A Self-Improving AI OS for the Chronically Self-Employed

A personal AI operating system, built as a plain-text git repo, that connects to my entire freelance business in real time: live contracts, open invoices, job feed, inbox, calendar, and meeting notes. It uses that context to find work, draft proposals, track clients, and run a morning brief every day without me asking.

This system is built upon the foundation of Nate Herk’s AIS-OS combined with Andrej Karpathy’s LLM-wiki guidelines. For the demo I’ll show it live: open a terminal, pull the job feed from Contra, trigger a skill, watch the wiki update, then walk through the self-audit loop that finds gaps in the system and ships one improvement per week. The repo stays visible throughout. No slides. We may jump into live client / prospects on Contra.