I remember reading in my US history textbook that, at the time of the American Revolution, Philadelphia was the largest city in the 13 colonies.
I don't know how accurate that was, or how good my memory is (probably the more deciding factor), but if that's the case, then NYC became the largest city sometime between 1775 and 1790.
In any case, I do recall that at one point, Philadelphia was believed to be the largest city.
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Pretend Seattleite.
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