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Sean High came to the Air Force with nothing but grit. Dairy farm kid. Working 40 hours a week while in school. Side hustle while serving. Real estate on the side. Then a car accident changed everything.

But here's what most people miss: getting knocked down taught him something most people never learn. He didn't retreat. He pivoted.

Now he's closing deals with $20 million dollar business owners over the phone. Cold calling. No fancy pitch. Just skill, resilience, and the belief that rejection is just part of the game.

In this conversation, Ryan and Sean break down what the military actually teaches you about business that Harvard won't. Why your background doesn't determine your ceiling. How to build a life around freedom, not just money. And the brutal truth about sales: you either get comfortable with rejection or you stay broke.

If you've ever thought about shifting careers, building something from nothing, or learning to sell the way the top 1% actually do it, this episode is for you.

TOPICS COVERED:

• The dairy farm to $20M business owner cold calls
• What military bearing teaches you about sales and authenticity
• Why rejection is a skill, not a personality trait
• How the best deal-makers think about leverage and timing
• Building wealth vs. building a lifestyle
• The M&A space: lower middle market ($1-25M) and how deals actually work
• Why 90% of deals fall apart the first time
• Dunning-Kruger effect in business and how to spot it in yourself
• Service business to scalable model: the shift Sean is making
• Freedom as the real currency

New episodes drop every Monday. Follow Ryan Miller:
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