re: What does the phrase “aim small, miss small” mean?

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I always thought it was sort of dumb too, TBH

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Dumb? It's a well-known shooting cliche taught everywhere.

Its actually some of the best shooting advice you can get. If you are trying to hit a person and you aim at a button on his shirt you may not hit the button but it will be a much more accurate shot then if you simply aim at the whole person. The smaller the target you aim at the more accurate you are.