Building Your Own AI Chief of Staff, Part 2

Part 2 of Stephan's hands-on series on building a personal AI Chief of Staff. In Part 1 we covered the idea: an AI that doesn't just answer questions but actually runs your day — triages your inbox, drafts on your behalf, keeps your projects moving, and knows enough context to make real decisions. This session goes deeper into making one that works. Part 1 is helpful background but not required. We'll recap the core setup, then spend most of the night on the harder, more useful parts. What we'll cover Wiring your assistant into the tools you already live in — email, calendar, notes, task manager — through MCP and other connectors Giving it durable memory and the context it needs to act like it actually knows you Moving from "it drafts, I send" toward trusted, semi-autonomous actions — and where to keep a human in the loop Guardrails: what to automate, what to never automate, and how to fail safe What to bring A laptop and one real workflow you want off your plate. The people who get the most out of the night show up with something specific — a recurring task, an inbox that runs…