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When you are told to 'swim good', it usually means that the engagement ahead of you is going to be tough. Tracing back the genesis of the phrase, you go back [to the days] of 1700s slavery in the USA, where it was used between slaves to bless another person. 'Swim good' is most likely an ode [to the days] when slaves were [transported] on ships, if you were to jump off, you would have to 'swim good' to make it any close to shore.
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