Andy Bailey, a serial entrepreneur, coach, and founder of Boundless.me, sits with Buddy Teaster to share his journey—from flunking out of college to building and selling multiple companies. His story is one defined by resilience, reinvention, and a deep desire to live with purpose. He shares how early business failures shaped his leadership, how he built Petra into a leading coaching organization, and why he’s now focused on helping others design lives that matter. Through candid stories and hard-won insight, Andy reminds us that success isn’t the summit—it’s the climb.

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