Legacy Over Achievement
Identity

Legacy Over Achievement

I used to measure success by what I built. Now I measure it by how I showed up. Here's the question that changed my definition of success in the second half.

The Money Question
Practices

The Money Question

"What would I do if money wasn't a factor?" This question changed everything for me, because it revealed what I actually care about.

What You Build When Nobody's Watching
Practices

What You Build When Nobody's Watching

Your day job is what pays you. What you build on nights and weekends is what calls you. Pay attention to the difference - it's trying to tell you something.

Too Late Is Usually a Lie
Wisdom

Too Late Is Usually a Lie

I started running at 46.Not jogging. Not "getting back into it." Starting from zero.I couldn't run a mile without stopping. My body hurt. My lungs burned. Every

The Pivot to the Real
Transitions

The Pivot to the Real

I send at least one handwritten note every week.It's slow. It's inefficient. It can't be scaled. And it lands differently than anything digital ever will.The pe

The Questions Nobody Warns You About
Transitions

The Questions Nobody Warns You About

Everyone tells you what to do in your 20s and 30s.Work hard. Build skills. Climb the ladder. Prove yourself. Provide for your family.The path is clear. The metr

Why I'm Building Lead & Keep
Reflections

Why I'm Building Lead & Keep

I've spent 30 years leading in media, marketing, and tech. Now I'm building something completely different.Here's why.The SetupI’ve led teams of 100 people to h