I started buying real estate because I did not want to spend my best years asking permission to take a Tuesday off. That was more than ten years ago. Since then I have flipped houses, built a portfolio of long-term rentals, structured a commercial office acquisition with almost nothing down, and bought, renovated, and eventually sold a restaurant. Somewhere in the middle I earned my Florida broker's license and opened a brokerage.
Alongside the properties I have been building businesses. I run a small group of operating brands, and I have started, bought, fixed, and closed enough of them to have opinions worth listening to. The failures taught me more than the wins, and I talk about both, which is not always the fashionable choice.
Before any of this paid the bills, I spent years inside large financial institutions doing intelligence and analysis work, and finished with an executive MBA from the University of Florida. I do not do that work any more, but it left me with a way of thinking I still use on every deal: assume your information is incomplete, decide anyway, and be honest about what would prove you wrong. It is why I underwrite the way I do.
Today the work is investing, operating, and teaching. Driven Life Academy is the coaching side, The Driven Entrepreneur is the podcast, and DLAnalyzer is software I built because I was tired of underwriting deals in spreadsheets. I am not a full-time educator. I am an operator who happens to teach, and I think that is the only kind worth learning from.