Uploaded August 2026 | Updated September 2026, 1 day ago
Questlove and JoJo are NOT close friends. They aren’t—or at least, that’s how they approached this conversation: two pals from different genres and generations who have bonded in recent years, sitting down to see what else they might have in common.
For The Questlove Show, the two get into JoJo’s evolution from teen prodigy to Grammy-winning, multi-platinum artist—songwriting camps, vocal discipline, Broadway chops, creative blocks, and what it means to define success on your own terms. JoJo also gets real about periods of feeling low, her family, and why she’s no longer interested in trauma-dumping in the studio—but still wants the music to hit you hard.
And, because this is QLS, we go everywhere: Boston accents, mermaid dreams, theater nerd deep dives, the standards for singing in the age of AI, and the story behind her viral flip of “Marvin’s Room” by Drake.
This is a conversation about craft, resilience, growing up in public, and choosing joy without losing the soul.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #JoJo
Questlove and JoJo are NOT close friends. They aren’t—or at least, that’s how they approached this conversation: two pals from different genres and generations who have bonded in recent years, sitting down to see what else they might have in common.
For The Questlove Show, the two get into JoJo’s evolution from teen prodigy to Grammy-winning, multi-platinum artist—songwriting camps, vocal discipline, Broadway chops, creative blocks, and what it means to define success on your own terms. JoJo also gets real about periods of feeling low, her family, and why she’s no longer interested in trauma-dumping in the studio—but still wants the music to hit you hard.
And, because this is QLS, we go everywhere: Boston accents, mermaid dreams, theater nerd deep dives, the standards for singing in the age of AI, and the story behind her viral flip of “Marvin’s Room” by Drake.
This is a conversation about craft, resilience, growing up in public, and choosing joy without losing the soul.
#TheQuestloveShow #Questlove #TheQuestloveShowPodcast #QuestloveShow #QuestloveSupreme #iHeartPodcasts #iHeart #Podcast #Podcasttolisten #JoJo

![Joe Kay of Soulection on The Questlove Show
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 Joe Kay of Soulection on The Questlove Show](https://i.ytimg.com/vi/ajnZLMlp9Fs/mqdefault.jpg)

![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)
