The Room
Forty people who currently run enterprise AI transformation. Twelve to a session. One case per session. Seventy-five minutes, monthly, on video. It is deliberately small and deliberately boring in structure, because the interesting part is supposed to be the case.
What happens in a session
One member brings a live decision they have not made. Not a case study, not a retrospective, not a talk. Something still open, with the real numbers in it. They get ten minutes to lay it out, and then the room spends an hour on it.
There is no presentation and no deck requirement. The person bringing the case leaves with something they did not have, or the session failed, and we would rather run eleven good sessions a year than twelve.
The queue is the only status object
You must attend two sessions before you can bring your own case. That is the entire scarcity mechanism, and it does a lot of work. It means everybody who presents has watched how the room handles somebody else's problem first. It means nobody arrives, extracts, and leaves. And it means the thing people compete for is a slot in the queue rather than a title, a badge, or a tier.
The queue is visible to members. Nothing else about status is.
Six rules, and the reason for each
You must currently operate
No consultants, no vendors, no analysts, no investors. One vendor in the room and every case becomes a sales call, including the ones that are not. This is the rule that makes the rest possible, and it is the one we will be least flexible about.
One person per company
Two people from the same organisation cannot speak freely in front of each other about a decision their employer has not settled. The second seat costs you the first seat's candour.
Sector spread
A room of six banks produces a very good conversation about banking. The value of a mixed room is that somebody solved your problem four years ago in an industry you never read about.
Chatham House, permanently
Use what you hear. Never attribute it, inside or outside the room, including in a way that would let somebody work out who said it.
Free, permanently
The moment money moves, the host becomes a vendor and the peer symmetry dies. Anyone paying is a customer, and customers get served rather than challenged.
No always-on chat channel
A persistent channel makes the most available member the most visible, which is not the same as the sharpest. It also turns a scarce thing into an ambient one. There is a session, and between sessions there is nothing.
Rahul Jindal hosts personally for the first year, in a personal capacity. No employer is involved, no employer is represented, and nothing discussed goes anywhere near one. If that changes, it will be said here before it changes rather than after.
Describe a transformation decision you currently own and have not yet made. Include the real numbers.