Coaching in the space between


Clarity. Confidence. Direction. For you.

Coaching in the space between where you are and who you are becoming.

Leonne Sherr

You are not failing. You are simply off balance.


Are you like me?

Do you have a brain that never really clocks out, thinking about your business right now, wondering if you are procrastinating on an idea you had at four in the morning, the one that would not let you sleep.

Not because there is something wrong, but because you are building something really special, and watching it take shape is exciting in a never done kinda way.

Three questions running underneath

Am I doing the right thing. Will this be enough. Is all of this worth it.

The thing we do not admit

FOMO. We are literally watching other founders get noticed, seen, and validated. They seem to have the kind of success you are reaching for, making the profound impact you are after, and that imposter voice starts leaning in, saying you are too far behind.

What is all of this costing you? Not just the money. All of it.

What has to give

There is no going back to something safer. You know that. You are a business owner. You know how to run on faith, on dreams. But when the momentum does not match the cost, something has to give. Is it your body. Your health. The people closest to you, who do not get to see your vision the way you see it.

This is not a scale your business thing. It is a whole life compass thing.

What would it actually feel like to have clarity, confidence, and direction, consistently?


Leonne has an incredible ability to hear what is underneath the words you are saying. While I was talking about my goals and growing my business, she noticed something completely different and asked me a question that stopped me in my tracks. It shifted the entire conversation and gave me a much deeper understanding of what was really holding me back.

Keri Darling · Founder, Next Together

Leonne Sherr, Certified Transformational Coach

Leonne Sherr · Chief Wayfinder

Coaching in the space between where you are and where you are becoming.


There is a space between where you are right now and where you wish to be. That is where I do my work.

I spent thirty years in corporate healthcare administration. I loved that work. The misalignment did not come from the work itself. It came from my own growth. I outgrew the space. The table became too small for the person I was becoming.

That is not a failure. That is exactly what growth looks like. And if you are reading this, you probably already know what I mean.

I have spent six years and more than two thousand hours walking alongside people in their own becoming. Not telling them who they are. Asking. Holding space for the answer. Guiding them through their own self-discovery using The Compass, a framework built on one truth: know your why before you learn the how.

The clearer you are on your why, the easier the how becomes.

Leonne is the founder of The Wayfinders Compass, a six month one on one coaching journey, and The Wayfinders Table, the mastermind community her clients graduate into when the journey is complete.

Chief Wayfinder Certified Transformational Coach Author Speaker Podcaster

Find out where you are right now.

Five questions. Instant results. No fluff. Just a clear mirror held up to where you are and what you need most.

Take the Founders' Quiz

What happens when you do the work.


What Leonne does is remove the friction. She removes the obstacles. She asks powerful questions and helps you see things differently.
C Clifford Starks · Coach, speaker, author, former UFC fighter
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This process gave me the clarity and structure I needed. Leonne does not tell you what to do. She helps you hear yourself clearly and build your own plan.
C Craig Eagleson · Founder, Prestige Transformational Coaching
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It brought me clarity and enthusiasm and renewed that belief within myself. For my journey, for my business, for how I communicate with other people and even with myself.
C Cheyenne Syverson · Founder, Inspiring Solutions 4U
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Ready to begin?


Six Months From Now is a structured coaching experience that starts with one question: where do you want to be?

You write the letter. I read it before we ever speak. That is not a formality. That is the work beginning.

The Letter