Category: Essays

13 min read

Many years ago, I used to write annual birthday essays sharing the most important lessons I’ve learned over time. They were an annual tradition I…

12 min read

Editor’s Note: This is the first essay in a series on what I learned as COO of ConvertKit as we grew from $3M to $30M…

23 min read

By 2050, we need to remove 10 billion metric tons of carbon dioxide from the atmosphere annually in order to keep global temperatures from increasing…

14 min read

I get a version of this question regularly: “What are the 3-4 coaching questions or exercises most likely to produce breakthroughs?” I get where it…

20 min read

In August 2021, I resigned from my role as COO at ConvertKit. I sold most of my stock and set aside funds for a sabbatical…

Four boys play on the beach at dusk with headlamps
5 min read

A friend asked me to compile advice for my 10-year old self. I came up with 10 things I’d want to tell myself at age…

sunlight peaking through a forest
18 min read

There’s an untapped $160 trillion market teeming with potential and on the verge of surging with economic activity — and one company in particular is…

Three figures are lost in fog as they hike over a crest of loose boulders
5 min read

1,868 days. That’s the number of days I spent on the ConvertKit team. 12,408 days. That’s the number of days since I was born. I’ve…

8 min read

In Every Good Endeavor, Timothy Keller introduces the book by referencing back to Robert Bellah’s Habits of the Heart, starting with a passage on the perils of individualism…

5 min read

I get in bed and pull the covers up around me. I roll over to tell my wife good night. She’s already fast asleep and…