Uploaded May 2026 | Updated September 2026, 17 hours 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

![I NEVER liked my voice Maseo and Questlove on Rhyming | 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 I NEVER liked my voice Maseo and Questlove on Rhyming | Questlove Show](https://i.ytimg.com/vi/VwpDxJB4oQM/mqdefault.jpg)
![Barry Manilow | The Questlove Show
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 hell 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 Manilows longtime collaborator, who is mentioned throughout the conversation. Manilow is on tour now [https://barrymanilow.com/], performing in arenas across the US and continuing his record-setting Las Vegas residency.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #BarryManilow Barry Manilow | The Questlove Show](https://i.ytimg.com/vi/WEp3UYshdCU/mqdefault.jpg)
![Maseo on DJing in his childhood | The Questlove Show #shorts
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 on DJing in his childhood | The Questlove Show #shorts](https://i.ytimg.com/vi/WJrRWr4R22g/mqdefault.jpg)
![Barry Manilow on Mandy | Questlove Show #shorts
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 hell 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 Manilows longtime collaborator, who is mentioned throughout the conversation. Manilow is on tour now [https://barrymanilow.com/], performing in arenas across the US and continuing his record-setting Las Vegas residency.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #BarryManilow Barry Manilow on Mandy | Questlove Show #shorts](https://i.ytimg.com/vi/Wudaf1kH2Po/mqdefault.jpg)
![Christopher Crosss First Musical Memory | Questlove Show #shorts
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 Arthurs 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 [https://www.christophercross.com/]
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #ChristopherCross Christopher Crosss First Musical Memory | Questlove Show #shorts](https://i.ytimg.com/vi/X1b_N6MsLKs/mqdefault.jpg)
![Fab 5 Freddy on the 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 Fab 5 Freddy on the Questlove Show](https://i.ytimg.com/vi/X6llJtE3VVA/mqdefault.jpg)

![Where Angela Nissel Grew Up in Philly | 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 Where Angela Nissel Grew Up in Philly | Questlove Show #shorts](https://i.ytimg.com/vi/X9l-AASnORg/mqdefault.jpg)
![Earth Wind & Fires Ralph Johnson on Collecting Art and Why He Loves It | Questlove Show
Ralph Johnson is a Rock & Roll Hall of Fame inductee for his decades with Earth, Wind & Fire—but music isn’t his only passion. For nearly 50 years, he’s been an avid art collector, building a collection that now includes an original Salvador Dalí. In this clip, Johnson tells Questlove about his journey as a collector. His memoir, Rhythm & Fire: A Life in Harmony with Earth, Wind & Fire [https://www.simonandschuster.com/book...], is out now. Earth Wind & Fires Ralph Johnson on Collecting Art and Why He Loves It | Questlove Show](https://i.ytimg.com/vi/XIsMkmJfgjk/mqdefault.jpg)
![Eric Benets First Musical Memory | Questlove Show #shorts
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 Benets First Musical Memory | Questlove Show #shorts](https://i.ytimg.com/vi/XQcK4HLawrk/mqdefault.jpg)