I run the game on a Mac using Winegum. I also can run EQLive on a mac using winegum. Only issues I really had was gamma. But that's easy to solve.
I found that sometimes when logging in it losses connect to the server after u press "play" at server select and you have to crash the client and try again because it's frozen up. However, I leave my trader on for days at a time and the mac's monitor goes into idle mode.... 9/10 times when I come back my trader is still standing there.
It sounds like you have a graphics problem i.e direct-x; or your wineskin isnt setup properly. Have you made sure your current skin is compatible with your current OSx as you have to remake the skin to suit the updated osx i.e El Capitan.
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