The Contract Signal

The Contract Signal

The Contract AI Vendor Diligence Checklist

46 questions to test the data, models, workflow, usability and business behind a contract AI product.

Leonid Prilutskiy's avatar
Leonid Prilutskiy
Jul 22, 2026
∙ Paid

“We were losing more than one million dollars per year.”

A former colleague told me this in 2020, describing a failed AI project. I was interviewing them for any wisdom they could share as I stepped into a product manager role for our machine learning program. They had engaged a third-party provider with best-in-class technical credentials and a great de…

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