I was debating whether to put 5 skill points on windcatcher, or 5 points on taskmaster.
My reasoning for choosing taskmaster if because on my maxed pirate, I thought the only time I would really use my ship is to help others kill ships.
Also, whenever I sail to get to a destination I usually use my light sloop that's lightning quick, especially with 3 points on Full Sail and one on Ramming Speed. Usually when I sail with my light sloop I get to my desination extremely quick, and most of the time I don't sink. Even if I need to pass by some phantoms or war ships, I usually make it by using Ramming Speed is soon as they shoot at you. Of course, Plundering Mommy knows sometimes I don't make it alive also
__________________
Shhlatkinz 
The Guardians
(remake of The Brotherhood)
Notoriety 40
Pirate Master
Toontown
Cool Corny Electrofoot, Nacho Average Pig, Cool Corny Electrofoot Blak