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Using AI To Critique Your Own Work Before Anyone Else Sees It

By Nigel Guy · 2 min read

The usual move is to ask a tool "is this good?" and take whatever encouraging paragraph comes back as useful signal. It mostly isn't. Asked that way, most tools default to being agreeable, hedge everything, and hand you a few generic compliments alongside a few generic suggestions that would apply to almost any piece of work in the category — which tells you nothing you couldn't have guessed yourself.

The rule: a self-critique pass only works if you ask a specific, answerable question instead of a general one — "is this good" gets you flattery, "does this achieve X for audience Y" gets you an actual answer.

The mechanism: the pre-review pass

  1. State the brief back before asking for critique. What was this actually meant to do, for whom. A tool critiquing against an unstated brief will critique against a generic, invented one instead.
  2. Ask a specific question per pass, not one open one. "Does the opening make the argument's stakes clear in the first two sentences?" gets you something real. "What do you think?" gets you a paragraph of even-handed nothing.
  3. Ask it to argue the harshest plausible reaction, not the average one. A reviewer, a competitor, the specific audience member most likely to be unimpressed — naming a specific critical voice gets past the default agreeableness in a way a general request for criticism doesn't.
  4. Weigh the critique against your own judgement, not instead of it. Treat it as one more perspective to react to, the same way you'd treat a colleague's note — useful for surfacing blind spots, not a verdict to defer to automatically.

What to skip

Skip asking "is this good?" as a standalone question — it's the version most likely to produce flattery dressed as feedback, regardless of the tool. And skip running this pass on early, rough drafts you already know are unfinished — save it for something close enough to done that specific critique is actually actionable rather than obvious.

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