Uploaded June 2026 | Updated September 2026, 1 day ago
Black Music Month kicks off in a major way. Mickey Guyton joins Questlove for a deeply personal conversation about carving out space as a Black woman in Country music, from her church roots in Texas to performing on global stages like the Super Bowl and in China. She opens up about her religious upbringing, perfectionism, anxiety, creative burnout, and finding her true audience among marginalized fans who feel seen in her story. Along the way, Mickey and Quest geek out on Brandy, karaoke etiquette, gatekeeping in Country music, and what it really costs to pioneer a lane that didn't exist before.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #MickeyGuyton
Black Music Month kicks off in a major way. Mickey Guyton joins Questlove for a deeply personal conversation about carving out space as a Black woman in Country music, from her church roots in Texas to performing on global stages like the Super Bowl and in China. She opens up about her religious upbringing, perfectionism, anxiety, creative burnout, and finding her true audience among marginalized fans who feel seen in her story. Along the way, Mickey and Quest geek out on Brandy, karaoke etiquette, gatekeeping in Country music, and what it really costs to pioneer a lane that didn't exist before.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #MickeyGuyton
![How De La Soul Came Together w Maseo | 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 How De La Soul Came Together w Maseo | Questlove Show](https://i.ytimg.com/vi/bR2p-Lz9AEo/mqdefault.jpg)
![Angela Nissel on Grief, Regret & the Questions We Never Ask | The Questlove Show
Author and screenwriter Angela Nissel joins Questlove—her friend of 35 years—to discuss her memoir, Good Grief, Pass the Bread, Mom Is Dead [https://www.harpercollins.com/products/good-grief-pass-the-bread-mom-is-dead-angela-nissel?variant=43993025413154]. Reflecting on her experience as a caregiver, Angela shares what no one told her: to slow down and ask her mother the questions that mattered while there was still time. She opens up about losing her gratitude practice, the matching pajamas she still keeps, the one Luther Vandross song that makes her cry because it was the only time she ever saw her mother break down, and the nursing ID badge that has become a personal shrine. Together, Angela and Ahmir explore memory, grief, and the small objects and moments that continue to connect us to the people weve lost. Angela Nissel on Grief, Regret & the Questions We Never Ask | The Questlove Show](https://i.ytimg.com/vi/bU5NXG4QtsA/mqdefault.jpg)
![Taking Over The Quiet Storm Radio Show: Raheem DeVaughn’s Second Career | Questlove Show
Raheem DeVaughn talks inheriting Washington DC’s iconic Quiet Storm radio show [https://thequietstormstation.whur.com/], getting emotional when he signed the contract, and using radio as a nightly healing space. He also discusses the opportunity for his friends and peers to break records in a special corner of R&B. Taking Over The Quiet Storm Radio Show: Raheem DeVaughn’s Second Career | Questlove Show](https://i.ytimg.com/vi/bdWqQwBfwxw/mqdefault.jpg)


![Maseo of De La Soul on The Questlove Show | 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 of De La Soul on The Questlove Show | Questlove Show](https://i.ytimg.com/vi/bu1CByBqrRA/mqdefault.jpg)
![The Best Compliment Christopher Cross Has Received | | 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 The Best Compliment Christopher Cross Has Received | | Questlove Show #shorts](https://i.ytimg.com/vi/c76K2LIWgYg/mqdefault.jpg)

![Posdnuos of De La Souls Process | Questlove Show #shorts
Posdnuos of De La Soul sits down with Questlove for a long-awaited conversation fans have been asking for. Ahmir digs into the groups catalog with fan-driven questions, while Plug 1 shares stories from the studio, reveals which classic tracks were originally intended for other artists, and reflects on the legacy of his brother, Dave aka Trugoy the Dove. The discussion celebrates one of Hip-Hops most influential groups—and their lasting impact on The Roots. With last years Cabin In The Sky album [https://linktr.ee/wearedelasoul?utm_source=linktree_profile_share<sid=38116747-92e7-4a6b-818e-28c0261b9456] still in constant rotation, this is an episode fans wont want to miss.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #YoutubePodcast Posdnuos of De La Souls Process | Questlove Show #shorts](https://i.ytimg.com/vi/d21pqa4e23s/mqdefault.jpg)
![Christopher Cross on Jimi Hendrix | 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 Cross on Jimi Hendrix | Questlove Show #shorts](https://i.ytimg.com/vi/e3AuKymN78s/mqdefault.jpg)
