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First: Should only put 1 point into Raise Morale until you cannot put any more points into any other abilities.
-Lvl 1 Skill - Either Parrrley or Raise Morale.
I usually get Parrrley, but I get Raise Morale if the person I am laning against is too pushy or too strong or too OP ftw.
-Lvl 2+ Skills - Either Parrrley or Remove Scurvy
I usually max out Parrrley, but if you start getting more and more owned, then obviously, putting points into Remove Scurvy will help out a LOT. Remove Scurvy recovers a lot of your current HP if it is leveled up early and with a good balance between Parrrley and Remove Scurvy, you should be able to make **** tons of money and stay alive forever without going back to base.