FIELD NOTES FROM BEND, OREGON

Still curious.Still building.

I’m Craig. Entrepreneur, father, and a lifelong
student of what comes next.

From electric motorcycles to artificial intelligence. From building businesses to figuring out life. This is where I connect the dots.

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A few ideas. A little perspective. Plenty of questions.
An angler fly fishing in a river beneath forested hills
Taking the long way.FROM THE PERSONAL ARCHIVE
OUTSIDE IS A GOOD PLACE TO THINK.

THE JOURNAL

Thinking out loud.

All writing ↗

The Optimism Queue

What happens when the tools finally catch up with your imagination? During the dot-com years, there was a particular kind of failure I remember almost as clearly as the excitement of what we were building. We were creating applications…

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Context Is King

The internet needed content. AI needs to understand why yours matters. I was fortunate enough to participate in the dot-com era, back when every company suddenly needed a website and very few of us knew exactly why. We were building things as quickly as we could, occasionally with a business

The Clock Ticks a Little Softer

For the first time in a long while, I find myself just a little less afraid. Maybe it’s the changing seasons—no more ice on the roads, warm sun through the windows. Each time I drive to the club, it feels a little bit easier. A bit more normal. But every so often, something still catches

What if the Machine Finally Understands Me?

I have spent a surprising amount of my life around technology for someone who has never really known how to write software. Long before AI became something everyone talked about, I was downloading open-source projects, installing things…

THE THINGS THAT MATTER MOST

Life doesn’t follow
a business plan.

Some of the most important things I’ve written have nothing to do with business. They’re about Lauren and Brooks, our family, and finding our way through the unexpected.

Lauren & Brooks ↗
Family gathered around a restaurant table, from Craig’s personal archive
A LITTLE CONTEXT

A builder by instinct.
An optimist by choice.

I’ve spent my life following ideas into places I didn’t expect. Companies, motorcycles, new technology. And a few detours that taught me more than the straight roads ever could.

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