Writing

I scaled a company from 15 to 75 people in nine months, broke most of it, and fixed it. The scaffolding I wish I’d had.

Investors want conviction, and you’re mostly uncertain. How to own what you don’t know and still sell the vision.

If everything runs through you, you’ll hit your first wall around 15-25 people. A step-by-step guide to delegating problems.

Why the usual culture playbook backfires, and where a real culture actually comes from.

Three steps that are simple, hard, and effective: say what’s true, clear what’s been withheld, and keep it clean as you go.

How to stop being babysat by your board, take your seat as its chair, and turn it into the highest-leverage team you have.

Most founders misunderstand meditation, which is why they skip it. What it actually does for your leadership, and how to start.

The specific systems effective CEOs use to run themselves, pulled from hundreds of coaching sessions.

How ambition can burn the rest of your life. The specific failure mode I and others have lived through.

Anxiety is expensive to feel and more expensive to avoid. How to work with it skillfully instead of around it.

Say the word Shame in a room of CEOs and the attention gets dense. How to turn this powerful emotion to your favor.

Fear rarely calls itself fear. Learn how to catch it steering your decisions, and how to work with it.

An introduction to Internal Family Systems (IFS), the practice I use most with founders for patterns insight alone can’t shift.

“WTF is happening to me?” A map for the midlife transition, and how to move through it with some grace.

I reached the summit after fifteen years and it didn’t solve anything. What comes after the exit, and how to build your own purpose.

Big goals run on a quiet feeling of not being enough. A model for finding your Work, beyond what fits your skills and temperament.