For Black Music Month, travel back to this beloved episode when R&B legend Jeffrey Osborne told Questlove Supreme tales of drumming on Soul Train, touring with The Jacksons, and flying high...On The Wings of Love.

For Black Music Month, travel back to this beloved episode when R&amp;B legend Jeffrey Osborne told Questlove Supreme tales of drumming on Soul Train, touring with The Jacksons, and flying high...On The Wings of Love.

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 QLS Classic: Jeffrey Osborne

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/a5039c10-3dc6-4ce3-84a9-af000046061b/transcript

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.

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&mdash;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&mdash;all with the sharp wit that helped shape shows like Scrubs and The Boondocks.

Angela Nissel

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/591cedac-6b8e-43d0-a877-b44d01352f3e/transcript

Recorded back in mid-2023, Cedric the Entertainer—the king of comedy whose career spans film, television, and hosting—added “novelist” to his already expansive résumé. That was a cause for discussion with Questlove and Team Supreme during the virtual interview days. In this funny and thoughtful episode of QLS, Cedric discusses his debut novel Flipping Boxcars, reflects on the journey that shaped his career, and shares the inspiration behind his latest creative pivot. Enjoy!

Recorded back in mid-2023, Cedric the Entertainer&mdash;the king of comedy whose career spans film, television, and hosting&mdash;added &ldquo;novelist&rdquo; to his already expansive r&eacute;sum&eacute;. That was a cause for discussion with Questlove and Team Supreme during the virtual interview days. In this funny and thoughtful episode of QLS, Cedric discusses his debut novel&nbsp;Flipping Boxcars, reflects on the journey that shaped his career, and shares the inspiration behind his latest creative pivot. Enjoy!

QLS Classic: Cedric The Entertainer

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/57352748-67d9-418f-a390-b08300d746bc/transcript

In this Questlove Show mini-episode, Questlove revisits the making of Michael Jackson's HIStory with a previously unreleased encore segment from the Jimmy Jam & Terry Lewis interview. Ahmir unpacks the track’s orchestral scale, Boyz II Men vocals, and marathon mix sessions with fellow producers, breaking down why “HIStory” feels like MJ’s “Night of the Living Baseheads” moment.

From there, the conversation pivots to mailbag questions from podcast supporters about Jam & Lewis’ creative synergy, Prince deep cuts, and Questlove’s new Rolling Stone feature ranking 100 essential Prince songs.

In this Questlove Show mini-episode, Questlove revisits the making of Michael Jackson's HIStory with a previously unreleased encore segment from the Jimmy Jam &amp; Terry Lewis interview. Ahmir unpacks the track&rsquo;s orchestral scale, Boyz II Men vocals, and marathon mix sessions with fellow producers, breaking down why &ldquo;HIStory&rdquo; feels like MJ&rsquo;s &ldquo;Night of the Living Baseheads&rdquo; moment.
From there, the conversation pivots to mailbag questions from podcast supporters about Jam &amp; Lewis&rsquo; creative synergy, Prince deep cuts, and Questlove&rsquo;s new&nbsp;Rolling Stone feature ranking 100 essential Prince songs.

Jimmy Jam & Terry Lewis Michael Jackson HIStory Bonus Segment + Twin Cities Mailbag Questions

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/7a6e42b0-23a0-4d74-b408-b44800c89c69/transcript

Black Music Month QLS Classic: Jeffrey Osborne

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