I sat down with Chris Miles to unpack a question I see so many real estate entrepreneurs wrestle with: why does success still feel like a grind? In this conversation, we go deeper than doors and deal volume and talk about what actually creates freedom. Chris shares his journey from chasing scale to rebuilding around cash flow, liquidity, and true leverage after losing everything in the recession. If you’ve built something that looks successful on paper but still depends on you to run, this will help you rethink how you approach growth, income, and the role of support in your business.
For a complete guide on optimizing and scaling your real estate investments, download my Time + Freedom Starter Pack! This essential tool walks you through ten key steps for organizing a profitable property portfolio. Click here to get your copy today!
Hello everyone and welcome back. I’m Adrienne Green and today I have with me Chris Miles. Today we talk about how real estate entrepreneurs can escape the grind and create the freedom that they usually got into real estate for in the first place. So Chris, I’m excited to have a conversation about your life and how you escaped the grind and created some freedom.
Yeah, it’s gonna be a fun conversation. I can already tell.
So now to ground us, can you give us a quick snapshot of your real estate investing focus right now?
Yeah, I’m now more of a hands-off passive real estate investor at this point and various forms of real estate. Not just having turnkey rentals where I have property managers around the country that help take care of properties, but I also have things from raw land partnerships where somebody else is doing the raw land, but I finance it. I’m doing hard money lending and debt funds and things like that. Oil and gas, where I get paid on the lease of the land and things of that nature. So I do a pretty wide variety in the real estate space.
Continue reading



