Uploaded August 2025 | Updated September 2026, 1 day ago
🎙️ What happens when Prince fights a major label to protect your art? In this powerful episode, Grammy-winning singer, songwriter, and multi-instrumentalist Judith Hill sits down with Rob Cass to unpack the highs and heartbreaks of a life lived in the shadows — and the spotlight — of musical greatness. From Michael Jackson and Stevie Wonder to the deep personal connection she formed with Prince, Judith shares moments that are both inspiring and soul-shaking.
Judith opens up about the traumas of her life and music career, how her guitar became her “spirit animal”, and why funk, soul, and rock’n’roll aren’t just genres — they’re lifelines. She reveals the terrifying unpredictability of performing with Stevie Wonder, the surreal experience of being cast to sing with Michael Jackson just before his death, and how Prince became her mentor, collaborator, and protector in a legal battle with Sony. “He was a crusader,” she says, describing how they went into that fight together. 🎸⚡
From her breakout moment in the Oscar-winning documentary 20 Feet from Stardom to her latest album Letters from a Black Widow (2024), Judith Hill’s voice has backed legends — and now, finally, tells her own story. If you love stories of artistry, resilience, and raw musical truth, this is the episode you can’t miss. 🔥
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🕒 CHAPTERS
00:00 Episode recap
00:53 The Fifth Beatle
05:48 Guitar Is My Spirit Animal
09:25 Our Show Is Funk, Soul, and Rock’n’Roll
13:01 Finding My Voice in Paris
16:16 How I Got Cast by Michael Jackson Right Before He Died
18:02 What Was Terrifying About Singing with Stevie Wonder
19:35 Behind the Scenes of the Oscar-Winning 20 Feet from Stardom
22:14 Prince Helped Me Fight Sony Over My Album
28:27 I Was So Lost After Prince Passed
31:41 Judith Hill on What Inspires Her in Music
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🎙️ What happens when Prince fights a major label to protect your art? In this powerful episode, Grammy-winning singer, songwriter, and multi-instrumentalist Judith Hill sits down with Rob Cass to unpack the highs and heartbreaks of a life lived in the shadows — and the spotlight — of musical greatness. From Michael Jackson and Stevie Wonder to the deep personal connection she formed with Prince, Judith shares moments that are both inspiring and soul-shaking.
Judith opens up about the traumas of her life and music career, how her guitar became her “spirit animal”, and why funk, soul, and rock’n’roll aren’t just genres — they’re lifelines. She reveals the terrifying unpredictability of performing with Stevie Wonder, the surreal experience of being cast to sing with Michael Jackson just before his death, and how Prince became her mentor, collaborator, and protector in a legal battle with Sony. “He was a crusader,” she says, describing how they went into that fight together. 🎸⚡
From her breakout moment in the Oscar-winning documentary 20 Feet from Stardom to her latest album Letters from a Black Widow (2024), Judith Hill’s voice has backed legends — and now, finally, tells her own story. If you love stories of artistry, resilience, and raw musical truth, this is the episode you can’t miss. 🔥
---------------------------------------------------------------------------
🕒 CHAPTERS
00:00 Episode recap
00:53 The Fifth Beatle
05:48 Guitar Is My Spirit Animal
09:25 Our Show Is Funk, Soul, and Rock’n’Roll
13:01 Finding My Voice in Paris
16:16 How I Got Cast by Michael Jackson Right Before He Died
18:02 What Was Terrifying About Singing with Stevie Wonder
19:35 Behind the Scenes of the Oscar-Winning 20 Feet from Stardom
22:14 Prince Helped Me Fight Sony Over My Album
28:27 I Was So Lost After Prince Passed
31:41 Judith Hill on What Inspires Her in Music
--------------------------------------------------------------------------
🎧 Don’t forget to:
👍 Like
🔔 Subscribe
💬 Comment
📲 Share
STAY TUNED ON SOCIALS:
instagram.com/dopeyeah.talk
tiktok.com/@dopeyeahtalk?_t=8pWkf42Rm9h&_r=1
facebook.com/profile.php?id=61563840578898
https://x.com/dopeYEAHtalk
