Thursday, October 2, 2026 · 1:00–4:00pm CT · Live on Zoom

Which AI Actually Pays For Itself?

The 3-hour buying filter for document-heavy Chicago businesses. One filter — does it make you money, save you hours, or improve what your customers get? — applied live to the workflows you actually run.

$49 early bird until Thursday, September 25, then $97. 15 seats total.

Payment handled by Stripe. If the session doesn't pay for itself, email us and we refund it.

This room is for you if

Your paperwork runs the evenings

RFQs, POs, invoices, entry docs, claims — re-keyed by hand while every AI vendor promises magic without proof.

You can afford the fix, not a mistake

The expensive AI decision is not the tool. It is the 18 months of owner-hours lost while the wrong tool sits half-installed.

You want a filter, not a pitch

No tool is sold in this room. You leave with a scorecard you can hold up against any vendor demo for the next two years.

Three hours, four blocks

1

The Three Outcomes filter

Every AI tool gets three questions: does it make you money, save you hours, or improve your product and customer experience? If it cannot win one decisively, it is a no — no matter how good the demo looks.

2

Use cases for YOUR paperwork

Quote and RFQ drafting, PO and invoice intake, entry docs and BOLs, AP/AR chasing, customer status updates. Scored live against the filter, ranked by payback.

3

Live case study, not slideware

We run our own document-processing system on real shop paperwork in front of you: emailed PDFs in, clean filed data out. You see exactly what "AI in your workflow" means before you spend a dollar on it.

4

Your questions, straight answers

Bring your messiest workflow. We apply the filter to it in the room.

The filter you leave with

Three questions. Every tool, every vendor, every demo — for the next two years.

The Three Outcomes filterAny AI pitch is scored against three outcomes — makes you money, saves you hours, improves quality. Win one decisively and it is worth a pilot; win none and you pass, no matter how good the demo.THE THREE OUTCOMES FILTER · SCORE ALL THREESCORE ITWINS ONEWINS NONEINPUTAny AI pitchtool · vendor · demoEFFECTIVENESSDoes it make you money?EFFICIENCYDoes it save you hours?QUALITYDoes it improve what customers get?DECISIVEWorth a pilotprove it on YOUR paperworkEXITPasshowever good the demo

The demo is a real system, not a slide

We built and run a document-processing platform that takes the purchase orders and invoices businesses receive by email and turns them into clean, structured, filed data — no re-keying. In the workshop we run it live on real shop paperwork, then score it against the same three-outcome filter we teach you, so you see the filter applied honestly to our own product.

That is the standard every tool in your stack should meet: show me, on my documents, where the money or the hours come back. By the end of the session you will know how to demand that from every vendor — including us.

Why the seat is paid

A paid room is an owners' room. $49 keeps out the tire-kickers, and if the session doesn't pay for itself in avoided bad purchases alone, email us and we refund it.

Thursday, October 2, 2026

1:00–4:00pm CT · Live on Zoom · 15 seats · Zoom link arrives with your receipt.

Reserve my seat — $49