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I would just like to add that I have sailed and won numerous times and been on numerous winning crews since the upgrades. I have also seen the game crash a number of times while loading the Boss Battle, each time with a full crew.
I have seen two distinct but similar strategies that have been used to win the Boss. Both of these strategies use cannons on only one side of the ship. So a crew of more then 8 is wasteful and distracting. You will have people standing around with nothing to do, so they will try and leave the ship, complain, or just talk non-stop.
Regarless of level, the crew is very important. If the crew will not listen and isn't patient, you aren't going to win. I will not go with a crew that doesn't take the time before hand to figure out at least who is to sail.
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