jaco), grief and growth after losing collaborators, and the daily work of staying present in a chaotic world. Thundercats newest album, Distracted [https://thundercat.lnk.to/distracted?utm_source=ig&utm_medium=social&utm_content=link_in_bio&fbclid=PAZXh0bgNhZW0CMTEAc3J0YwZhcHBfaWQPOTM2NjE5NzQzMzkyNDU5AAGnBl7vlwzb-SkhPTj6L2vbmkDUvUEfWSAHMaQaD7nvMUdPUz26X_a_ID1DGNY_aem_3LU8AfrAG7zohBJeEXg75g], is out now.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #Thundercat Thundercat and Doom | Questlove Show #shorts](https://i.ytimg.com/vi/GQdGm3nMh6Q/mqdefault.jpg)

![Eric Benét & Questlove Talk Fast-Food Jobs, ’70s Bedroom Posters, & Steely Dan | Questlove Show
Eric Benét looks back on his teen years making burgers and tacos in Milwaukee before his Questlove Show interview turns to bedroom posters—and poses—a shared appreciation for Steely Dan, especially Donald Fagen’s album The Nightfly, and the need for more songs in shuffle rotation. Erics latest single, Whos Gonna Save Us, [https://beacons.ai/ericbenet?utm_source=ig&utm_medium=social&utm_content=link_in_bio&fbclid=PAcGRvZgJleHRuA2FlbQIxMQBzcnRjBmFwcF9pZA85MzY2MTk3NDMzOTI0NTkAAadBTfG-O5rMyVsP-R36A-pStRo315SxYtHyEkkCmN8G13bzJvH5wCJLrwL7pQ_aem_SYobIKfO1tgZRk3TSONinA] is available now.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #EricBenét Eric Benét & Questlove Talk Fast-Food Jobs, ’70s Bedroom Posters, & Steely Dan | Questlove Show](https://i.ytimg.com/vi/GtbBQY5FmJ8/mqdefault.jpg)
![Top 3 People That Inspired Joe Kay | Questlove Show #shorts
Questlove sits down with Soulection [https://www.soulection.com/] founder Joe Kay live backstage at the 2026 Roots Picnic in Philadelphia. The conversation traces the origins of a global movement that grew from zip files and SoundCloud posts into a worldwide community. Joe reflects on his earliest musical memories—from family deep cuts and white-label promos to discovering J Dilla—and how those influences helped shape the unmistakable Soulection sound.
He and Questlove dig into the craft of DJing, from set architecture and “go-to” records to reading the room and balancing nostalgia with discovery. Joe also explains why he left Los Angeles for Miami in search of a new international energy. Along the way, they explore the role of curators as culture-shapers, the artists Soulection helped amplify—from Brent Faiyaz to Kaytranada—and what it takes to build a movement that still feels fresh 15 years in.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #Joe #JoeKay Top 3 People That Inspired Joe Kay | Questlove Show #shorts](https://i.ytimg.com/vi/H1o6mO-qLR0/mqdefault.jpg)
![The Teacher that Changed Angela Nissel | Questlove Show #shorts
[https://www.harpercollins.com/products/good-grief-pass-the-bread-mom-is-dead-angela-nissel?variant=43993025413154].
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.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #AngelaNissel #writer #screenwriting #memoir The Teacher that Changed Angela Nissel | Questlove Show #shorts](https://i.ytimg.com/vi/HXw4CBkdDk8/mqdefault.jpg)