Coaching for High-Performing Leaders Who Want More Than Just Another Pep Talk
If you're ready to lead with more clarity, focus, and intention—this is where we do the work that actually moves the needle.
You don’t need someone to cheerlead from the sidelines.
You need a coach who’s been in the trenches—and knows what it takes to win there.
Whether you’re leading a team, running a company, or rising into a bigger role, the pressure’s real. The margin for error feels small. And the habits that got you here… might not take you where you want to go next.
That’s where I come in.
Real-World Experience. World-Class Training.
I’ve spent 25 years in the trenches—most recently at CCC Intelligent Solutions, where I led a high-performing sales team and ran the Account Manager Development Program to grow the next generation of sales leaders.
Alongside that work, I’ve coached professionals and executives for over a decade through partnerships with firms like Robert Gregory Partners and FranklinCovey.
I hold executive coaching certifications from the Center for Executive Coaching & University of Kansas and the John Maxwell Leadership Certification Program. This blend of real-world leadership and high-level coaching gives me a unique lens: I understand the demands of leadership because I’ve lived them—and I know how to help others thrive in them.
Is This You? Book a Right Fit Call Today.
I work with high-performing professionals, execs, and sales leaders who are:
- In high-pressure roles with high expectations
- Hungry for growth, but stuck in the grind
- Leading others—but unsure if they're leading well
- Ready for clarity, structure, and accountability
This isn’t therapy.
This isn’t feel-good fluff.
Coaching is a structured, outcome-driven partnership designed to help you:
1. Refine how you lead
Sharpen your decision-making, strengthen your influence, and lead with greater focus and conviction, no matter the room you're in.
2. Reclaim time and energy
Leadership shouldn’t cost you your health, peace, or presence. Together, we’ll identify what’s stealing your capacity and build systems that help you stay focused, energized, and in control of your day.
3. Set clearer goals
Vague goals lead to scattered execution. Get clear on what matters most—then align your actions to hit the targets that actually move the needle.
4. Execute like it matters (because it does)
Good intentions aren’t enough. Turn insight into consistent action with structure, accountability, and honest feedback.
Your Path of Growth
My 3A Framework guides the process:
01
Awareness
Where are you now? We use assessments and 360° input to get clear.
02
Ambition
What are you aiming for? We set vision, goals, and define success.
03
Action
How will we get there? Weekly calls, accountability systems, and direct access to me.
Every client is different, so no two engagements look the same. But every one of them is designed for real results.
What's Included
When you coach with me, here’s what you can expect:
Personalized coaching sessions (weekly or bi-weekly)
Assessments + 360° feedback
A custom coaching dashboard
Unlimited text + email access between sessions
Access to my With Intention course, book, and workbook
A trusted advisor who’s not afraid to ask the hard questions—or sit in the tough moments with you
This is a high-touch, high-trust partnership. I’m with you in the weeds, not waving from a distance.
Real Client Wins
One client 3X’d their closed deals in 12 months—and became the top-performing rep in the company
A CEO restructured his org, reduced travel, brought in an investor, and accelerated growth
A sales leader leveled up emotionally and strategically, building a system for sustainable performance
“Solid Foundation”
Jon’s coaching not only helped me sharpen my emotional intelligence, refine my strategic approach, and execute at a higher level, but it also equipped me with a framework for continual self-improvement. The work we did together set a solid foundation for consistent top-tier performance and long-term career growth.
— Erik B., Top Performing Sales Leader
“Scaling Faster Than Ever”
Through our coaching, I developed a clearer vision, built sustainable habits, and created a more intentional approach to leadership. One of the most impactful things we worked on was Project 40—reducing my travel so I could focus on high-level strategy and growth. Today, we’ve brought in an investor and are scaling faster than ever.
— Kevin J., CEO, EXP Journeys
“In tune, Intentional, and Relatable”
Jon surpassed any expectation that I had as a Coach. He was in tune, intentional, and relatable from the start. I felt like he made an impact on my life professionally and personally. I’m lucky to have had the time with him.
— Kaye, Sales Director
What Makes This Different
Let’s face it: There’s no shortage of coaches out there. So what makes this different?
I’ve spent 25 years building teams and driving growth. I’ve been where you are.
I’ve hired coaches myself, so I know how powerful it is when it’s done right.
I’ve closed $500M+ in sales—and worked with leaders across InsureTech, tech, and beyond.
...I bring that experience into every session.
No scripts. No guesswork.
Just honest, intentional coaching with one goal: helping you show up as the leader you’re meant to be.
Why I Believe So Deeply in This Work
I haven’t just delivered coaching—I’ve experienced it.
Partnering with world-class coaches changed everything for me.
It sharpened my thinking, helped me see my blind spots, and gave me the tools to lead with greater intention and impact.
In the first half of my career, I was a $50M individual contributor. In the second half, as a sales leader, my team and I closed over $500 million in total contract value. That kind of transformation doesn’t happen by chance. It happens when you commit to growth, take feedback seriously, and surround yourself with people who help you raise your standards.
Coaching isn’t for people who are struggling.
It’s for people who are serious about becoming elite.
The best athletes in the world hire coaches to help them find the next 1–2%. Leaders deserve the same edge. If you're ready to grow—not just in performance, but in clarity, energy, and influence—let’s talk.
How It Works
Coaching engagements are typically six months minimum.
Here’s what the structure often looks like:
Book A Call
You’ll always know where we’re headed—and how we’re getting there.
Limited Spots Available
This is a high-level offer with limited availability. I only work with a few coaching clients at a time to keep the work focused and valuable.
If you're serious about stepping into the next version of yourself—fill out the discovery call form below. I’ll review it personally and reach out if it’s a fit.
