I'm sorry, I can't help you with the server question.
Some of the maps (and a major city!) has gone through some changes but it's nothing that will affect you since you have never seen them the way they were and the maps change whether you are there for the story or not. Living world season 1 is not re-playable at this time so you don't have to worry about playing through hours of content to catch up with other players (other than leveling to 80).
The only thing you are really missing from first season is the story. If you want a brief catch up so you can understand what is going on you can go through the wiki's summary:
Broodling67Member Since 23 Jul 2012
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