Happiness Engineer.
Cyclist.
Traveler.

About

I help make the web more human at Automattic, then spend the rest of my time looking for better roads, better coffee, and the occasional excuse to say, yes, my middle name really is Cannon.

I write here the way I like to ride: curious, lightly overprepared, and very willing to take the interesting turn. The Cannon is a personal notebook for work, bikes, travel, and the connective tissue between all three.

Cyclist on a wooded gravel path

Curious, lightly overprepared.

Most days I am a Happiness Engineer, helping people build and repair their corner of the web. Off-screen, I am probably somewhere between a gravel route, a bikepacking list, and a half-finished thought that will become a post later.

This page should feel less like a resume and more like a quick coffee before a ride: enough context to know who I am, why I care, and where the story is going.

Support as craft

Happiness Engineering as patient, precise, human work.

Momentum outside

Road, gravel, trails, and the thinking that happens in motion.

Small details

Gear, places, writing, and the lived-in texture of a personal site.

A path with a little dirt on it.

Now

Writing, Riding & Building

Happiness Engineer by day. Gravel rider by choice. Writing about all of it here, and making the internet a better place one interaction at a time.

2021

First Bikepacking Overnighter

Loaded up the Fuse Comp and headed out overnight. Bikes plus camping equals the best possible combination. Now I plan trips around it.

2018

Reignited by Gravel

Picked up a Specialized Crux Expert and completely fell for gravel riding. The start of a two-wheeled obsession that has not slowed down since.

2013

Making the Web More Human

Joined Automattic as a Happiness Engineer. A fully distributed company building a better open web — making the internet a friendlier place, one day at a time.

2009

Joining the Web

Started building things on the internet — blogs, small sites, anything I could get my hands on. Fell hard for WordPress and never looked back.

2003

Small Town Beginnings

Grew up in the Midwest with a love of the outdoors and an itch for technology. Built computers, played drums, and logged way too many hours online.