They didn't need better tools, they needed a guide

Half the climbers who die on Everest actually made the summit. When rescuers find them, they're clutching their tools. An empty oxygen tank. A rope. Greg Cleary, founder of Pinnacle Business Guides, built his entire philosophy on what that image reveals: the best gear is never enough.

In this episode of Courage and Breakthroughs, Greg and I get into why every entrepreneur needs a guide, what separates a guide from a coach or a consultant, and the childhood experience that taught Greg the lesson he's carried through his whole career.

What You'll Hear

No One Is Coming to the Rescue

Greg spent three years of his childhood in a Newfoundland orphanage because his parents couldn't afford to keep him. What he took from those years wasn't bitterness. It was an operating principle that still drives him today, and it shaped everything he built after.

The Guide Gets On the Trail With You

Consultants hand you answers. Coaches stay on the sideline. Greg explains why the guide is different: the guide is on the climb with you, rowing in the boat with you, and telling you the truth your leadership team won't. The Everest story alone is worth the listen.

Why an Outside Perspective Beats Industry Expertise

A dermatology company once asked Greg what he knew about dermatology. His answer was nothing. He got the job anyway, and the question he asked back explains why you can't read the label from inside the jar.

The One Thing AI Will Never Say

Greg uses AI every day. But there's one sentence it has never said to him, and that sentence is exactly what keeps a real guide relevant, human, and humble. This part of the conversation will change how you think about where advice comes from.

Episode Timestamps

00:31 Greg's Orphanage Story

05:31 Lessons From Hard Times

08:55 Jill's Life Changing Break

14:27 Passport Sprint To Funeral

18:13 What A Guide Really Is

27:39 Guide Versus Coach

29:17 Long Game Leadership

40:42 Why Outside Guides Win

43:31 Industry Expert Myth Busted

47:35 Guides Versus AI Answers

51:19 Traits of Elite Teams

01:02:51 Level Up Five Questions

01:11:08 Peak Performance And Next Book

About Greg Cleary

Greg Cleary is the founder of Pinnacle Business Guides, where a community of guides helps entrepreneurial leadership teams climb their next mountain. He started his career selling Brian Tracy seminars and never left the business of developing people. His latest book is Peak Performance, and his next, Go With a Guide, is due out this fall.

Learn more about Pinnacle Business Guides: https://PinnacleBusinessGuides.com

The CEOs everyone asks "how did you do it?" didn't work harder

They built a leadership team that owns the business so they could lead it. The result: profits you actually control. Time to take vacations. Energy left for your family at the end of every day. A business that grows because your team runs it.

If that's what you want, it starts with a single conversation.

The CEOs everyone asks "how did you do it?" didn't work harder

They built a leadership team that owns the business so they could lead it. The result: profits you actually control. Time to take vacations. Energy left for your family at the end of every day. A business that grows because your team runs it.

If that's what you want, it starts with a single conversation.

The CEOs everyone asks "how did you do it?" didn't work harder

They built a leadership team that owns the business so they could lead it. The result: profits you actually control. Time to take vacations. Energy left for your family at the end of every day. A business that grows because your team runs it.

If that's what you want, it starts with a single conversation.