For Founders & Executives
A weekly closed-door peer group for CEOs and founders. Everyone's talking about AI in their products. Almost nobody is talking about how AI is reshaping their own organizations — how they hire, how they operate, how they compete. That's what this room is for.
Facilitated by John Knox · 25 years across B2B SaaS, MedTech, and semiconductors
By Application · Chatham House
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Happening Now
What CEOs say after the call
You're placing your AI bets now. You want to know where peers are placing theirs.
You decide where AI changes how your org builds, ships, and competes. You'd rather hear how your peers chose.
You're asking sharper questions about AI than management has answers for. This is where you sharpen them further.
Real insights from real operators, shared under the Chatham House Rule.
Latest Session
Frontier models barely came up. What kept surfacing was the harness operators are building around AI — weekly skill audits, nightly client-health scoring, voice-first product feedback, parallel-agent patterns. Five systems worth copying.
When AI lets one founder run a Fortune-50-scale org chart, the rate-limiting skill becomes orchestrating teams of teams — the skill set that used to live only inside enterprise CEOs. The AI chief of staff reframe.
Three operators on why so many AI initiatives generate productivity without revenue, the prioritization problem that flips when execution gets cheap, and why mid-market is winning AI right now.
The arbitrage hiding between $5-Copilot rollouts and operator-class agents on top of a written-down operating system — plus the approval-theater pattern that rewards staff for leaking data to unapproved tools.
A founder takes one hour with Claude; his developers take four. The fix isn't tools — it's a shared team harness, prompt-level observability, and the cultural permission to delegate.
Code review bots, Ruby cleanup agents, and the "skills all the way down" pipeline. The operational scaffolding behind teams getting compounding value from AI rather than accumulating slop.
The intern test for AI permissions. The CEO addicted to doing their team's work. And why understanding your business operating system is the precondition for any AI rollout.
From a MicroConf roundtable: hiring, onboarding, and setting guardrails for a workforce that's part human, part AI agent. The same discipline, applied to a different kind of worker.
Employees dodging AI governance on personal devices. Enterprise vendors adding AI without asking. And the "desire paths" approach to making shadow usage safe.
An AI sales prep system that grades calls and drafts follow-ups. Sloppy AI code that admitted its own mistakes. And the free tools quietly leaking your trade secrets.
The people pulling ahead with AI aren't better prompters — they're better at teaching their tools. The "tell the agent twice" rule and the copy-paste problem.
Most founders tinker with AI internally but never connect it to revenue. What's actually working: AI SDRs booking meetings, narrow agents reducing churn.
Weekly
Consistent rhythm
60 min
Focused session
Virtual
Join from anywhere
8-12
Participants max
Free
No cost to attend
Your Facilitator
John Knox
Founder of Moving Average Inc. 25 years across MedTech, enterprise platforms, and B2B SaaS. TinySeed LP and mentor.
Every application is reviewed personally — for fit with the room and to keep the conversation candid. Approved applicants are invited to an upcoming session.
Thank you. I review every request and will follow up within two business days.