About Ryan

CEO Mindset

Ryan Gregory is a husband, father, business coach, cowboy, ski patroller, philanthropist, and bootstrapper who seeks out rivers with an abundance of hungry trout to drift down.
He was born in Arcata, California, but Wyoming has been his home for over 30 years.

Ryan Gregory is a business guide for
mission-driven leaders who want their business to grow without consuming their lives. After building and selling a self-managing, award-winning company, he founded Resilient Guides to help others lead with purpose, build with structure, and create lasting impact—without burning out.

A story of resilience

A construction company with a strong reputation and steady backlog—but the leadership team was scattered. The owner was still the hub of every wheel.

Decisions bottlenecked.
Accountability was inconsistent.

We put a system in place that aligned his team, clarified roles and decision rights, and created structured accountability. Within a year, they were hitting strategic goals, margin was up, and the owner was out of the daily grind—free to focus on what he does best: building relationships, spotting opportunity, and leading with vision.

Equipped to Serve

Pinnacle Business Guide

An elite network guiding mission-driven leaders.
Together, we use world-class tools to build businesses that scale with purpose.

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Working Genius

Used by top companies.
Backed by Patrick Lencioni.
This tool to aligns teams, cuts friction, and drives results—fast.

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Professional Exit Guide

Part of the elite STS network helping owners exit with intention.
Protect your legacy.
Maximize value.
Leave on your terms.

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Cowboy Code Of Ethics

"I believe in the COWBOY CODE OF ETHICS and how it can be related to today's businesses."

  1. Live each day with courage.
  2. Take pride in your work.
  3. Always finish what you start.
  4. Do what has to be done.
  5. Be tough, but fair.
  6. When you make a promise, keep it.
  7. Ride for the brand.
  8. Talk less and say more.
  9. Remember that some things aren't for sale.
  10. Know where to draw the line.