Nathanael Chawkin

COACHING · ADVISORY · RETREATS

Transform Yourself.
Lead Everywhere.

Coaching & Advisory for LeadersNavigating the Transition from Success to Significance.

I partner with accomplished leaders in a deeper chapter of life – helping them navigate life’s deepest questions, integrate profound experiences of awakening, break free from unconscious patterns, and embody the power to protect what matters most in service to their highest purpose.

"Who looks outside dreams.
Who looks inside awakes."
– Carl Jung
Experience the Work

A Threshold

From Success to Significance

From

  • Achievement
  • Optimization
  • External Validation
  • Accumulation
  • Identity Through Performance
→

To

  • Meaning
  • Embodiment
  • Aligned Relationships
  • Contribution
  • Legacy & Inner Freedom

Leadership from what matters most.

Approach

Five dimensions.
One integrated life.

The work draws from modern psychology, integral theory, decades of meditation & martial arts practice, and 20+ years of coaching experience.

Nathanael seated on stone steps

Purpose

Discover your highest purpose and what you're here to serve.

Nathanael in martial arts training

Power

Embody the strength and courage to protect what matters most.

Presence

Rest in the timeless awareness of who you really are.

Nathanael in conversation on an ocean bluff at sunset

Perspective

Question stressful thoughts, liberate unconscious patterns, and open to new possibilities.

Nathanael and Elizabeth

Partnership

Deepen your capacity for intimacy, connection, and healing through conflict.

Experience the Work

What if the thought holding you back isn’t true?

Deep Self-Inquiry is an invitation to question the beliefs, judgments, and unconscious patterns shaping how you experience yourself, your relationships, and the world.

Explore the process at your own pace with my custom GPT.

Begin Deep Self-Inquiry(opens in a new tab)

Opens in ChatGPT – a ChatGPT account may be required.

Who I Work With

You’ve built something extraordinary. What comes next?

I work with founders, CEOs, and accomplished leaders navigating the transition from external success to a deeper sense of meaning, freedom, and contribution.

Whether you’re approaching an exit, reinventing yourself after one, doing it right the second time, or discovering that achievement alone no longer answers life’s most important questions, this work begins with where you are.

About

A lifetime of preparation
for this work.

Nathanael Chawkin is a coach and advisor to founders, executives, and visionary leaders in a deeper chapter of life – blending integral psychology with decades of embodied practice.

  • MA, Integral Psychology & Coaching
  • 20+ years coaching founders and executives
  • 30+ years of martial arts and meditation practice
  • Leadership retreats for YPO/EO forums and executive teams

What Leaders Are Saying

In their own words.

Patrick Condon
In over 20 years of forum, we had never experienced a forum retreat as transformative to our interpersonal dynamics as the one we had with Nathanael.

Patrick Condon

Owner, Finished Basement Company

Brian Turner
Nathanael changed my perspective and my whole foundation for growth. He is a trusted advisor, peer, and confidant that enables a different level of coaching and questioning. Get ready to work and get ready to change as your grow your leadership and self. Enjoy the ride.

Brian Turner

Executive President, Americas, Slalom Consulting

Kim Couthen
Nathanael is deeply committed to his craft. His knowledge and deep sense of purpose shines from within. Working with him as my executive coach allowed me to go deeper with myself. Our work not only enhanced my work life, but it also enhanced my career, my family life and my spiritual walk. I thoroughly enjoyed every working moment with Nathanael.

Kim Couthen

Regional HR Manager, Stord

Aaron Bright, MD
Nathanael's impact to me personally has been nothing short of life changing. He is a rare bird in the best way. If you have the opportunity to work with him, consider it a true gift of good fortune.

Aaron Bright, MD

Emergency Physician; CEO/Founder, Hippo Education

Thea Polancic
“The experience was very powerful for me. It really felt like a watershed. I felt more connected, like a state change that has not gone away. I've done so much work with Nathanael that instead of being destabilized by a challenging situation or getting into a power struggle, I was able to facilitate a breakthrough for an entire group of 22 leaders. After 20 years of coaching people one-on-one and with leadership teams, that was a real growth move for me.”

Thea Polancic

Founder & Managing Partner, Clearspace

Jon Vroman
All of my biggest breakthroughs as a leader have come from doing The Work with Nathanael.

Jon Vroman

Founder & CEO, Front Row Dads

Ian Gardner
Having worked closely with Nathanael over the last 4 years in both a personal and professional setting I can attest to the power of his process and the pervasive positive impact it has on both company culture and team members personally. I won't start another company without this commitment being embedded in the culture.

Ian Gardner

5x Exited Founder

Scott Conard, MD
Nathanael is a deep soul that has done deep work in integral leadership, martial arts, personal relationship growth and life coaching that make him a life changing, profound partner in developmental transformation. Whether you are working with Nathanael in the martial arts, communication, relationship management/improvement, or leadership, his mastery of each allow integration and significant growth in all. I strongly recommend working with him now, while he still has openings in his calendar; I am sure it won't last for long.

Scott Conard, MD

Co-Founder & Partner, Converging Health

Douglas Lynam
I got more out of an hour and a half with Nathanael than a year of therapy. He jumped right to the heart of a key relationship conflict and quickly helped to heal and transform it. Just one session changed the course of my life. Brilliant!

Douglas Lynam

Senior Wealth Advisor, Course Management Investment Advisors

Ted Theodoropoulos
Nathanael and I worked together for about eighteen months, and it was some of the best work I've done with a coach. We dove deep into personal and professional issues and had many breakthroughs through the work that we did together. I highly recommend his services.

Ted Theodoropoulos

CEO, Infodash

Terence Young
If you allow Nathanael to coach you into the real reasons why you do some of the things that you do - it will collapse ten, twelve years of therapy into three months. I really saw how I was showing up not as the person I wanted to be and who I wondered if I could actually be. As someone wise to me once said, 'Once you see it, you can't unsee it.' Now that i have seen it, I have my work set before me about who I want to be now.

Terence Young

Design Principal at Gensler

Video Testimonials

Media

In conversation.

Interviews, podcasts, talks, and coaching demonstrations — the work, out loud.

Working Together

Four ways to begin.

Let’s explore what’s next – for you, your life, and the impact you’re here to create.

Private Coaching

A personalized coaching and advisory relationship for leaders navigating consequential decisions, inner transformation, and life transitions.

Leadership Retreats

Immersive individual, forum, and team experiences designed to create clarity, trust, alignment, and meaningful breakthroughs.

Advisory Partnerships

Ongoing thought partnership for founders and leaders integrating personal growth, organizational leadership, relationships, and impact.

Plant Medicine

Carefully held journeys for leaders ready to explore mystical experience and do the work of integrating it into their every day awareness, practice, and purpose.

Explore the Program →