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Kevin Highwater (née Kevin Kuchta)

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Latest posts

General AI Update

I haven’t posted in a bit, but I feel bad leaving my last post at the top of my blog. I think my position at the time was reasonable: in mid-2025, “I’m skeptical but curious and experimenting” was a defensible stance, but that was a million years ago. In 2026 (and really, as of late 2025), approximately 100% of the code I write, professionally and personally, is written by an LLM.

Forcing Myself to Vibe Code

I’ve noticed two things recently: People’s skepticism of “what AI-based coding is good for” is inversely proportional to how good they are at it. I am skeptical of AI-based coding. So: epistemologically speaking, I think my best path towards having a well-informed opinion about what AI-based coding is and is not good for is to “Get Gud” as the kids would say. kttt.io is my first pass at that.

Startup technical choices that I endorse or regret

One of the coolest things about working at a tiny startup is getting to make foundational technical decisions and seeing how they play out. A couple years in startup time is as long as a life-age of the earth like a decade in normal business time. It lets you get feedback on how those decisions worked out as the company + team scale. I was the first eng hire at Daybreak Health. 3 years later I was…

A Blog To Last

How do you build software that will last more than a decade with no maintenance?

CSS-Only Chat

So, it turns out that css background-images don’t get loaded until the relevant selector is triggered. Many people might say “neat!” I used it to build a bi-directional CSS-only async chat.

Totes-not-amazon.com: Markov Chain Generation for AWS Announcements

I challenge you to reliably tell the difference between AWS and Totes-not-amazon.

Scarr: S3 + Cloudfront + ACM + Route53

There are a bunch of free/cheap options for hosting static sites (just html/css/js) out there: github pages, netlify, firebase hosting - but when I want to build a bulletproof static site “for real”, my go-to toolset is S3 for hosting with Cloudfront caching in front of it. My workflow for that usually looks like:

Building a url-shortener with Lambda — JUST Lambda

Some people, when confronted with a problem, think “I know, I’ll use AWS Lambda.” Now they have thousands of concurrent problems. If you want to know how to build a sanely-architected url-shortener using AWS Lambda on top of a datastore like Postgres, this is not the post for you. We’re going to build a Rube-Goldberg url-shortener using just Lambda.

Disguising Ruby as Javascript

Because my parents didn’t raise me right, I decided to take another crack at making valid ruby that is indistinguishable from javascript. Update: This post became a talk at RubyConf 2018.

Twitter + Ffmpeg

Want to upload audio to twitter? You can’t. You’d have to upload it to soundcloud, then post that link to twitter. Some clients will give you a nice in-app soundcloud player and some won’t. You can upload video to twitter, though.