​GTM Roundtable: Company OS + Second Brain

​As GTM teams scale, the bottleneck isn't organizing knowledge for reps to find... it's structuring your go-to-market context so AI can actually act on it. The teams pulling ahead are making their GTM motion legible to agents, so pipeline work gets done instead of waiting on the people in the room.

​Join a small group of Unusual Ventures portfolio founders for an invite-only virtual roundtable on building a Company OS for your GTM team and a Second Brain for yourself.

​We'll compare notes on:

• ​Why GTM teams are graduating from Claude chat to Cowork / Code, and what changes when they do

• ​Which GTM workflows are pulling people toward a real context layer first

• ​What's working (and what isn't) for bootstrapping the layer and keeping it current

• ​How everyone's bringing the less-technical half of the team along

• ​Where people are drawing the line between shared Company OS and personal Second Brain

​What makes this roundtable different:

• ​Exclusive for Unusual Ventures portfolio founders

• ​Limited to 8–12 attendees to enable meaningful peer discussion

• ​60-minute interactive session

• ​No slides

• ​No pitching

• ​Chatham House Rule to encourage open, honest conversation

• ​Focused on actionable tactics over thought leadership

​This is a peer discussion designed for founders to share what’s working, what’s not, and the systems they’re building inside their companies.

​Moderated by Jared Waxman, Operating Partner at Unusual Ventures

​Thursday, August 13, 2026
10:00–11:00 AM PT
Zoom