AI Guides › Judgement & Guardrails
By Nigel Guy · 2 min read
Most AI-assisted work is low-friction by design, and that low friction is exactly the point most of the time — draft, review, adjust, repeat, at a speed that would have been impossible before. The problem is that the rhythm doesn't come with a built-in warning label when the next action stops being reversible. The email sends. The record deletes. The trade executes. You were moving at draft-speed and the thing that happened wasn't a draft.
The rule: anything irreversible gets a deliberate human pause before it happens, regardless of how routine or low-stakes the step felt a moment earlier.
| Question | If the answer is concerning |
|---|---|
| Can this be undone at all? | If no, that alone is your checkpoint trigger. |
| What does undoing it cost — time, money, trust, an apology owed? | If the cost is nonzero and more than trivial, it needs a pause. |
| Who else does this affect once it's done? | Anyone outside your own workspace raises the bar. |
| Is this the first time this particular action has run, or the hundredth? | Novel or unusual actions deserve more scrutiny than routine ones. |
Skip building a checkpoint for every single AI-assisted action regardless of stakes — that just trains people to click through it without reading, which is worse than no checkpoint at all, because it manufactures false confidence. Skip, too, treating "I usually catch mistakes before they matter" as a substitute for an actual pause; the whole reason this matters is the one time that habit fails.