The term comes from the practice of squaring the "yards" horizontally to the main deck and at right angles fore and aft so that everything was in its place and correct. The opposite to "cock up". There could also be connections to "squared off", "squared away" and "all squared".
By SailingQuiz October 2019 Category: Nautical Saying
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What does Square up mean?
What is the nautical origin of the phrase "Square up"?
Definition of the nautical phrase "Square up".