That's the question I can’t stop thinking about…which is why I keep writing about it

See, as an educator, a father, and a school leader, I am just as concerned with this as anyone

I keep echoing what I hear other people far more in the know and far smarter than I am say: the clock is ticking

In a world racing toward efficiency, automation, and AI-powered everything, I think we're asking the wrong questions. We're worried about our jobs, our workflows, our tools.

But the deeper question — the question that leads me to do the work I do (including writing this newsletter) — is what all of this is doing to our souls.

The difference maker in the automated era won't be the person with the best tools.

It will be the person who stayed irreplaceably, unapologetically, fully human.

Here’s my take on what I believe will be the most necessary and urgent things that will define human flourishing in the automated age, especially for those of us called to lead the formation of human beings

Watch the video here →

The Flourishing School Leaders Retreat isn't a conference. It isn't a course.

It's a community — a virtual gathering of some of the most thoughtful, courageous, deeply human educators and leaders I've ever met, coming together from across the world for two full days of real conversation, genuine encouragement, and the kind of connection most of us are starving for.

The retreat is only $49 and consists of:

We don't perform here. We don't pretend. We show up as we actually are — and we remind each other why this work is worth it.

Real leadership doesn't happen in isolation

It happens in relationship

Join us July 21-22, 2026