05/20/2026
This week I facilitated my 79th EO Forum retreat. This one was entirely virtual.
And honestly? Virtual retreats bring a different kind of challenge.
Technology glitches. Screen fatigue. Reading energy through a camera instead of across a table. It requires a different level of intentionality to create connection, trust, and psychological safety in the room.
The theme of this retreat was “Life Transitions.”
Several members are exiting businesses they’ve spent decades building. Others are wrestling with major personal life changes. Identity shifts. Marriage struggles. Questions about meaning, fulfillment, relevance, and purpose beyond achievement.
The kind of conversations most entrepreneurs avoid because slowing down long enough to feel them can be uncomfortable.
Before the retreat, each member completed deep reflection work. I spent hours combing through their responses looking for patterns, contradictions, emotional themes, blind spots, and the places where I sensed the “real issue” might be hiding underneath the surface problem.
And like so often happens in this work… the thing they thought they needed to work on wasn’t actually the thing.
Through reflective inquiry, honest conversation, vulnerability, and some experience share from my own life, every single member ended up somewhere different than where they started.
Not because someone gave them advice.
Because they finally slowed down enough to hear themselves.
One founding member of the Forum — someone who has been part of the group for 18 years — said:
“This is the best facilitation we’ve ever had. Ever.”
Another member came into the retreat highly skeptical about having a facilitator involved at all. Afterward, he sent me a deeply thoughtful message sharing how transformative the work had been for both his professional and personal life.
That meant a lot to me.
Because this work is never about me having the answers.
It’s about creating a psychologically safe space where people feel seen enough, safe enough, and supported enough to finally ask themselves the questions they’ve been avoiding.
The deeper questions.
The ones underneath the business issue.
The ones underneath the success.
Facilitating Forum retreats is some of the most meaningful work I get to do. Watching leaders get unstuck… reconnect with themselves… heal old narratives… and begin designing lives that actually align with who they are today fills my soul in a way I can’t fully describe.
Success is great.
But helping someone build a life they actually want to wake up to?
That’s the work that matters most.