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Barry O’Reilly – Keep Improving Your Investment System
23rd March 2022 • My Worst Investment Ever Podcast • Andrew Stotz
00:00:00 00:24:17

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BIO: Barry O’Reilly is an entrepreneur, business advisor, and author who has pioneered the intersection of business model innovation, product development, organizational design, and culture transformation.

STORY: One of Barry’s oldest friends sent him a video about investing in Ethereum. He watched the video but didn’t understand it, so he didn’t invest. The investment turned out to be a success, and Barry missed out on the opportunity.

LEARNING: Trust your curiosity, especially in venture building. Don’t focus too much on that missed opportunity. Learn from it.

 

“Keep improving your system. Identify the things that went the way you hoped and mitigate the ones that didn’t.”

 

Guest profile

Barry O’Reilly is an entrepreneur, business advisor, and author who has pioneered the intersection of business model innovation, product development, organizational design, and culture transformation.

Barry is the co-founder of Nobody Studios, a crowd-infused, high-velocity venture studio with the mission to create 100 compelling companies over the next 5 years.

Barry is the author of two international bestsellers, Lean Enterprise and Unlearn.

Worst investment ever

In 2015, one of Barry’s oldest best friends sent him a video he was convinced he had to watch and was going to change his life. The video was of a young guy talking about an idea called Ethereum. This unique technology was going to transform the way people interact and transact.

Barry watched the video seven times, and he didn’t get it every single time. So he didn’t invest. His friend invested and made millions from the investment.

Lessons learned

  • Trust your curiosity, especially in venture building.
  • Take small steps to get started and learn your way through new ideas.
  • Be very conscious about how you invest your energy, capacity, and focus.

Andrew’s takeaways

  • Don’t focus too much on that missed opportunity. Learn from it.
  • Start small and build up your investment portfolio as you gain more experience.
  • When you’re investing in startups, invest in many, knowing that some of them will fail, some will succeed, but you’re going to learn from all of them.

Actionable advice

Keep improving your system. Identify the things that went the way you hoped and mitigate those that didn’t.

No.1 goal for the next 12 months

Barry’s goal for the next 12 months is to be the first venture to ever offer equity crowdfunding.

Parting words

 

“Just keep up the great work Andrew.”
Barry O’Reilly

 

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