The workshop · For owners

Eight owners. One half day.

Most owners have been pitched "AI" by six vendors this year and believed none of them. This is eight owners in a room for a half day, working the actual question: what exactly do we want?

Half day · in person 8-12 owners $1,500-3,000 per seat

Kyle leading owners around a table in the workshop room

Your company already builds software. It's called a spreadsheet. This room is for the owners who want to understand what happens when that stops being a joke and starts being the whole operating model.

This is not a training class and it is not a consulting engagement. There is no deck of vendor slides, no module list, no roadmap. There is a room, a shared problem, and a half day of actually doing the thing the essay describes.

The premise

Start from a place where nobody has to admit they're behind. Every owner in the room has been pitched "AI" this year, and every one of them had the same reaction: if it were that good, it wouldn't need this pitch. That shared skepticism is the starting point, not something to be overcome.

The working belief behind the room is simple: most companies don't have a tool problem, they have a specification problem. The tools are cheap and good enough. What's scarce is saying precisely what you want, and iterating when the answer is wrong. That skill can be practiced in a room. This is the room.

What happens in the room

Eight owners. One table. One real workflow per owner, brought from their own company. Nobody spectates; the format doesn't allow it.

  • The ugly first build. Early in the room, each owner builds something. Not a demo, not a pilot. The ugliest possible working version of one workflow, built in front of everyone, so the embarrassment happens once and the learning sticks.
  • The specification exercise. The heart of the half day. What exactly does this screen show? Who is allowed to change it? What counts as done? You write it down before anyone touches a tool, and you find out how much of what you thought was clear wasn't.
  • The shared workflow. One workflow from the room, worked end to end by all eight: specify it, build it, break it, specify it again. You watch other owners think, and they watch you. That is where the peer-to-peer part happens, and it is the part that doesn't translate to a webinar.

You will not leave with a strategy document. You will leave having done the work, which is a different thing entirely.

What you leave with

  • One thing built and usable. Most owners leave with one working tool from the ugly build, real enough to keep or throw away on Monday.
  • The specification habit. The imagine, articulate, correct, repeat loop, practiced until it stops feeling like a foreign language.
  • The honest warnings, said out loud. The maintenance cliff, the verification gap, shadow IT at industrial scale. The room does not end on a fist pump. Being honest about what breaks is the entire differentiator, so the room spends real time on it.

Logistics

  • Format: one half day, in person, small table. No hybrid, no recording.
  • Who: 8-12 owners of companies between roughly 50 and 500 people. No vendors, no consultants, no observers.
  • Price: $1,500-3,000 per seat, depending on cohort size. The first cohort is priced to fill the room, not to maximize it.
  • When: the first cohort runs this fall. The date is set when the room is full, and it fills from rooms Kyle is already in.

The ask is not a cart. Kyle runs this with eight owners, not a funnel. If you want in, the move is to ask.

I'm running this with eight owners. Ask to be in the room.

Tell Kyle you want a seat and what you'd bring to the table. That's the whole application.