Lessons

Lessons

This started as an accident. Here’s what it’s becoming.

Dec 22, 2025
∙ Paid

The short version: I’m adding a paid tier to this Substack. Posts will be free for the first 7 days, and paid subscribers will get access to the full Lessons library (all past posts) plus the community features — Subscriber Chat, commenting, and things like occasional AMAs. Glue Club members will have full access, along with a few gift subscriptions to share.

As with most of the best things I’ve built, this Substack started as an accident.

4 years ago, I was taking four months off to travel with my family. I didn’t want to be on social media — posting on LinkedIn mostly — during that time, but I did want to keep writing. So I started a Substack. As you can tell from the first post, there was no strategy, no launch plan. I just wanted a place to think out loud while I was away from the day-to-day noise.

Fast forward: Over 680,000 reads and 10,000+ subscribers later, I’ve realized a couple of things.

First, I care deeply about helping people I might never meet, and writing is a great way to…

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