The Psychology of Enough: What a $100 Million Exit Taught Andrew Hulbert About Success

Andrew Hulbert went from starting a company in his bedroom in his pants to building and exiting a business for $100 million before the age of 40.

An incredible achievement, but this conversation is about far more than business.

Andrew’s life could very easily have gone in a completely different direction. He was wild, fiercely ambitious and willing to take risks most people wouldn’t entertain. At 15, he was brutally attacked and came within inches of potentially losing his life. Years later, those same extremes, channelled differently, would help him build something extraordinary.

This episode is really about the pivotal moments that shape our lives and what happens when you’re prepared to back yourself when there are absolutely no guarantees.

We talk about mindset, ambition, risk and sacrifice, and the uncomfortable truth about what it can take to achieve extraordinary things. Andrew is incredibly candid about the years when the business came before almost everything else, the impact that had on his marriage and family, and why he still wrestles with the contradiction that the very obsession he would approach differently today was also fundamental to his success.

We also get into something that isn’t talked about nearly enough. What happens when you actually get everything you’ve spent years chasing? Why do so many founders struggle after selling their businesses? What happens to your identity when the goal disappears, and how do you find purpose when money is no longer the motivation?

Despite Andrew’s monumental success, some of the biggest lessons in this conversation have very little to do with money. We talk about what success actually means, the risks worth taking, the price we’re prepared to pay for what we want and why achieving more doesn’t necessarily give us more of what really matters.

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Key moments include:

✔ From starting a business in his pants to a $100 million exit

✔ The attack at 15 that could have changed everything

✔ Why the traits that can derail your life can also become your greatest strengths