Prove AI Can't Help

Think your work is the exception? Prove it.

Name the job, workflow, or task. If I can't show a practical way AI improves it, I pay you $1,000. The point is not hype. It is that almost every job has at least one measurable place where AI can make the work faster, cheaper, sharper, or less miserable.

Payout
$1,000
Decision Time
48 hrs
Outcome
Public

Rules

How it actually works.

Step 01

Name a real workflow

Pick one specific part of one real business — not "creativity" or "human connection" in the abstract. A task someone gets paid to do today.

Step 02

I attempt it

I build the AI system that takes a swing at it. You see the inputs, the outputs, the prompts, the tool calls — all of it. No hand-waving.

Step 03

You judge against the human baseline

You and I agree on the test before I start: what counts as "AI did it better," who scores it, what the inputs are. If the human still wins on that test, you get $1,000.

Step 04

Public outcome

Win or lose, the result goes on the site. Loss is good marketing — it means I found a workflow worth respecting. Don't submit if that bothers you.

For Reference

Three workflows. Three honest answers.

Probably safe

Trial attorney reading a witness in real time

Live read of a hostile witness in cross — the AI has no eyes, no room, no jury. I would not take this bet.

Already lost

Junior associate doing case-law recall for a memo

I built this. It found 100% of the relevant law on the bar exam, and beat the $1,200-a-seat incumbent on the exam itself. See the case study.

Partly

Sherpa guiding a climber up Everest

The summit push, no. The route planning, weather pattern matching, gear logistics, client risk modeling — yes, today, easily.

I will tell you up front if I think you're right. I'd rather concede in email than build a system to lose.

Submit Entry

Name the workflow.

Be specific. "Creativity" is not a workflow. "Writing the opening statement of a closing brief in a complex products-liability case" is. The more specific the entry, the better your odds — and the better the test.

What happens after you send
  1. 01. Within 48 hrs I reply with: accept, concede, or counter-propose the test design.
  2. 02. If I accept, you and I agree on the rubric in writing before any code gets written.
  3. 03. I build, you score. Win → $1,000 wired same day. Loss → it becomes a case study.
Not the right page?

If you already know AI would help and you just want to talk about building it, start a diagnostic instead.

Challenge Entry

Don't submit if you're not OK with the result going public. Win or lose, it goes on the site.

Win or lose the bet, the next step is the same: the Diagnostic.