The archive

Every essay, in order.

Weekly writing on commerce, capital, and the 90%.

Mar 20, 2026

Make Room For A Free Croissant

Most people are building lives designed to never test whether they can handle hard things. And that works, until it doesn't.

Mar 10, 2026

Make Room For No Longer Dancing On My Own

Two of the most accomplished people I've ever worked alongside have officially joined Stretch. Eden Golshani, as CTO,

Mar 2, 2026

Make Room For 'The Only'

Feb 10, 2026

Make Room For Andy 4.4

Somebody gave me this idea recently: take your age, put a decimal point between the digits, and that's

Dec 10, 2025

Make Room For A Worthy Cause

Nov 24, 2025

We Have Lift Off! 🛒🔥🚀

Oct 26, 2025

Lightning Crashes

I'm holding Eloise, my 14-week-old daughter, on a Sunday morning. I've never been happier. But my

Oct 16, 2025

RIP Mom - The Long Midwest Goodbye

She held on until the very end, until the final goodbye was there to be said, just like she’d done with our long Midwest goodbyes with each of our visits home. She didn’t want to miss out on anything all the way to the end. And now she’ll never have to say goodbye again.

Sep 25, 2025

Daring Greatly - Launching STRETCH

Jul 22, 2025

First Time Father: Father First

I'm a dad. Here’s a cute picture to prove it! Two weeks ago, I was a repeat

Jul 8, 2025

Help! I'm A Founder Again

Six months ago, I was living what many would call a perfect life. Three-time founder turned executive coach, angel investor,

Apr 2, 2025

Making Room for Complete Systems

In this season of renewal and rebirth, I see this pattern everywhere: We set up sophisticated systems. We establish careful routines. We create intricate plans. There is an app or a course for everything.