

Meet My AI Chief of Staff: A Live Demo
You're being asked to believe two stories about AI at once. Story one: it's the most transformative technology of our lifetimes, and it's already here. Story two: agents are overhyped, margins aren't moving, and most AI pilots quietly die without ROI.
I think both stories are true. The variable that separates them is context, and that's what this hour is about.
A year ago I left a 15-year SaaS career (Salesforce, PagerDuty, COO of Mews) to build with AI full time. Since then I've built a profitable software company run largely by agents, and an AI chief of staff named Howard who runs my day: morning briefs, inbox triage, my to-do list, even my groceries. Howard works because he reads a second brain that holds every meeting, email, and note from my life, and he answers from it in seconds.
In one hour:
• Why agents disappoint without context, and why a chief of staff is the ideal first agent to build (the skill translates directly into agents for your business)
• Howard, live: the morning brief, total-recall questions, real-world actions
• The second brain on screen: 3,000+ linked notes, about 1.6 million words, and how the linking makes it usable
• The architecture underneath, in plain English: a second brain, a Mac Mini, and a Telegram thread
• How 8 people are building their own at my Tahoe Build Retreat this September (joshuathacker.com/retreat)
No coding background needed. If you can write a clear email, you can operate everything you'll see.
Who this is for: executives, business owners, and acquirers who've watched the AI wave from the outside and want their own systems working for them.
Want a preview before the 29th? My chief of staff is documented in detail, down to everything I actually use him for: joshuathacker.com/hermes
Can't make it live? Register anyway. The replay goes to registrants for 72 hours.