Newsletters
On Shortcuts and Ceilings
Some skills give you little choice but to struggle through them the right way. You can get clever, you can get creative, but eventually you come face to face with the limits of a shortcut.
And I Mean To Be One Too
There’s a hymn I love. It is unpretentious, earnest, and more profound than it first appears. It’s called I Sing a Song of the Saints of God, written in the 1920s by Lesbia Scott for her children.
Teeing Up Trust
Golf has come under fire in recent years. The environmental footprint of the sport is hard to ignore, especially when you consider that water-intensive, pesticide-heavy courses are still being carved out of desert landscapes.
Book Recommendations: Q1 2025
As we close out the first quarter of the year, I wanted to share four standout books that have not only captured my attention but meaningfully informed my work as a school leader.
Ode to the Public Servant
Public service rarely makes headlines for the right reasons. And yet, it is often the quiet, consistent work of federal employees that keeps the country not only running, but thriving.
Skunk Works for Schools?
Innovation is an elusive concept in education. While independent schools enjoy greater autonomy than their public counterparts, they often struggle with the same institutional inertia that slows down systemic change.
Back to Basics: Firefighting with the Eisenhower Matrix
If you’re leading a school, you probably spend most of your time reacting. An upset parent, a staffing issue, an urgent compliance deadline—one thing after another, all needing your immediate attention.
When Systems Break: Lessons in Referential Totality and Anti-Fragility
In educational leadership, failures—whether of a scheduling system, a curricular initiative, or even an institutional policy—are often seen as crises to be managed swiftly.
Some Thoughts on the Common Forest
We live in a world that rewards distraction. The more quickly we move, the more tasks we complete, the more information we absorb, the more we are told we are keeping up.
And We’ll Never Be Royals – Swift, Kelce, and the Inevitability of Worship
For the past two years, America has been collectively obsessed with Taylor Swift and Travis Kelce.
On Complacency and Resistance
Over the past 23 tumultuous days, I’ve found myself repeatedly reaching into the past to re-read speeches, essays, and articles by figures who stood against an authority.
DEI, Belonging, and the False Refuge of the Euphemism Treadmill
In the wake of President Donald Trump’s executive order, Ending Radical Indoctrination in K-12 Schooling (2025), independent schools across the country are grappling with its implications.
On the Nature of Opportunity
Opportunity. Few words carry as much weight. It stirs dreams of advancement, transformation, and the promise of a pivotal moment where effort meets success.
Broadening Perspectives: The Benefits of Volunteering on an Accreditation Team
This week, I had the opportunity to serve as a member of a Middle States Association (MSA) accreditation team, observing and evaluating the operations of another school.
"He's Just Looking for Attention"...Yes, Exactly.
Teachers often observe a pattern in their classrooms: certain students disrupt lessons, act out, or monopolize discussions.
Resolve to Look Outward in 2025
As the New Year begins, many of us take time to set resolutions—goals often aimed at improving ourselves.