The time to level crewmen depends on which type of sailor you will have them be at the end of their carreeers. For instance a gunner will always be a gunner, but a support sailor can and will do a bit of everything. If you sit both the sonar and planesmen on your support dock without classing them up to sonar/planesmen then they gain benefits in all areas where as if you class them up to sonar and planesmen their "Net Gain" is far below their "Net Loss" on all skill categories. The goal of a support sailor is provide maximum sonar, air, engines, repair and soft defense. It can be difficult to not pull the trigger and class up the sailors when 1st offered, and its not a bad idea either however if you reach the highest lvl's in the game your sailors will reach a speed cap, sonar cap, air cap, soft defense cap, ect...
So why would you want to class up a sonarman and planesmen when your SS1 is worthless and you will be miserable in it? The answer is none. Do not class up either until your ready to put them to use in SS2 or SS3.
PS... It also matters what the base stats of the other categories are, not much benefit if the base repair is +5 with +15 potential.
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