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
23 hours ago8 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
Breaking in-house (Post 2)
What if I make the wrong move? My first jump in-house — though to a respectable and successful company — was not a fit. I soon realized...
Aug 11, 20252 min read
Surviving your first year in-house (Post 2)
“But I don't have tech experience!” Nope! You don’t need to know how to write code. Or an engineering degree. Or to review Python...
Jul 21, 20251 min read
Surviving your first year in-house (Post 1)
Critical skill: Commercial Contracts Even though the role of an in-house product counsel differs from an in-house commercial counsel, you...
Jul 17, 20252 min read
Breaking in-house (Post 1)
I get this question a lot: how did you become a product counsel? I figured I'd start a blog, and write bite-sized, " Show Your Work!...
Jul 16, 20251 min read
