Money Stories

Money Stories


Colin O’Farrell: He Was On the Verge of Private Island Money - Then Lost it All - Money Stories Ep 23

August 15, 2025

For years, Colin O’Farrell worked in the oil and gas industry, learning firsthand how deals are structured and value is created.


He went on to co-found a private equity-backed company that delivered three times the investors’ money in less than two years. But when the deal closed, the personal toll was undeniable. On his last day of employment, he underwent major lower back surgery after a crushed disc damaged the nerve that controlled his left ankle, leaving his foot dragging on the floor. It was the breaking point after years of stress, long hours, and a pace that left no room for recovery.


In this episode, Colin shares the realities of rapid growth and what comes after a major exit. He talks about the challenge of deciding the next move, the lessons learned from investing time, energy, and capital too quickly, and how he has shifted to building from a place of clarity and alignment.


We unpack:

• The advantage of building equity positions early

• Why taking a pause after a big win can be more valuable than rushing into the next deal

• The personal cost of overextending time, energy, and capital

• How to assess risk and opportunity with a clear head

• Why true wealth is measured by the yield of your assets relative to your burn


Connect with Colin

LinkedIn: https://www.linkedin.com/in/colin-o-farrell-364a015a/ 

Company Website: https://www.enclosureenergy.com/


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