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🎙 Dale Majors started flipping bike parts online as a teenager, eventually turning that hustle into BikeWagon, a $10M/yr e-commerce business. After scaling and selling the company, he didn’t retire—he used his entrepreneurial skills to design a life built around freedom, adventure, and family. From long-distance bikepacking trips across Europe to launching Venture Anyway, a peer group for entrepreneurs, Dale has always prioritized lifestyle over endless hustle.

In this episode, we talk about his journey from flipping to scaling, why selling a business isn’t always the answer, and how he continues to buy, grow, and invest in businesses like Grand Trunk and Builder Studios. But more than anything, Dale shares how to create a business that fuels the life you actually want—whether that means more adventure, more flexibility, or just the ability to step away when you want.

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24 episodes