"I wish it need not have happened in my time," said Frodo. "So do I," said Gandalf, "and so do all who live to see such times. But that is not for them to decide. All we have to decide is what to do with the time that is given us."  

J.R.R. Tolkien,
The Fellowship of the Ring

LEADERSHIP  GROWTH CIRCLES

Have you ever sat in a leadership meeting thinking, “Is anyone else making this up as they go?”

You sense there's more going on beneath the surface—questions no one names, tensions no one addresses, decisions made too quickly or not at all. You wonder if anyone else notices how performative it all feels sometimes—how rarely people say what they're actually thinking.

And maybe, quietly, you find yourself longing for a different kind of space. A place where you don’t have to pretend you have it all figured out. Where it’s okay to say, “Actually, I’m not sure about this either.” Where questions are welcomed, not as signs of weakness but as the beginning of real wisdom.




You're not alone.

Leadership can be profoundly isolating, especially at the edge where your hard-won expertise no longer feels sufficient. Your team looks to you for answers. Your board expects confidence. Meanwhile, something in you whispers, “There must be another way.”

Leadership Circles are that other way—small, intentional gatherings of leaders ready to stop performing and start discovering what becomes possible in the company of thoughtful peers. It’s an invitation to grow in good company, to think more deeply, and to lead more humanely.




What if your questions mattered more than your answers? And what if you didn’t have to lead alone?

The Gift of 
Good Company

Why Circles? Why Now?

Because the conversations that matter most rarely happen alone.

The best insights don’t usually come from strategic planning decks or solo reflection. They tend to show up in unguarded moments between people—when someone tells the truth, when a brave question is asked aloud, when three others quietly nod and say, “Yes… me too.”

We believe wisdom lives in those spaces.  Not just as lofty ideals, but as practical, grounded ways of meeting complexity—with curiosity, discernment, care, and courage. The kind of wisdom that emerges not from knowing more, but from seeing more—together.



  • Challenges with no clear solution—the kind that no one can figure out alone

  • The loneliness of leading through uncertainty—where others look to you for confidence you may not feel
  • The fatigue of performing certainty—when the most honest response is “I don’t know yet”

  • The tension between control and surrender—between decisive action and deep listening

And right now, most leaders we know are navigating:

To sit with questions rather than rush to answers. To discover what becomes possible when we stop trying to go it alone—and instead, meet one another where we really are.

 space to think together, not just exchange opinions.

Leadership Circles offer something rare:

Questions that matter, shared inquiry, and the courage to lead from not-knowing.

What We
 Explore Together

These circles don’t follow a rigid curriculum. Instead, they begin with curiosity—shaped by the people who gather and the questions they carry. Together, we create a space where inquiry becomes a form of leadership, and conversation becomes a source of insight.





While each circle has its own rhythm, we often move through the same developmental arc that shapes all our work:

...growth unfolds in shared conversation—not individual analysis. We listen together, notice together, and discover what none of us could see alone.

Serving from a more spacious, relational presence

Seeing patterns with new eyes,

Shifting through small experiments

Sustaining new ways of being

What emerges often centers around themes like:

Beyond the Performance
What becomes possible when we stop pretending one person should have all the answers? When we admit we're making sense of things in real time—just like everyone else?

Working with Creative Tensions
How do we hold the tensions that don't resolve—like balancing influence with allowing, clarity with openness, urgency with care?

Leading Across Difference
What does it take to create space where diverse perspectives deepen understanding rather than derail progress? How do we listen in ways that expand possibility?

The Power of Not-Knowing

Where might curiosity serve us better than certainty? Can we lead from questions—honestly, skillfully—without collapsing into indecision?

Sustainable Influence
How do we lead from what's emerging between us, not just from our own performance or expertise? What rhythms actually support wise action and resilient presence?

Leadership Circles are small, intentional groups of 6–10 leaders who meet regularly to explore what it means to lead from a deeper, more relational place.  There’s no fixed curriculum—just the questions you’re carrying and the wisdom that arises when thoughtful people gather with honesty and care.

Over time, a rhythm of trust takes shape. Each session invites you to slow down, reflect aloud, wrestle with complexity, and discover perspectives you didn’t know you were holding—until someone else names something you’ve been sensing but hadn’t yet said.




What actually happens can be simple and profound:

  • You bring real questions, not polished updates
  • You listen deeply—to others, to yourself, to what’s emerging in the space between
  • You experiment with new ways of seeing and responding to the challenges you face
  • You begin to experience leadership differently—less as something you must carry alone, and more as something that grows between people
  • You discover you're not the only one navigating uncertainty with a quiet ache for something more human, more wise


Over time, these conversations shift things—inside you, and around you. Not because you're told what to do, but because you're met in a way that lets something real emerge.

What Actually Happens

Structure that supports emergence. Simplicity that makes depth possible.

  • You’re tired of leading alone—and pretending you prefer it that way

  • You sense there’s a deeper conversation waiting beneath the strategic ones you usually have

  • You’re holding complex challenges and want to stay both human and effective

  • You crave meaningful connection with other leaders who aren’t performing certainty

  • You’re drawn to questions that don’t have easy answers (the ones that keep unfolding)

  • You suspect the best thinking happens between people—but haven’t found a space that truly welcomes that

Whether you lead a company, a team, a nonprofit, or a movement—if you’re longing for more honest conversations, wiser questions, and thoughtful peers to explore the unknown with…

You Might Find Good Company Here If:


You may have just found your circle.