In Part 2 of Wayne Brady's in-studio conversation with Questlove Supreme, the world-class entertainer speaks about what his cameo on Chappelle's Show did for his career and image. Wayne also talks about working on a game show, his love of music, spending free time, and much more.

In Part 2 of Wayne Brady's in-studio conversation with Questlove Supreme, the world-class entertainer speaks about what his cameo on Chappelle's Show did for his career and image. Wayne also talks about working on a game show, his love of music, spending free time, and much more.

The Questlove Show builds on the award-winning Questlove Supreme podcast, bringing listeners into intimate, one-on-one conversations with peers, influences, and friends. Hosted by Ahmir “Questlove” Thompson, each episode uncovers the unexpected — from morning rituals and hidden talents to the art and experiences that shaped a guest’s journey. Sometimes playful, sometimes profound, always curious, QLS offers rare insight into leaders in music, film, television, comedy, literature, mental health, and beyond. It’s a fresh, unpredictable spin from a trusted source — a place where randomness is encouraged, tangents are welcomed, and conversations are anything but ordinary.

The Questlove Show builds on the award-winning Questlove Supreme podcast, bringing listeners into intimate, one-on-one conversations with peers, influences, and friends. Hosted by Ahmir &ldquo;Questlove&rdquo; Thompson, each episode uncovers the unexpected &mdash; from morning rituals and hidden talents to the art and experiences that shaped a guest&rsquo;s journey. Sometimes playful, sometimes profound, always curious, QLS offers rare insight into leaders in music, film, television, comedy, literature, mental health, and beyond. It&rsquo;s a fresh, unpredictable spin from a trusted source &mdash; a place where randomness is encouraged, tangents are welcomed, and conversations are anything but ordinary.

The Questlove Show

Black Music Month: Wayne Brady Part 2

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/1d28633c-977f-45da-8197-b18c016cb9c5/transcript

Questlove sits down with Soulection 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.

Questlove sits down with Soulection 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&mdash;from family deep cuts and white-label promos to discovering J Dilla&mdash;and how those influences helped shape the unmistakable Soulection sound.
He and Questlove dig into the craft of DJing, from set architecture and &ldquo;go-to&rdquo; 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&mdash;from Brent Faiyaz to Kaytranada&mdash;and what it takes to build a movement that still feels fresh 15 years in.

Joe Kay of Soulection

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/7a7feb3c-2dc1-4c3f-92a0-b4b70023b1f9/transcript

Questlove and Team Supreme sat down with the legendary Carlos Santana in late 2021 for a wide‑ranging conversation on spirituality, music, and a lifetime of artistic risk-taking. Santana breaks down his morning gratitude ritual, his concept of grace, and how John Coltrane, Alice Coltrane, and African rhythms shaped his sound from Caravanserai through his 1970s catalog.

He revisits his journey from Autlán, Tijuana, and the Bay Area to Woodstock, talks about avoiding the dark side of the ’70s Rock lifestyle, and explains why he’s committed “career suicide” multiple times in order to protect his artistic integrity. Along the way, he shares stories about Tony Williams and John McLaughlin at Slugs, Michael Jackson and Lauryn Hill collabs, his iconic PRS tone, and his vision for drums, community, and a world less driven by fear.

This is Santana in full shaman mode—funny, candid, and deeply philosophical.

Questlove and Team Supreme sat down with the legendary Carlos Santana in late 2021 for a wide‑ranging conversation on spirituality, music, and a lifetime of artistic risk-taking. Santana breaks down his morning gratitude ritual, his concept of grace, and how John Coltrane, Alice Coltrane, and African rhythms shaped his sound from Caravanserai through his 1970s catalog.
He revisits his journey from Autl&aacute;n, Tijuana, and the Bay Area to Woodstock, talks about avoiding the dark side of the &rsquo;70s Rock lifestyle, and explains why he&rsquo;s committed &ldquo;career suicide&rdquo; multiple times in order to protect his artistic integrity. Along the way, he shares stories about Tony Williams and John McLaughlin at Slugs, Michael Jackson and Lauryn Hill collabs, his iconic PRS tone, and his vision for drums, community, and a world less driven by fear.
This is Santana in full shaman mode&mdash;funny, candid, and deeply philosophical.

The truly miraculous Carlos Santana shares his history, inspirations and his soul with Quest

QLS Classic: Carlos Santana

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/e38488f8-2bce-4e9d-bb88-ae320076cc95/transcript

In this QLS Mini, Open Mike Eagle and Cousin Jake briefly unpack their stress soundtracks, from comfort spins like XTC and R.E.M. to the way MTV and MTV News quietly raised a generation. Using their recent Kurt Loder Questlove Show interview as a springboard, they revisit formative moments like the Kurt Cobain and Tupac reports, the Real World era, and how Loder became a kind of Gen X Walter Cronkite. The conversation tracks how we used to “lean back” and receive culture versus today’s hyper-controlled feeds, while celebrating the dignity and care MTV News brought to covering cultures.

In this QLS Mini, Open Mike Eagle and Cousin Jake briefly unpack their stress soundtracks, from comfort spins like XTC and R.E.M. to the way MTV and MTV News quietly raised a generation. Using their recent Kurt Loder Questlove Show interview as a springboard, they revisit formative moments like the Kurt Cobain and Tupac reports, the Real World era, and how Loder became a kind of Gen X Walter Cronkite. The conversation tracks how we used to &ldquo;lean back&rdquo; and receive culture versus today&rsquo;s hyper-controlled feeds, while celebrating the dignity and care MTV News brought to covering cultures.

A Reaction To The Kurt Loder Episode Of The Questlove Show

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/b83f225e-6390-4de1-babb-b4b6001c286f/transcript

Black Music Month: Wayne Brady Part 2

In 1 playlist(s)

The Questlove Show

Social links

Follow podcast

Recent clips