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More Plates More Dates

He Was A Billionaire, But Now He's Not... Was It Worth It?

Nov 27, 2024
In this discussion, Andrew Wilkinson, a serial entrepreneur and author of "Never Enough," shares his transformative journey from being a barista to running 40 businesses. He explores the complex relationship between wealth and happiness, revealing that even billionaires can feel unfulfilled. Andrew emphasizes the importance of curiosity and learning, highlights impactful books, and challenges the notion that more money equals more happiness. He also offers insights into achieving work-life balance and the significance of problem-solving in entrepreneurship.
02:09:57

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Quick takeaways

  • Andrew Wilkinson shares his transition from anonymity to public visibility during the COVID era, enhancing his personal and business connections.
  • The realization of the importance of delegation allowed Wilkinson to thrive by hiring capable CEOs, boosting both profits and satisfaction.

Deep dives

Emergence from Anonymity

Andrew Wilkinson recounts his journey from being an anonymous entrepreneur to a recognized figure in the podcasting world. After working behind the scenes in the business landscape for nearly 20 years, the isolation during the COVID era prompted him to leap into public visibility. By saying 'yes' to various podcasts, he soon discovered the joy of engaging in insightful conversations and connecting with an array of impressive individuals. This newfound visibility not only enriched his personal life but also enhanced his business operations through increased outreach and potential acquisitions.

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