I always enjoy new servers.
Yes, grouping in unrest with a couple of fungi/epic twinks with a 60 cleric camped nearby is its own kind of churn and burn fun.
New servers are different, equipment is used in the content it was 'designed' for. You're lucky if the group's rogue has a dragoon dirk and bracers of battle in unrest, and the challenge of the entire group using limited equipment is its own kind of fun.
The problem with new servers is once the economy gets rolling and the level spread widens this novelty wears off and people retire to their twinked out characters on older servers.
TLDR: grouping with people that have crap equipment is fun, but only if there aren't people with better stuff to hang out with
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