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The Story Of Death Row Records Co-Founder Harry-O (#421)

From My First Million · Published Jul 5, 2023 · Watch on YouTube

TL;DR

Michael "Harry-O" Harris recounts his journey from 11 legal businesses by age 26 (including a 30-car limo service, construction, beauty salons, real estate) to drug trafficking generating ~$2M/day in cocaine sales, a 33-year prison sentence, and co-founding Death Row Records while incarcerated at San Quentin.

Key insights

  • Harris learned business fundamentals as a child working at competing shoe shine parlors, observing how two owners competed and hired kids, and listening to customers from different walks of life.
  • He learned not to judge a book by its cover: a man in a station wagon might have 30 pairs of shoes and tip big, while a man in a nice car might have few shoes and no tip.
  • His management approach was to become the managing partner in any investment, requiring the domain expert to teach him everything about that business so he could combine it with his management skills.

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