AI Tactical Toolbox

AI Tactical Toolbox

Your Underwriting AI Needs a Scoreboard, Not a Better Prompt

A simple 20-field eval loop for rent rolls, OMs, and lease abstract QA

Avi Hacker, J.D.'s avatar
Avi Hacker, J.D.
Jun 22, 2026
∙ Paid

Your AI underwriting prompt is not the problem.

Not yet.

The problem is that nobody is keeping score.

Most CRE teams do the same thing:

They upload an OM.
They tweak the prompt.
The output looks cleaner.
The summary sounds smarter.
Everyone feels like the workflow improved.

But here is the uncomfortable part:

A prettier answer can be a worse answer.

If your AI ext…

User's avatar

Continue reading this post for free, courtesy of Avi Hacker, J.D..

Or purchase a paid subscription.
© 2026 Avi Hacker · Privacy ∙ Terms ∙ Collection notice
Start your SubstackGet the app
Substack is the home for great culture