Thinking out loud about AI and what's next.

Your AI Has a Personality. That's Not an Accident.

March 4, 2026

How training choices and design philosophy shape the character of every AI you use — and why it matters for your business

You've probably noticed it without being able to name it. One AI feels eager to please — almost to a fault. Another feels measured, sometimes even a little blunt. One validates every idea you bring to it. Another pushes back when it thinks you're wrong. These aren't random quirks. They are the direct result of how each system was trained — the feedback mechanisms that shaped its behavior and the design philosophy of the team that built it.

Computational Thinking Was Always the Point

March 2, 2026

The skill we taught for code turns out to be the skill we need for everything that comes next

For the past four decades, there has been a recurring argument in education that goes something like this: everyone should learn to code. Not because everyone will become a software engineer, but because learning to code teaches you something deeper. That argument was right. It was just aimed at the wrong output. The skill was never really about code. It was about how you think.

Computer Use Speed Is the Wrong Metric

February 27, 2026

Why judging computer use agents by their speed is a trap — and where the real power lies

There is a moment, the first time you watch an AI agent control a browser, that feels almost comically slow. It navigates. It pauses. It reads. It clicks — deliberately, methodically, like someone who has never seen a mouse before. You're sitting there thinking: I could have done this in thirty seconds. And you're right. But that's completely beside the point.

WordPress Was Designed for Humans. We're Building for the Machines.

February 25, 2026

Why the 23-year-old CMS era is ending — and what replaces it

WordPress turned 23 years old this year. That's not a knock — it's a fact. And in technology, 23 years is an eternity. When WordPress launched, the goal was simple: give regular people the ability to publish content without knowing how to code. It worked. But the problem has changed — and so has the audience reading your website.

The Death of the Inbox

February 17, 2026

How email stops being a place you visit — and starts being a place AI lives

There's a ritual most of us perform dozens of times a day without thinking about it. We open our email. We scan. We feel a low-grade anxiety. We close it. We open it again twenty minutes later. The inbox became a to-do list we didn't design, managed by other people's priorities. That's about to change.

The Last App You'll Ever Download

February 10, 2026

On the coming collapse of the app model — and what replaces it

Remember the first time you downloaded an app? It felt like magic. Now look at your phone. How many of those icons do you actually use? The way we interact with digital services is about to change fundamentally — and the shift is already underway.

Archive · Originally published in the Honolulu Star-Advertiser

Having Siri on Wheels Will Be a Milestone in Human Travel

February 13, 2018

The convergence of autonomous vehicles and AI will fundamentally change how we move through the world

Change is painful, exciting, visceral, and necessary. And our commute is about to radically change. I see the convergence of autonomous vehicles and digital assistants. My autonomous vehicle will know me better than my cat — the physical manifestation of my digital assistant.

Archive · Originally published in the Honolulu Star-Advertiser

Students Need New Skill Sets to Exploit Artificial Intelligence

October 16, 2017

The future we can't predict is the one we have to prepare for

Each and every day brings exciting advances in AI as new, innovative ways to leverage it are discovered. These advances will fundamentally and permanently change humanity. For those of us in education, AI is nothing short of a positive, disruptive revolution.