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Life & Curiosity.

Motorcycles, memories, questions, and everything that doesn’t fit neatly in a box.

12 stories in Life & Curiosity

Abyss

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They Were Not Given a Maybe

There was a period in my life when I sat beside a child I loved and had no idea what the future was going to look like. As a parent, that is a strange place to live. You stop thinking very far ahead. The things that normally fill your…

20268 stories

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…

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…

I Still Have Plans

Lately, I’ve caught myself doing a kind of math I never used to do. When I think about something that might take five or ten years, I find myself thinking not only about what I could build or where it might lead, but about how old I would…

Hi, My Name is Craig… and I Can’t Fix It

I’ve always thought of myself as a solution guy. Not because I always have the answer. Most of the time I don’t. But I’ve always believed that if you give me enough time, enough books, enough conversations with smart people, and now a little AI, I’ll eventually find one. Somebody, somewhere, has already wrestled with

The Long Goodbye: Permission to Remember Honestly

Over the last year and a half, I have found myself thinking a great deal about memory. It has become one of those subjects that seems to quietly work its way into my thoughts, usually when I least expect it. Our family has now experienced memory from two completely opposite directions, and I don’t think

Fishing Altered States and Optimism

There is something magical about the night before a fishing trip. I was thinking about that tonight while organizing a fly box. It doesn’t seem to matter whether I am ten years old or sixty-five years old. The feeling is exactly the same. There is this nervous excitement that starts to build as the gear

Machine lust and memories

There are moments in life where something small opens a door you forgot was even there. Tonight was one of those nights. When I was a kid, I didn’t even own a motorcycle at first. I borrowed one from a neighbor kid. I can still remember it perfectly: a Honda SL70. To me, it may

20254 stories

Two Sides of Being a Father

Father’s Day has always made me reflective, but this year feels especially poignant. After 26 years of celebrating this day as a dad, I’ve found myself thinking a lot about the two sides of fatherhood—the joy and the worry, the pride and the fear. It’s a mix that never quite balances out but somehow feels

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

Retire or jump on the AI train?

I recently had a friend ask why, with retirement looming, I wasn’t simply playing more pickleball. It’s a fair question—I certainly enjoy playing—but truthfully, I’ve never been more excited professionally than I am right now. Why? Because AI agents are set to become this year’s defining technological trend, reshaping industries and offering unprecedented opportunities….

The Ticking of the Clock Grows Louder

I have lived an extraordinary life, initially blessed with a remarkable family that adopted me as a baby. They provided opportunity, comfort, and the wisdom to learn from my own mistakes. Guided into Boy Scouts and supported in all my endeavors, I discovered early on the power and freedom of earning my own money. My