Skip to content
AG-02Building AI agents7 checks · 7 min

Where agents actually fail once real people use them

Read this before you sign off a pilot. Every item here is something that works in testing and breaks in production.

  1. 01

    It is confidently wrong rather than unsure.

    A model's fluency is unrelated to its accuracy, so the wrong answers arrive in the same calm tone as the right ones. Users learn to trust it during the easy weeks and then get caught. The fix is citations and a visible confidence boundary, designed in from the start.

  2. 02

    The demo questions were the easy ones.

    Whoever built the demo unconsciously asked questions it could answer. Real users arrive with two questions at once, a typo, an attachment, and context from an email you cannot see.

  3. 03

    It cannot say 'I don't know'.

    in the PDF

  4. 04

    Someone finds the edge of the guardrails and pushes.

    in the PDF

  5. 05

    It succeeds and nobody notices the side effect.

    in the PDF

  6. 06

    Latency makes it useless even though it is correct.

    in the PDF

  7. 07

    It quietly degrades after a provider update.

    in the PDF

5 more checks in the PDF

The complete checklist — every check with the reasoning under it and the closing note — comes straight to your inbox.

Your name and your best email. It comes straight back — and we'll write again when we publish something worth your time. One click unsubscribes, always.

Ship AI that works

Field notes from shipping AI into live businesses — what holds up once real customers touch it, and what quietly falls over. Free, and free to copy. Hand them to your team, your engineers, or whoever promised you an agent by Friday.

Free to use, share and adapt. No attribution required. © 2026 TechBuilds.