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May 14, 2025 56 mins

What does it really take to stay the course when life throws everything at you: financial ruin, job loss, a near-death experience, and the crushing weight of uncertainty? In this raw and inspiring episode, Brittany sits down with Kevin Jacobson Jr., entrepreneur, sales expert, and co-founder of Leverage AI, to unpack the wild twists and powerful lessons from his unconventional journey.

Kevin shares how getting hit by a car at 40 mph literally flipped his life upside down, forcing him into entrepreneurship before he thought he was ready. From sneaker bot hustles and viral “booty pajamas” to leading one of the top Shopify stores in the world, Kevin breaks down how he stayed ahead of market trends—years before others saw them coming.

You’ll learn:

  • Why “chasing two rabbits” is a fast track to failure—and how Kevin mastered singular focus.

  • How he turned a $6,000 AI investment into a multi-six-figure business by eliminating busy work for sales teams.

  • The real reason most people fail to make AI their advantage (and how you can avoid it).

  • Why knowing your weaknesses is more important than relying on your strengths.

We also talk about the secret to relaxed determination—how Kevin stays driven without the frantic, panicked energy that burns most entrepreneurs out. And you’ll hear the unbelievable story of how a chance extra role in a film turned into a scene-stealing moment alongside Keenan Thompson and Mena Suvari.

This episode is packed with perspective shifts you didn’t know you needed.

💥 Ready to break a few rules in your own journey? Hit play now!

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