Dev builds a Gemini voice assistant that runs his Windows PC — lessons learned

720beats · reddit · 2026-10-17

A developer built "Hey Milo," a Python + Gemini + pywebview voice assistant that controls his Windows PC, and shares counterintuitive lessons: opening apps is the hardest "easy" feature (he built an index from the Windows Start menu for fuzzy matching); being interruptible matters more than voice quality (listening for "stop" while speaking made it feel 10x better); startup time decides retention (background loading + a real progress checklist); free API tiers evaporate once the assistant is always-on; and anything touching money needs hard limits the AI can't talk its way around — max position sizes, manual confirmation for anything larger, and a daily loss lockout on his trading platform. He asks the community what feature made them actually keep using their assistant, and what they'd never let one do autonomously.

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