Resilient Leadership: Ryan Gregory on the Cowboy Code and Building Businesses with Purpose

In this episode, we sit down with Ryan Gregory, founder of Resilient Guides and a Wyoming-based business coach who helps mission-driven leaders grow without burning out. Ryan shares his journey from California to Wyoming, his experience building and selling a self-managing company, and how the Cowboy Code of Ethics—“doing what you say you’re going to”—guides his approach to leadership and life.

We dive into how Ryan helps business owners create structure, align their teams, and plan for growth or exit on their own terms. He also shares lessons from life in the mountains and on the river, and why resilience, integrity, and follow-through are at the core of every successful business he coaches.

Connect with Ryan HERE.

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This episode is brought to you by Big Sky Economic Development, and the MT Small Business Development Center.

"The SBDC is funded in part through a Cooperative Agreement with the U.S. Small Business Administration. All opinions, conclusions, and/or recommendations expressed herein are those of the author(s) and do not necessarily reflect the views of the SBA."