A blend of real-world lessons, sharp takes, and hard-won wisdom for the next generation of operators and builders.
Explore Articles ↓Taking on a combined product and technology mandate at a post-merger company is a different beast entirely. The org chart is a fiction. The politics are real. And the clock starts before you walk in the door.
Beyond the hype — how a real engineering org uses Claude, Codex, and V0 to ship faster without losing coherence.
CompaniesIn 1987, a 55-year-old with no investors and no customers invented a business model that didn't exist — and ended up holding the global economy in his hands.
EngineeringIntegration isn't a technical problem — it's a people problem dressed up in YAML and legacy APIs. Here's how to think about it.
Product LessonsMost PMs have one. Very few have the other. And conflating them is the fastest way to build the wrong things really well.
LeadersThe tension between investment and discipline is structural. Understanding it is the first step to navigating it well.
LeadersGreat teams, like great spice blends, are not about uniformity. They're about proportion, balance, and knowing what each element brings.
Profiles of the operators, builders, and thinkers worth studying — public figures and the people who shaped thinking in the rooms most people never get into.
View all →How a culture of "know-it-alls" becomes a culture of "learn-it-alls" — and why that unlocks everything else.
Thirty years of making bets no one else would make — and building an org that could hold a 10-year roadmap without flinching.
More rigorous frameworks for how product actually works than most companies have in their entire wiki. And he gives them away for free.
What it looks like to apply machine learning in a domain where the consequences of being wrong are measured in patient outcomes, not click-through rates.
I have been in healthcare technology for over 25 years. I have worked through this space as an operator, an engineer, a product leader, and a business leader. Along the way I have watched the industry move from transaction systems to data systems, from analytics to data lakes, and now into AI. Change is happening. It is not easy.
Through all of it I have held one conviction: product, technology, and market are not separate things. I genuinely do not understand how anyone treats them that way.
This portal is a repository of what I have learned, what I think matters, and what I believe the next generation of leaders in this space needs to know.