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Gangplank...Critting you to Death
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I chose armor seals just to make him harder to kill. That's about it. It gives him a stronger laning presence and will help for early game against when creeps target you if you try to go for a kill.
I love having cooldown reduction. It makes it so all of your abilities come back more quickly which is very important for GP. His Remove Scurvy ability makes him very anti-cc. Having more CD reduction makes it so you can live longer and gives you your Parlay back so you can crit your opponents to death.
Flash is alright to have for escaping or just for getting that last hit in. Whether it be getting into range for a parlay kill or just to get that last melee while parlay is on CD.
Heal is always nice to have. It helps teams and gives you a lot of health in conjunction with Remove Scurvy.
But when laning as him you need to play very cautiously. Always move. The more you move the harder it is to take damage from skill shot or targeted area spells. Go for last hits and conserve your mana for a lifesaving Remove Scurvy. It is one of your most powerful moves. Get hit by a full blown Ashe arrow? Use it and act like it didn't matter. Stunned? Ha. Funny. Snared? Guess again. This anti-cc move is much too powerful since it's a heal as well. And when you're going in for a kill or a fight, remember to always pop Raise Moral to start the fight. It'll increase your attack damage which will also make your Parlay more powerful. If lvl 6 or higher make sure you use your ult to stop them from running by making it impossible to run through it without taking loads of damage. In team fights you always ult to hit the enemy team as many champs as you can and always target the carries. That will lead the way for you to destroy the rest of the team.