Sean Flanagan — software engineer Software engineer.

I'm a software engineer, mostly on the backend and platform side: internal tools, document pipelines, and the integrations that quietly hold a system together. I like pulling apart how a messy system actually works and then making it work better.

Before Cover I was at Trajector building cross-team data integrations, and before that I spent ten weeks heads-down in an AI engineering fellowship at Gauntlet. Earlier I ran a small business, which is where I learned how much of software has nothing to do with code.

Outside of work I run, play too much chess, follow Michigan sports (go blue), and once spent a few months backpacking East Asia with one bag and no plan. I write here when I get curious enough about something to actually dig in.

Currently in Los Angeles, at Cover. More on what I'm up to

GitHub LinkedIn Email

Writing

Building this site

Why I rebuilt it in Astro and stopped pretending it needed a single-page app.
Solo traveling East Asia

A few months, one backpack, no itinerary, and what it actually felt like.

Projects

agent-eval-kit

A TypeScript eval framework for agent workflows: record a run once, replay it cheaply, catch regressions in CI instead of in a demo.
TileSight

A kids' math game that reads physical number tiles through the camera, running a YOLO model in the browser with nothing leaving the device.