Might mean (unverified): Understand one's situation or environment.
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We found one dictionary that defines the word know which way is up:

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  1. know which_way_is_up: Wiktionary

Definitions from Wiktionary (know which way is up)

verb:  Alternative form of know which end is up [(idiomatic) To possess sound judgment or common sense; to have a clear understanding of a situation.]

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