About Jon

I work with founders and CEOs running $8M–$25M businesses who want more profit, more freedom, and more control over where things go next. If you're ready for a breakthrough, I can help you get there.

You built something real. Now you're stuck.

Maybe the business that was supposed to create freedom has become a trap. Maybe you're successful on paper but exhausted in reality. Maybe you're ready to scale but can't see the path.

You don't need more information. You need clarity. You need someone who's been in the room, who understands what's actually at stake, and who won't let you off the hook.

That's where I come in.

Jon Mayo - Executive Coach and Strategic Consultant

I've been where you are.

I started as an Army Artillery Officer — leading teams, making decisions where stakes were real. That built the foundation.

Since then, I've led strategic transformation across commercial real estate, the DoD — both in uniform and in contracting — the trades and home services, and entrepreneurship. I've turned around organizations on the edge of collapse and helped stable companies break through to their next level.

I've worked with founders running $8M–$20M+ businesses — some trying to stop the bleeding, some trying to explode growth. Different situations, same truth: the leaders who win make better decisions consistently and build systems that hold under pressure.

I've written four books. I've hosted over a hundred podcast conversations. I'm actively building a tech company. I stay in the arena.

I'm not a theorist. I'm in it with you.

“How might I unleash the extraordinary?”

That question drives everything I do — how I show up for my wife, how I father my four sons, how I build, how I serve.

I fundamentally refuse to accept that the future won't be brighter than today. And because it's not guaranteed, I work with every fiber of my being to make it so.

The world is made better by people who believe it can be made better. And take relentless action to make it better.

If you're here, I think you believe that too.

Jon Mayo with his family

My Approach

The Full Picture

I look at everything — P&L, operations, org structure, culture, how decisions get made, how you show up as a leader. Business problems are rarely just business problems. We find the highest-leverage actions and solve them systematically.

Radical Ownership

Here's the prerequisite: you have to accept that your business is perfectly designed to create exactly what it's creating. That's a hard truth. It's also the most freeing one — because it means you have the power to change everything. If you're not ready for that level of ownership, I'm not the right fit.

Built for Results

My clients don't just want clarity — they want outcomes. More profit. More time. More control. We build the systems, rhythms, and leadership capacity that let you scale without burning out or losing what made the business worth building in the first place.

What I'm Not

I'm not a fixer. I don't swoop in and solve your problems for you.

I'm a conduit. We identify what's broken. We build solutions together. I drive accountability and consistency. But the person doing the work — the person creating the breakthrough — is you.

I adventure alongside my clients. I learn from them even as I help them. That's what makes the work sustainable.

I'm not the hero of your story. You are.

What Changes

My clients come in feeling trapped, reactive, and alone. Six months later, they're grounded, proactive, and clear. They stop fighting their business and start leading it.

$8M Services Company — Indiana

From needing to do everything himself to actually empowering his team and leading accordingly. Hit his first $1M month. Now he's building the company he meant to build — and enjoying it.

$8M Company — South Dakota

From angry in the room without realizing it — frustrated that everyone was “mistreating” the business he built — to leading with clarity and empowering his people. Now he has the freedom to focus on family and vacation while safeguarding the vision from a distance.

Public School District — Colorado

From overwhelmed and reactive to leading policy transformation district-wide. Now building a culture where teachers and parents are partners, not adversaries — focused on what actually matters: student outcomes.

Background

Military: U.S. Army Artillery Officer — strategic transformational leadership

Leadership: Commercial real estate, DoD (military and contracting), trades and home services, entrepreneurship

Author: Four books published including Be Relentless and Your Next Mission. Regular contributor to the practice of leadership in both writing and action.

Practitioner: Founder of WayMaker. Founder of this practice.

Ready?

If you're building something real and you're ready to break through, I want to hear from you.

Work with Jon