The Files
Browse essays and poetry, explore a theme, or search for a question that matters to you.
Big Questions · Leading Change · Practices & Perspectives · Spoken Poetry
Stop Predicting. Start Noticing.
I have watched people spend more energy forecasting the next quarter than observing what is happening in the current one. We build elaborate models to predict customer behavior while ignoring the…
When Control Becomes the Cage
I have watched leaders exhaust themselves trying to control outcomes they were never meant to orchestrate alone.The pattern shows up everywhere—in the manager who rewrites every team deliverable…
The Wisdom of Not Knowing What Comes Next
I have been thinking about uncertainty differently lately, and I want to share what has emerged from that inquiry. Most of us treat uncertainty as something to eliminate or minimize, as if the goal…
When Nonprofits Lose The Mission
I have watched organizations suffocate their own missions while believing they were protecting them. The pattern is consistent and well-documented — a gradual inversion in which operations no longer…
When The Space Tells You to Leave
I spent months in a project that was not working. The client had their diagnosis and their solutions. I had frameworks suggesting their framing was generating the problems they were trying to solve….
The $48 Billion Industry That Changed Nothing
The personal development market hit $48.4 billion in 2024. People bought books, downloaded apps, enrolled in webinars, and subscribed to podcasts. They consumed content about productivity,…
When the Performance Stops, the Learning Starts
Just a few classes into teaching business through a postsecondary prison education program, I have already learned more from my students than I could possibly teach them.
The Space Between What Worked and What Works Now
I have watched nonprofit founders navigate a particular kind of confusion that surfaces when their organizations begin to grow, and what strikes me most is how rarely anyone names what is actually…
Your Environment Is Your Architecture
Your environment is not decoration. It is architecture. Discover how your beliefs have square footage — and how to design internal and external spaces that transform.
Identity & Existence
A deep dive into the ‘measure of a man’ and the struggle of identity. exploring what it means to be ‘me’ when lost in the vast space of life and regret.
Men Cry, Too
A meditation on emotional honesty and the “final frontier” of the human heart. exploring why men should embrace the vastness of feeling in an indifferent world.
Lost in Space
An exploration of grief, nostalgia, and the ache of holding onto memories of lost time. a meditation on fatherhood and the plans that slip away.