Cari Caldwell

Founder · Systemic Constellation Facilitator · Executive Coach

Cari Caldwell smiling outdoors

Cari Caldwell is a systemic constellation facilitator and somatic executive coach with over 20 years of experience working with leaders, organizations, families, and communities across more than 15 countries.

She founded Field & Fold to bring constellation work to the intersection of family, organizational, and community systems — helping them become places where all members can thrive and belong.

Her work addresses what most approaches leave untouched: founder dynamics and organizational entanglements, the role of money and lineage in family systems, the sexuality and eros that often stays in the shadows of family and organizational fields, the hidden orders that cause unexplained turnover, persistent underperformance, and the problems that resist every conventional solution. When everything else has been tried and it still doesn’t move — that is often where constellation work begins.

Cari has been a founder or co-founder of six organizations, including Future Considerations — a WorldBlu-certified democratically run company — and Birthwise, for which she produced the Birthwise Childbirth Education Course. She has participated in an employee ownership transfer of one of her companies. The humans she has coached span an unusually wide range: senior banking executives, midwifery practice owners, nonprofit leaders, small business owners, and new mothers.

A former faculty member at the Strozzi Institute, she trained for three years in organizational, family, and social constellations under master practitioners including Caroline Ward, Judith Hemming, Judy Wilkins-Smith, Stephanie Hartung, and Jack Blackwell. She holds a BA from Northwestern University, masters coursework from Antioch University, and certifications in Spiral Dynamics, Intercultural Development Inventory, Newfield Ontological Coaching, Strozzi Institute Personal Mastery, MIT ULab, Hudson Valley Psychodrama, and ISTA Practitioner Training.

A founder, a mother of two, a poet, and a woman who has built and transformed organizations from the inside — Cari comes alive in service of systems whose purpose is aligned with the well-being of humans and the planet.

From the field

Working with Cari

Portrait of Tara Tao
“Cari showed up in my life and became the invitation to family and organizational constellations I had been waiting for. Since opening that door, I'm convinced constellations are a tool that can change the trajectory of your business, your life, your lineage and your experience of the soul. I appreciate the lightness, the levity, and the simplicity of the way Cari facilitates her constellations, keeping me wanting more. To anyone considering working with Cari, my recommendation is to trust yourself, trust this field, and trust the facilitation that she holds.”
— Tara Tao, Founder, The Center of Destiny
Portrait of Dirk Propfe
“Constellations work let me see and feel my options clearly: from prioritizing between two major projects, to finding the right balance in a tricky negotiation with business partners who are also friends, to making bold strategic moves. It has consistently helped me cut through the noise and make choices that truly resonated. Working with Cari over the years as helped me tune in, find clarity, and make hard decisions in tough times.”
— Dirk Propfe, ex-CEO of ET Group and serial entrepreneur
Portrait of Tony Holmes
“Cari has a potent way of gently supporting you to discover years of insight in a single session. She helped me find an answer to a business decision that was more deeply aligned with myself and the good of the business than I could find just 'thinking' about it. I left completely clear and so confident in my choice that meaningful action came with ease afterward. Truly amazing work!”
— Tony Holmes, Founder, The Love Warrior
Portrait of Liz Morris
“Cari perfectly guided my discovery of constellation work leading me with such deep attunement, in a way that brought forth my own inner seeing. She genuinely cared and continued to hold me through each new realization I was having with the same curiosity. I continue to find this work informs my inner processes. And I am deeply grateful for her.”
— Liz Morris, Transformational Psychologist
Portrait of Yosef Hayim
“I was at a huge decision point at a critical time in my life. Cari brought her insights and perspective when I needed it, and she left all the room in the world for my own integration of what was coming up. I am so grateful for her wisdom and skillfulness.”
— Yosef Hayim, Relationship Coach & Group Facilitator

A first step

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