12. How a College Dropout set a Millionaire Mindset

How do you go from dropping out of college to running a multi-million-dollar roofing company and flipping houses in your 20s? In this episode, Isaac Gabbert shares how he built financial freedom through entrepreneurship, real estate, and relentless hustle. His journey proves that with hard work, risk-taking, and the right mindset, you can create success at any age.

In this episode, we sit down with Isaac Gabbert, owner of Redline Roofing and an active real estate investor, whose story is anything but ordinary. From roofing as a summer job, to flipping homes for six-figure profits, to scaling a company past $3M in revenue, Isaac’s path shows how ambition and discipline can turn small beginnings into big wins.

Isaac opens up about what it takes to balance multiple businesses, the power of networking, and why young people have the best opportunity to start now. He also shares practical, real-world advice for anyone considering entrepreneurship, real estate, or building a trade-based business with long-term growth in mind.

Authentic, driven, and packed with insight, Isaac was an incredible guest you won’t want to miss.

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