I only have a Ranger & Warrior, but after checking out Dulfy's list of those new traits, they're absolutely useless for me and serve no purpose unless I decided to change to using a longbow like most people seem to use.
Q: So let's say four weeks pass and players are getting that feel for who is slumping behind and who the top tier servers will be. Don't you feel that at that point some players will be able to "Pay to Win" for those top slots?
Well 'Pay to Win' is a bit of a strong way to put it. Players will be able to swap during the season and there are many reasons why a player would. A player could swap after a few weeks for that reason but it is a big investment as well as having to invest a lot of time into that world to get credit.
If you switch servers during that time, you should be branded with a Traitor Title on your account. It would make people think twice about helping you if all you care about is loot.
Also, hypothetical scenario: Let's say Blackgate was owning everyone five weeks in, Tarnished Coast was in second. What if everyone from Blackgate suddenly expected a whole bunch of people showing up in BG and they decide to switch to Tarnished Coast and let the people who enter BG suddenly start tanking and TC ends up the winner? Can we say "biggest dick move"?