💡 How to use these prompts:
Replace everything in [BRACKETS] with your specific details before sending.
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We are enabling this for a team: [TOOL AND HOW MANY PEOPLE]
Tell me:
- What usage allowance it draws on
- Whether other teams or products share that allowance
- What happens when it runs out, and who finds out first
- What I should measure in week one to know if we are close
If the vendor has not documented the allowance, say so plainly and tell me what to ask them.
This tool inherits permissions from: [SYSTEM]
Tell me what a typical user in [ROLE] can currently see there, and therefore what the AI will be able to read on their behalf.
Flag anything that would surprise them, and anything that would surprise their manager.
The tool offers a prebuilt workflow for: [TASK]
Design a test that compares its output against how our best person currently does it. Tell me what to measure, how many samples, and what result would mean we should not roll it out.
Be specific about the threshold. Better than average is not the bar if it is worse than good.
We are rolling this out to [NUMBER] people doing [WORK].
Tell me what habits will form in the first month, which are good, which are risky, and what I would need to see to catch the risky ones early.
Include the one where people stop checking the output because it is usually right.
Draft the note that goes to the team when we enable this.
Cover what it can see, what it can change, what still needs their judgement, and what to do when it is wrong.
Short enough to be read. No enthusiasm about transformation.
If this rollout goes badly, what does turning it off look like?
- What breaks for people who have started depending on it
- What data or state is left behind
- How long it takes
- What we would have to tell anyone externally
If the honest answer is that we could not easily reverse it, say so before we start.