Inner Break

Don't wait for something to break.

Most people don't wake up and blow up their life. They drift into it — until something breaks.

Rob standing on a paddleboard in choppy, storm-lit water, a child lying on the board in front of him, beach houses in the distance.

Rob seated at home, looking down at his son mid fist-bump beside him — an ordinary, unposed moment.

I don't have this figured out — that's kind of the point.

Presence
Family
Nature
Freedom
Meaningful work
Curiosity

Latest writing

Issue 002

Comfortable Being Uncomfortable

My son is five. And lately I've been thinking a lot about something that I'm not sure has a clean answer: how do you make him feel completely safe without making his life too safe?

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Newsletter archive

Issue 002 Comfortable Being Uncomfortable
Issue 001 Something Feels Off

Nikko walking down stone steps toward a pool, looking down at his own feet, with Rob several steps behind him, watching.

Currently

Can technology and entrepreneurship create more freedom — more time, more optionality — without becoming just another reason to spend life behind a screen?