CEO Leadership Coaching | Gain Confidence & Strategic Direction

CEO Advisory

Helping CEOs Lead
with Clarity,
Wisdom,
and Confidence

I partner with founders and CEOs navigating growth, investor pressure, and leadership complexity—bringing over 25 years of operating experience.

When the stakes are high, you need more than advice—you need a trusted partner who has been in your seat.

Years Advising CEOs

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MOIC Exit as CEO

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Years Working with Financial Sponsors

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Years-Operational Experience

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The Reality

It's a lonely job with tremendous pressure

Who its for

Who I Work With

CEOs of PE or VC-Backed Companies

Navigating investor expectations, developing growth strategies that work, and building great teams

Founders Transitioning Into Scale

Moving from founder-led hustle to scalable growth and a potential exit.

Sponsors who invest in leadership, not just great companies.

Validating potential investments and accelerating the ones you already own.

How I Help

Three ways we can work together

Every engagement is different. Some clients start with a focused advisory piece to see how we work together. Others come in for long-term coaching. Some need both. The right starting point depends on where you are.

Advisory

Solving a specific challenge, together

A focused engagement around a real business or operational problem — growth strategy, team structure, a decision you've been circling for months. This is often how we start: a defined piece of work with a clear outcome that lets us build trust and see how we think together.

Coaching

Becoming the best version of yourself as a leader

Ongoing, one-on-one work with the CEO — and often with individual ELT members. We will work on how you think, how you decide, and how you lead when the pressure is real. The goal is making you sharper, clearer, and more effective in the seat you're in.

Team work

Turning your leadership team into a team that leads

Working directly with the ELT to build the trust, accountability, and execution gets business outcomes. Most leadership teams are full of capable people who still can't quite operate as a unit. We work together to execute strategy, hold each other accountable, and stop bringing every hard conversation back to the CEO.

The Process

What working with me looks like

I don't arrive with a pre-built framework and a slide deck. I show up, listen carefully, and work with what's real — in your company, with your people, in your specific moment.

We start with a real conversation

No intake form or discovery questionnaire. We talk — about where you are, what's hard, and what you're trying to build. I'm figuring out whether I can help, and you're figuring out whether you want to work with me.

We agree on the right starting point

Sometimes that's a focused advisory engagement. Sometimes it's coaching. Sometimes both at once. We don't force a structure — we find the one that fits what you actually need.

I stay in the work with you

I'm not here for periodic check-ins. The work happens in sessions, in real situations, in the rooms that matter —I'm there for you when things get complicated.

The relationship evolves

Most clients start in one mode and expand over time. Advisory work builds trust. Coaching deepens. Team work follows. The engagement shapes itself around what's needed.

Every coaching relationship is built around one goal—helping you become the
CEO your company and investors need.

What They say

TESTIMONIALS

Ryan became an invaluable mentor and confidante. His ability to quickly synthesize complex issues into clear, actionable ideas is unlike anything I’ve seen in my career. More importantly, he has helped me evolve as a leader — encouraging me to lead with conviction, stay grounded in values, and focus on building strong teams and culture.

Even years later, we remain in close contact, speaking monthly or more. Ryan’s impact on my leadership journey has been lasting, and I continue to benefit from his perspective, judgment, and friendship

Ryan excels at connecting strategy to execution in a practical way. He brings a structured, outside perspective that helps challenge assumptions and sharpen how we operate, without overcomplicating things. I’ve enjoyed working with him, particularly around building the right systems and team processes as we scale. His input is direct, grounded, and easy to apply.

I have known Ryan for over 5 years, and few people have played a bigger role in my growth as a leader. His mentorship and support have helped me navigate new roles as I've grown in my current firm, demonstrating a rare balance of reflection and action that has changed how I approach my day-to-day. He has shifted my view of coaching from a purely professional role to recognizing the real value of getting to know me as a person, and modeling what we talk about has transformed how I work with my team. No matter what you're navigating in your personal or professional life, if you are seeking to act with intention, authenticity, and impact, you want Ryan in your corner.

Coming into a PE-backed CEO role, the speed and pressure of the transition is unlike anything I'd experienced before. Ryan was instrumental in helping me hit the ground running.

From building out my value creation plan to navigating a new board dynamic, he brought a rare combination of strategic clarity and practical guidance. His approach is direct without being abrasive, and empathetic without losing sight of results — exactly what you need when the stakes are high and the timeline is short.

Beyond the strategic work, he helped me form and align my executive leadership team in a way that has had a lasting impact on our culture and execution. If you're a new CEO operating in a PE environment, I can't recommend him highly enough.

Ryan has been guiding me through my transition from early stage growth to a company that can scale. Given his experience scaling and exiting as a former-CEO, his guidance has been extremely effective.

Ryan has helped me navigate complicated talent decisions, re-organize for profitability, and evolve my positioning as the market continues to shift. Most importantly, he is helping me execute these changes in my own unique style.

About

The Partner I Wish I'd Had

My mission is to use my wisdom and experience to help CEOs and their partners achieve the outcomes they envision.

I am a growth-focused coach who has guided founders and CEOs for over 15 years. With 25 years of operational experience leading organizations, I provide strategic direction and hands-on execution support to help CEOs navigate critical growth stages and build long-term value.

As a former CEO, I understand the weight of investor expectations, the challenge of building great teams, and what it means to lead through uncertainty without a roadmap. I have collaborated with numerous PE, VC, and early-stage investors and their CEOs to help them work better together.

That experience is exactly why I show up the way I do—as the partner I wish I'd had.

Start with a Conversation

If you're navigating a critical stage of growth or leadership, let's talk. Fill out the form and I'll be in touch shortly.