The Confidence Cycle

You're scared of failure,so you don't try.You don't try,so you never succeed.You never succeed,so you have no confidence.You have no confidence,so you're scared of failure.You're scared of failure,so you don't try.You don't try,so you never succeed.You never succeed,

CTOs Worry About: Security

Last week’s Twitter hack has the tech leadership world abuzz with worried CTOs. This conversation comes up about once per year, typically after a high profile security incident. The core of What CTOs Worry About is: how do I foster a healthy security culture.Conventional Wisdom Says…As with

CTOs Worry About: COVID-19

Welcome to What CTOs Worry About: a newsletter in which I revisit a decade of conversations with CTOs about their problems and the solutions they’ve tried. I’ll also incorporate my own experience as a CTO and entrepreneur, and from time to time I’ll interview my friends. Tweet

Theory of Failure in Learning

I've been teaching my whole life. I started out teaching music theory at a music school. I tutored math and physics. I've taught courses on JavaScript. I've also taught more technical topics like electromechanical control systems and machine learning. Over the years I've seen many students succeed, but I've also