Coaching for the entrepreneurial mind


Your mind was built to scan, connect, and act under uncertainty. It was never built to close the tab at five.

The Wayfinders Compass. An individually curated coaching journey for founders and business owners.

Leonne Sherr

You are not burned out. You are carrying too much at once.


You do not want out. Your drive is as high as it has ever been. Your mind is built for this. For spotting the pattern, holding the whole system, moving under ambiguity while everyone else waits for certainty. It is your edge. It is also why you are running operations, finance, sales, product, and the vision all at once, in a mind that does not clock out.

This is energized overload.

Not the exhaustion of someone ready to quit. You feel compelled to keep going. The drive stays high even as the cognitive and emotional bill becomes unsustainable. You are carrying too much, in too many directions, and none of it means you are failing. It is the cost of a mind that has no off switch.

The blind spot

When the business becomes the brightest thing in view, everything at the edges goes dark. Your health. Your money. The people you are building it for. You see the business clearly. You have lost your peripheral vision on everything that sustains the person running it.

At three in the morning

The question is not whether you want this. It is what if I am wrong, and the cost lands on the people I love.

This is not a scale your business problem. It is a whole life problem.

The work is bringing your whole picture back into view, so you build clearly, on ground that holds.


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, an individually curated coaching journey for founders and business owners, and The Wayfinders Table, the community her clients are invited into when the work 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.


Clifford Starks
What Leonne does is remove the friction. She removes the obstacles. She asks powerful questions and helps you see things differently.
Clifford Starks · Coach, speaker, author, former UFC fighter
Kelly Woodhouse
She really got me thinking about things I never thought about. She helped me dig deep into who I am, what I am doing, and why I am doing things.
Kelly Woodhouse · Keynote speaker and bestselling author
Cheyenne Syverson
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.
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