Straight answers
Questions clients ask us about AI
Real questions from people using AI at work, with short, straight answers.

- Is my data being used to train the AI, and can I turn it off?Asked
- We suspect a lot of shadow AI and have no policy. Should the policy come first?Asked
- Do we have to tell clients when AI helped produce their work?Asked
- Do I have to upload the report every month, or does it remember?Asked
Trust and data safety
Where your data goes after you type it in.
3 answers
- Asked at more than one firm
Is my data being used to train the AI, and can I turn it off?
Whether AI trains on your data depends on the plan, not the tool.
Read the answer Is it safe to put client information into an AI tool?
Putting client information into an AI tool can be safe, on the right plan and within your contracts.
Read the answerIs it changing anything in the original files?
AI reading your files doesn’t change them.
Read the answer
Governance and rollout
Rules your team will actually follow.
3 answers
- Asked at more than one firm
We suspect a lot of shadow AI and have no policy. Should the policy come first?
Your company AI policy shouldn’t come first: find out what people already use, without judgment, and write the policy from that.
Read the answer - Asked at more than one firm
Do we have to tell clients when AI helped produce their work?
Whether to disclose AI use to clients is a policy decision for now, because there’s no fixed rule yet.
Read the answer Who owns what the AI produces?
Between you and the vendor, AI-generated content is normally yours: the major tools’ terms assign the output to the customer.
Read the answer
How it actually works
What it keeps, and what you hand it each time.
1 answer
Tools and connectors
How far a connected tool can reach.
2 answers
If I connect a tool, does the AI get free rein to read everything in it?
Connecting a tool doesn’t give the AI free rein: it reads what you point it at, when you ask, within the permissions you already have in that tool.
Read the answer- Asked at more than one firm
What does connecting my email or spreadsheets actually unlock, compared with copy-paste?
Connecting your email or spreadsheets lets you refer to your things instead of pasting them in: “reply to that email”, “the totals from this month’s sheet”.
Read the answer
Where a person checks
Checking it before you rely on it.
3 answers
- Asked at more than one firm
I just have to trust it. I can trust it, right?
You can trust AI output only as far as you can check it.
Read the answer - Asked at more than one firm
How do I know it didn’t miss something?
To check AI output for misses, look at what it read as well as what it found.
Read the answer How accurate is AI?
AI accuracy has no single number: it depends on the task and on what the AI was given to work from.
Read the answer
What it can’t do
When the honest answer is “not yet”.
2 answers
Choosing help
Bringing in help, or building it yourself.
3 answers
What does an AI consultant actually do?
A good AI consultant does 3 things: finds where AI would pay back in your firm, puts those options in order, and tells you what to leave alone.
Read the answerHow do we choose an AI consultant?
To choose an AI consultant, ask 2 things: what they last recommended against, and who looks after the build a year later.
Read the answerShould we build AI ourselves, buy a product, or bring someone in?
Build or buy AI based on fit, and on who will own it.
Read the answer
In their words
Different firms,
the same questions.
We logged every question people asked while putting AI to work. 36 have a straight answer so far.
45
questions logged mid-task, across 9 organizations
Asked unprompted, in training sessions, discovery calls and 1:1 setups.
13
of them asked at more than one company, independently
Raised separately, by people who have never met.
Logged in the field
Answered before you have to ask.
On data, policy and trust, from the people doing the work.
Questions about working with Milo Works
Your brief · 1 of 3
What brings you here?
See what we’d build first at a firm like yours.
A question that isn’t here?
Ask us. Most of this library started as a question somebody asked in a session.