Research

What service firms ask about AI before they adopt it

We wrote down every question people asked us about AI while they were using it at work. Most weren’t about what AI can do. They were about the rules for using it.

45

questions logged, across 9 organizationsSource · Milo Works field questions log, 2026-08-26

13

asked at more than one organization, independentlySource · Milo Works field questions log, 2026-08-26

By theme

What the questions were about

Governance and rollout is the largest theme by a clear margin. People were asking whether a policy should come first, who owns what AI produces, and what to tell clients.

  • Governance and rollout104 repeated
  • Trust and data safety61 repeated
  • Tools and connectors6
  • What it can’t do6
  • Mental models5
  • Where the human sits32 repeated

36 of 45 written up · “repeated” means asked at more than one organization · not yet counted for 3 themes

Method

How the questions were collected

The questions were asked out loud, unprompted, in training sessions, discovery calls and 1:1 set-ups. There was no survey and no list to choose from. Each was written down as it was asked.

They are logged without a name or a company. 36 of the 45 have been written up with an answer so far.

Limits

What this can’t tell you

  • 9 organizations is a small base. These are the questions our clients and prospects asked, not a sample of all firms.
  • People who ask questions out loud may differ from those who don’t.
  • The counts say what was asked, not how many people were worried about it.

The ones asked at more than one firm

Where this leads

Use it

You are welcome to cite these figures. Please link to this page and state the base.