I recently started up on r99 and I can tell you it is pretty rough for new comers - especially for classes that aren't super solo friendly.
thankfully I am a pretty patient person and I have some friends in game - even then a lot of my time is spent solo as a rogue. it's painful grinding on light blues but I have no other options a lot of the time. I bet a lot of people only play here for a few sessions, then quit, due to the difficulty and lack of convenience that a more populated server wouldn't have problems with, regarding groups, binds, travel, equipment etc.
a lot of suggestions have been made already so I'm not going to dive into that. it seems to be at a point where it becomes less classic and more newb friendly, or the population becomes stagnate/lessens. I'm not entirely sure how you can find a happy middle ground without pissing a lot of people off.
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