Writing

Technology leadership, photography, tennis, and whatever else life throws my way.

Humans Are Not Machines, Machines Are Not Human

February 21, 2026

We built machines to be efficient. We were never meant to be.

February 20, 2026

A stage-gated process for turning ideas into production software using AI as a development partner — measure twice, cut once.

February 18, 2026

How I shipped a real-time rules engine in 7 working days using AI-augmented development — and why the process matters more than the code.

February 1, 2026

Most startups don't make it to year five. We just finished year thirteen. This is less about the company, and more about the people.

The best technology decisions come from leaders who understand the terrain because they’re still walking it.
— Me, apparently

January 1, 2026

February 21, 2025

Everything I know about life, I learned (or relearned) on the tennis court.

February 21, 2025

On aging, tennis, gratitude, and the forehand down the line.

February 21, 2025

A cab, a ferry, a gondola up a mountain — all to find the artist behind a photograph on my wall.

October 15, 2024

A tribute to a simple man with a remarkable journey — from rags to riches, back to rags, and back again.

The hustle and bustle of New York's iconic Grand Central

January 3, 2015

October 1, 2014

The sleep deprivation, the nerf balls, the heated debates — and why I keep going back.