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How I Built a Personal LifeOS with AI
TL;DR Your life generates too much information to organize by hand. Mine does too. I built a three-layer system: raw documents (Google Drive), a living wiki (Notion), and an AI agent that maintains both. The agent isn't smart. The system is predictable. That's why it works. This post covers the architecture, the schema, and the file tree. I'm a product counsel by day. Outside of work, I'm an IVF patient tracking insurance, appointments, and claims; an investor managing accoun
Apr 188 min read


Chat with Stephen Elkind, Product Counsel @ Google
A candid conversation with a Google attorney counseling the teams for Gmail, Google Meet, and Gemini in Workspace. Stephen chats about...
Sep 14, 20255 min read
Chat with Tilak Koilvaram, Lead Product Counsel @ Plaid
“Product counsel[ing] isn’t rocket science.” But “be a nerd about the business.” Tilak’s path (snapshot) Law firm: Davis Polk (IP & Tech...
Aug 17, 20254 min read
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