https://rileytrottier.com/ Senior Product Manager - building with artificial intelligence en https://rileytrottier.com/posts/guardrails-for-my-ai-assistant/ https://rileytrottier.com/posts/guardrails-for-my-ai-assistant/ Wed, 28 Oct 2026 12:00:00 GMT Five rules that keep an AI assistant from doing something slightly wrong under my name, and how each one is enforced. https://rileytrottier.com/posts/library-of-ai-skills/ https://rileytrottier.com/posts/library-of-ai-skills/ Tue, 20 Oct 2026 12:00:00 GMT Turning repeated AI instructions into versioned skill files, split across git repos, so a fix made once carries over to every task after it. https://rileytrottier.com/posts/probabilistic-planner-deterministic-executor/ https://rileytrottier.com/posts/probabilistic-planner-deterministic-executor/ Sat, 17 Oct 2026 12:00:00 GMT A design for AI features where every number has to be explainable. The model proposes, and plain code checks and carries it out. https://rileytrottier.com/posts/throughline-postmortem/ https://rileytrottier.com/posts/throughline-postmortem/ Wed, 30 Sep 2026 12:00:00 GMT A personal dashboard built with Claude in September 2026, what went wrong with it, and why it was turned off after a few weeks. https://rileytrottier.com/posts/building-reflectai/ https://rileytrottier.com/posts/building-reflectai/ Sat, 26 Sep 2026 12:00:00 GMT A daily journal where Claude writes monthly and yearly reports. The AI reports took one rewrite of the instructions; privacy, sign-in and testing took much longer. https://rileytrottier.com/posts/onepage-lessons/ https://rileytrottier.com/posts/onepage-lessons/ Tue, 01 Sep 2026 12:00:00 GMT A one-screen task manager with AI monthly reports, built on Replit in May 2025 and later moved to Railway.