What if everything you’ve been told about money—saving in a 401(k), paying off your mortgage early, living frugally—isn’t actually the path to freedom?
In this episode of The Deal Scout, Susan Reilly interviews Chris Miles, dubbed the Anti-Financial Advisor, to uncover why traditional financial advice isn’t just outdated—it could be keeping you stuck in the rat race.
Chris shares how he walked away from his role as a financial advisor after a sobering moment with his own father, who had followed all the rules… and still couldn’t retire comfortably. That moment triggered Chris's shift into real estate investing, passive income strategies, and ultimately, financial independence at the age of 28.
But the road wasn’t smooth. Chris also dives into the hard truth behind his million-dollar financial loss, the dangers of ditching multiple income streams, and the importance of staying liquid. From financial collapse to a complete rebuild and a second retirement at age 39, Chris offers a real, unfiltered look at what it takes to achieve financial freedom.
You'll learn:
Why the traditional retirement model is broken
How to build multiple passive income streams
What business owners often get wrong about financial independence
The role relationships play in long-term success
Why liquidity is more important than you think
How hustle culture could be killing your business (and your health)
Whether you're a seasoned entrepreneur or just starting to think about creating financial freedom, this episode is packed with powerful insights and actionable takeaways.
Want to get connected to Chris Miles?
Reach out to host Susan Reilly at susan@thedealscout.com and she’ll make the introduction.
Interested in being featured on The Deal Scout?
Pitch your story or deal idea by emailing susan@thedealscout.com — we’re always on the lookout for inspiring guests and out-of-the-box dealmakers.
