Insights · questionnaire teardowns

How enterprise security questionnaires actually get answered

Each month we take a publicly available security questionnaire, pick the questions AI companies struggle with, and publish model answers — plus the traps to avoid. Answering 200 of these is our day job.

Teardown 01 · July 2026

Six security-questionnaire questions that stall AI vendors — with model answers

The six questions where AI companies most often fail enterprise reviews: why each is asked, what a small AI SaaS can honestly answer, and the trap hidden inside each one.

Field notes · July 2026

The five questions CISOs actually ask before buying an AI platform

Years on the vendor side of Fortune-500 security due-diligence, distilled: the five questions underneath every questionnaire — and what the CISO is really testing with each.