Cary Bowman: Why Chasing Your Own Definition of Success Matters

In this episode of Zero To Prove, host Anthony Bay sits down with Cary Bowman, a longtime friend and neighbor with a remarkable journey of redefining success. Cary began his professional life with dreams of being Indiana Jones, earning a degree in archaeology, but soon realized that path wouldn’t bring him the fulfillment—or the life—he valued most. Pivoting into finance, Cary built a successful career in investment banking and wealth management, only to walk away and forge his own entrepreneurial journey.From co-founding Saskatchewan’s first distillery in nearly a century (the irreverently named Lucky Bastard Distillery) with partners who once won the lottery, to launching innovative tech ventures with zero technical background, Cary shares how he’s built businesses and a life around a personal philosophy: optimizing for flexibility, freedom, and family time over growth for growth’s sake.Together, Anthony and Cary explore the evolution of what it means to be successful, the challenges of building and trusting teams, the deliberate choice to scale back for a richer life, and how curiosity continues to propel Cary toward new adventures. It’s a candid conversation about intentionally designing your life and career to serve what matters most—on your own terms.Today’s guest: https://www.linkedin.com/in/cary-b-35330317/Today’s guest: https://www.linkedin.com/in/cary-b-35330317/