Archive

The Human Judgment Gap

Why smart companies are eliminating their most critical AI asset

The September Reckoning

Why working with human psychology beats fighting against it

The Legacy Game Paradox

The board game lesson that's changing how I think about AI strategy

The Elul Principle

The hardest part of AI transformation isn't learning—it's unlearning

What My Daughter's Robotics Team Taught Me About AI Transformation

Why constraint-driven teams outlearn resource-rich organizations

Why Most AI Transformations Are Just Expensive Theater

The AI Reality Check: What 16 Product Leaders Actually Told Me

It's messier than the LinkedIn posts would have you believe...

The "Good Enough" Decision

When to Trust AI vs. When to Stay Human

The sycophancy trap

(and why your AI assistant is making you a worse leader)

I've Seen This Movie Twice Before

Why AI Transformation Will Take Longer Than You Think