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rockwellwindsor/README.md

Hi, I'm Rockwell 👋

Senior full-stack engineer based in Madison, Wisconsin. 10+ years building production Rails and Next.js applications for SaaS companies. Most recently maintaining SaaS applications as sole engineer at Levee Labs, and modernizing mission-critical APIs that serve 100,000+ users daily.

What I'm working on now: moving deeper into AI engineering. Bringing the same rigor I bring to backend infrastructure, evals, observability, cost tracking, the boring parts that make systems actually work, to LLM applications. Currently focused on RAG evaluation, agentic workflows, and multimodal systems.

You can see one of my AI systems running today: the chatbot at windsordevelopmentstudio.io lets you talk to either of my dogs, Gus or Mitch, each with a distinct personality powered by RAG and the Claude API.

Recent writing

Currently Reading

📖 Software Design X-Rays by Adam Tornhill — relevant to the AI engineering work I'm moving into, since the same "let the data show you where to look" mindset applies to evals and observability.

Find me

🌐 windsordevelopmentstudio.io · 📍 Madison, WI


Currently building an evaluation harness for the chatbot mentioned above — turning a working RAG system into a measured one. Repo coming soon.

Pinned Loading

  1. prompt_canary prompt_canary Public

    Ruby gem for canary deployment of LLM prompts. Declare versioned prompts in code, route traffic by percentage or predicate, and auto-rollback misbehaving versions based on error rate or latency thr…

    Ruby

  2. tollgate tollgate Public

    Go CLI that intercepts sensitive shell commands (git push, vercel deploy, terraform apply) and requires explicit approval before they run. A confirmation layer for AI agents, and a safety net for h…

    Go

  3. sector_five sector_five Public

    A 2D arcade shooter in Ruby with an optional AI wingman built on classical game AI (state machines, predictive aiming, formation flying). Originally a 2018 tutorial project, refactored and extended…

    Ruby

  4. claude_watcher claude_watcher Public

    Sublime Text plugin in Python that runs Claude on file save for AI-assisted code review. Toggleable per session, scoped per project, configurable per file type. A watcher-style approach to bringing…

    Python