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Dame Dash: The Man That DISCOVERED & Built Jay-z & Kanye West! | E192

Dame Dash is the co-founder of Roc-A-Fella records and the producer who discovered Jay Z and Kanye West. A legend of hip hop and rap who changed not only the dominant sound within the genre, he totally upended the way it operated as a business. Topic: 0:00 Intro 02:06 Early years 11:43 Losing your mother 16:14 What is your dark side 21:10 Where did you get your mindset from? 26:21 What did you have above everyone else 29:56 Why did Roc-a-fella win? 40:46 Whats the right type of dream to set 44:34 How do you stay focused? 45:41 How sustainable is your ambition? 54:03 The importance of honour and loyalty 55:39 Discovering Kanye 01:03:04 Regrets with Roc-a-fella 01:03:04 Kanye compared to Jay-z 01:10:56 I don’t trust anyone 01:17:58 Hard work 01:20:37 Therapy 01:23:13 The hardest moment in your life 01:25:53 What lessons are you teaching your 5 children? 01:28:03 Visualisation 01:30:39 The last guest question Dame: Instagram: https://bit.ly/3DVTBQF Twitter: https://bit.ly/3FFMSf8 The Dairy sign up link: https://bit.ly/3fUcF8q Join this channel to get access to perks: https://www.youtube.com/channel/UCGq-a57w-aPwyi3pW7XLiHw/join Listen on: Apple podcast - https://podcasts.apple.com/gb/podcast/the-diary-of-a-ceo-by-steven-bartlett/id1291423644 Spotify - https://open.spotify.com/show/7iQXmUT7XGuZSzAMjoNWlX Follow: Instagram: https://www.instagram.com/steven/ Twitter: https://twitter.com/SteveBartlettSC Linkedin: https://www.linkedin.com/in/steven-bartlett-56986834/ Telegram: https://g2ul0.app.link/SBExclusiveCommunity Sponsors: Craftd - https://g2ul0.app.link/gZ8in6Dsvsb BlueJeans - https://g2ul0.app.link/NCgpGjVNKsb Huel - https://g2ul0.app.link/G4RjcdKNKsb

Dame DashguestSteven Bartletthost
Nov 2, 20221h 36mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Dame Dash On Art, Loss, Roc-A-Fella, And Refusing To Conform

  1. Dame Dash recounts his journey from Harlem hustler to co‑founder of Roc‑A‑Fella, framing his life as a relentless pursuit of independence, art, and self‑respect. He explains how early trauma, especially the deaths of his mother and Aaliyah, stripped him of fear and recalibrated his sense of what really matters: health, freedom, love, and creative expression.
  2. He dissects the music industry’s exploitative structures, why Roc‑A‑Fella succeeded, and how his partnerships with Jay‑Z and Kanye West diverged because of differing values around money, art, and loyalty. Dash argues that society, schooling, and corporate culture are designed to produce obedient workers, not dreamers, and urges people to reclaim their power through ownership and entrepreneurship.
  3. Now identifying primarily as an artist rather than a businessman, Dash describes building films, fashion, books, comics, and Dame Dash Studios independently, fully aware it’s slower and harder than taking corporate money—but, he insists, far more fulfilling. The conversation is underpinned by his insistence on honor, his distrust of traditional authority, and his belief that dreaming big and acting fearlessly are non‑negotiable.

IDEAS WORTH REMEMBERING

5 ideas

Radical indifference to others’ judgment can be a powerful psychological shield.

At age four, Dame decided he would never feel embarrassed again after a nursery‑school incident. He consciously rejected external validation, likening it to spraying himself with “I don’t give a fuck what anybody’s thinkin’ spray.” He argues most people live in fear of others’ opinions, which leads to suppressed expression and depression; by contrast, he prioritizes self‑expression as long as no one is harmed.

Early trauma can destroy fear and clarify what counts as a ‘real’ problem.

Losing his mother at 16 and later Aaliyah made Dame “fearless”; death became his benchmark for hardship. After that, he vowed not to stress about anything except health, death, or freedom. This reframing allowed him to take large risks—selling drugs, entering music with no credentials, betting on Jay‑Z and Kanye—because everyday business setbacks felt trivial compared to irreparable loss.

Ownership and partnership models can protect artists from exploitative industry norms.

Dash lays out how standard label deals exchange an advance for ownership and 8–10% royalties on an artist’s own work, which he calls logically absurd and emasculating (“I’m signed to another man”). At Roc‑A‑Fella he structured partnerships where artists co‑owned ventures and learned to leverage their own celebrity rather than being leveraged by others, even though this meant he personally made less money.

Roc‑A‑Fella’s success came from uncompromised belief and doing it independently when gatekeepers said no.

Every label passed on Jay‑Z—too old, rapped too fast—so Dame built Roc‑A‑Fella himself. He attributes winning to having a “clear dream” unaffected by naysayers, an ability to visualize victory, and refusal to let others’ limits define his reality. He frames most people as programmed not to win; his edge was ignoring that programming and building his own game.

Artistic integrity often conflicts with corporate money, and choosing art slows the path but deepens fulfillment.

Dame contrasts two paths: exploiting artists for maximum profit versus empowering them and becoming an artist himself. He’s explicit that he could be “billions and billions” richer had he chosen pure business, but he now refuses to “do anything for money.” Instead, he monetizes things he loves—films, fashion, music, books—even if it means being a “starving artist” and constantly fighting for independence.

WORDS WORTH SAVING

5 quotes

My first real memory is saying at four years old, ‘I’m never gonna feel embarrassed again. Ever.’

Dame Dash

You’re gonna give me an advance, I’m gonna give you all the rights to my records and then you’re gonna give me 10% of my art. That just didn’t make sense to me.

Dame Dash

If somebody told you that you couldn’t sell companies and do the things that you did, to them it’s superhero shit. I know I’m a superhero.

Dame Dash

When my moms died, I didn’t really care if I died, because I’d be like, ‘I’d be with my moms.’ I had no fear of anything at that point.

Dame Dash

Money is man‑made. Real currency is love, and that’s God‑made. I’m going with God’s currency every time.

Dame Dash

Childhood in Harlem, family dynamics, and early traumaFearlessness, ego, and obsession with not being embarrassedRoc‑A‑Fella Records: creation, success, and breakup with Jay‑ZDiscovering and developing artists like Kanye WestCritique of the music industry, schooling, and systemic controlArt versus money: independence, ownership, and creative integrityGrief, therapy, parenting, and breaking generational cycles

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