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The Enterprise Prompt Checklist

Eight checks we run before pointing an agent at any operations task. The same discipline OpenAI used to prove a fifty-year-old math conjecture, written down as a pre-deployment checklist.

For operators and IT leaders deploying AI agents.

Inside The Enterprise Prompt Checklist: a sample spread

Summary

OpenAI hand-wrote two pages of instructions for one hard problem. Your operations run on hundreds. Before we deploy an agent on any of them, we run these eight checks — the difference between an agent that ships work and one that produces confident nonsense.

The eight checks

  1. 01
    Task statement

    What is the task, stated in one plain sentence?

  2. 02
    Acceptance criteria

    What does done look like, and does partial credit count?

  3. 03
    Approach portfolio

    Is more than one approach on the table, or is everything chasing the same idea?

  4. 04
    Blocked routes

    Which routes are dead ends, and are they written down so no one retries them?

  5. 05
    Adversarial check

    Whose only job is to break the work before we trust it?

  6. 06
    No status theater

    Are we getting proof it worked, or a confident summary?

  7. 07
    Persistence floor

    Did it push through the hard part, or stop at the first edge case?

  8. 08
    Escalation

    When it hits something outside the lines, where does it hand off to a person?

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