One sitting, thirty minutes, after your second draft is complete. This is the cheapest revision pass there is and the one most students skip.
After the cut, read it aloud once more and ask one question: does this sound like you on a good day, talking to someone you trust? If it sounds like a college essay, keep cutting. If a phrase embarrasses you slightly because it is honest, keep it: that is usually the best line in the piece.
This is not the feedback round: that is its own task, with one or two readers you choose. Do this pass first so their time goes to the real questions, not to the fluff you could have caught yourself.
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