“My Life Was Out of Control” Why I Sold My $3M Empire to Live Nation At 29 | Demetrius Carrington episode artwork

EPISODE · Feb 20, 2026 · 1H 21M

“My Life Was Out of Control” Why I Sold My $3M Empire to Live Nation At 29 | Demetrius Carrington

from Cash Flow Conversations · host Clift Roach II | Fortuna Production House

“The rockstar lifestyle was fun, but I was conflicted. My spirit wasn’t right.”Demetrius Carrington wasn’t just in the room — he was the one booking it.From throwing his first party at 16 in Detroit, MI to working with icons such as Prince, The Notorious B.I.G., Britney Spears, and Lenny Kravitz, Demetrius built one of the Midwest’s most powerful concert promotion companies from scratch. A $1 million investment secured in Bernie Mac’s green room changed everything. By 29, he had sold his company for $3 million to what is now known as Live Nation.But the money came at a cost. Burnout. A rockstar lifestyle running at “100 miles an hour.” And a spiritual reckoning that made a $200K/night business feel hollow.In this episode of Cash Flow Conversations, host Clift Roach II sits down with Demetrius Carrington publisher of Beautiful Machine Magazine for an unfiltered masterclass on building, losing, and rebuilding wealth in the entertainment business.What we cover:🔵 The “Father Tax” — How Demetrius' dad redirected his earnings into assets he's is still collecting from today.🔵 The $400 Deal With The Wizard That Started Everything — How a broke 16-year-old’s first event turned into a national promotion empire.🔵 The $1M Green Room Deal — The night in Bernie Mac’s green room that changed the trajectory of his entire business.🔵 Touring with Icons — The truth about promoting Prince on the West Coast and the Biggie Smalls Paramount movie deal that never happened.🔵 The Decision to Sell — Burnout, spiritual conflict, and the mechanics of a $3M corporate acquisition at 29.🔵 From Concert Promoter to Publisher — How Demetrius rebuilt his empire through Beautiful Machine Magazine a platform no one saw coming.🔵 The IRS Gut Punch — What overseas incorporation cost him and what every entrepreneur needs to know about repatriating money.🔵 What He’d Tell Young Artists Today — Why you don’t make money selling records, why NBA YoungBoy’s $72M tour gross needs to go into trusts immediately, and why a Rolex holds 80% of its value.👍 Like, comment & subscribe to our YouTubehttps://www.youtube.com/@CashFlowConversations7🔔 Hit the notification bell so you never miss a drop👀 Subscribe to  @CashFlowConversationsClips  for the best moments from every episode. Short & to the point❗️FOLLOW BEAUTIFUL MACHINE MAGAZINE 📲https://www.instagram.com/beautifulmachinemagazine/FOLLOW CASH FLOW CONVERSATIONS 📲Show: https://www.instagram.com/cashflow_conversationsHost: https://www.instagram.com/cliftroachProducer: https://www.instagram.com/dreaux

Episode metadata supplied by the publisher feed · Published Feb 20, 2026

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“My Life Was Out of Control” Why I Sold My $3M Empire to Live Nation At 29 | Demetrius Carrington

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