Hello, I’m Jess Solomon (she/her). I’m a 15-year+ facilitator, cultural worker, and organizational development practitioner who supports changemakers in the arts, philanthropy, and social impact towards deeper alignment, new generative practices, and structures and systems that reflect the future we want. I design offsite retreat experiences, facilitate high-stakes meetings, and support groups in approaching their deep strategic work with the creativity and care that increases connection and impact.

While deeply committed to and serious about creating meaningful change, I approach the work with curiosity and joy. I believe part of this experiment is engaging with others with the same sensitivity, accountability, and collaborative spirit that we aspire to embody in the communities we are building and the systems we are transforming.

The Adjacent Possible is the space just beyond what currently exists—the next horizon of what could be.

It is a concept describing how new ideas, connections, and pathways emerge from expanding what is already within reach. Possibility unfolds in layers—each step forward revealing new options that weren’t accessible before. The doorway appears only after you’ve walked down a particular path.

The Adjacent Possible blog is where I share what I’ve learned—and am still learning—after 15+ years as a facilitator, cultural worker, and organizational development practitioner in the arts, philanthropy, and social impact space. It’s a mix of reflections, resources, and art—ideas in motion, shaped by experience and curiosity.

Facilitation & Experience Design

I design and facilitate spaces where people can connect, reflect, and co-create in ways that are intentional and soulful. My approach is participatory and highly responsive to the unique needs of each group, drawing from cultural organizing, experience design, and creative process methodologies.

From one-day gatherings to long-term engagements, my work involves crafting interactive workshops, retreats, and convenings that support dialogue, decision-making, and cultural transformation. I bring a mix of rigor and play—because real change happens when people feel engaged, valued, and part of something bigger.

Organizational Development & Strategic Advising

My approach is participatory, iterative and evidence based. I draw on a variety of theoretical frameworks and cultural practices to move groups towards deeper alignment, new generative practices, and structures and systems that reflect the future we want.

My work often involves designing and facilitating workshops, retreats, and longer-term processes related to change management, strategic planning, team dynamics, executive transitions, and culture.

Healing-Centered Coaching

My coaching approach is rooted in care, curiosity, and liberation. I hold space for individuals and teams to navigate transitions, move through stuckness, and reconnect with their power and purpose. Drawing from healing justice frameworks, somatic practices, and leadership development, I support clients in uncovering the stories shaping their work, interrupting patterns that no longer serve them, and imagining new ways of being.

Whether in one-on-one coaching or group settings, my work is about creating conditions for clarity, resilience, and transformation—because healing isn’t just personal, it’s structural, and it’s necessary for change.