My Worst Investment Ever October 2025 – Andrew Stotz

My Worst Investment Ever October 2025 – Andrew Stotz

Episode 812: Dr. Thomas Powell – The One Rule You Should Never Break as an Investor (Even in Front of Friends)

BIO: Thomas J. Powell, founder of The Powell Perspective™, is a seasoned entrepreneur, investor and founder advocate, providing clarity, strategy and resilience to leaders building at scale.

STORY: Thomas invested $3.6 million in a friend’s cannabis company, ignoring his own due diligence framework. Because he skipped important governance protections and failed to document the terms of reconciliation or exit, the investment became frustrating, difficult to monitor and nearly impossible to resolve – proving that breaking your own rules is the most expensive mistake.

LEARNING: Never mix friendship and business. Make sure that both you and the founder are solving the same problem.

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INDEMNIFICATION: This content is for informational purposes only. It is not intended as investment advice. Readers should not consider statements made by the author(s) as formal recommendations and should consult their financial advisor before making any investment decisions. While the information provided is believed to be accurate, it may contain errors or inaccuracies. The author(s) cannot be held liable for any actions taken as a result of reading this article.


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