Hi, glad you're here.

Essays on education, philosophy, work, and play. Poems for everything else. Companies I've built, and founders I've backed building theirs. It all lives in one place because keeping it apart never told the truth about any of it.

Recent essays

Why AI Struggles to Teach
Good teaching often means withholding the answer. AI models are built to give it. Why most AI misses the thing that makes learning stick.
Proof of Learning After AI
A follow-up to The Full Loop: which ways of measuring what a student knows still hold up now that AI broke the link between output and understanding.
The Full Loop: From Learning to Proof of Capability
The technology works. Adoption is near universal. So why can't ed-tech prove anyone is actually learning? A case for owning the full loop of capability.
What Business Leaders can learn from Teachers
What I practiced as a teacher that later helped me as a business leader.
First Time at Bat: My Founder Story
What running and shutting down an ed-tech startup taught me about founding the next one.

Corkboard

coming soon

I take on a small number of advisory relationships and invest early. If you're building in education, write to me.