Writing more in 2026 — Frank Thomas

I’ve been meaning to write more for years. The usual story — I have opinions, I lack the discipline to put them somewhere that isn’t a Slack message or a PR description.

This year I’m going to try. Not a newsletter, not a content strategy, not a “thought leadership platform.” Just a personal site where I write about the work I’m doing, the things I’m learning, and the mistakes I keep making in new and interesting ways.

What I’ll probably write about

I’m CTO at Superkey Insurance, where I spend most of my time on:

Document processing and extraction. We process insurance documents at volume — submissions, policies, certificates. The gap between “the AI can read it” and “we trust the output enough to automate” is larger than most people think. We’ve been through three extraction pipelines already and I have opinions.
Engineering leadership. I’ve been CTO four times now. The job is different every time and somehow the same mistakes keep being available to make.
Building with AI. We’re deep into using AI for both our product and our development process. Some of it is working. Some of it isn’t. I want to write about both.
Insurance technology. The industry still faxes things. There’s a lot to say.

What this isn’t

I’m not trying to build an audience or optimize for SEO. The goal is to think more clearly by writing things down, and to have something to point at when someone asks “what do you think about X.”

If any of it is useful to someone else, great. If not, at least I’ll have a record of what I was thinking about when I was thinking about it.

First post. Let’s see if the second one actually happens.