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1. Does the client try multiple times to connect to the new zone? It seems to only try once (and fails)
   
   The client tries more than once to connect to a new zone, yes. EQEmu however disallows this prior to a change I provided to the eqemu base late last year and I assume p99 has not picked up.
   
   https://github.com/EQEmu/Server/issues/300
   
2. I am running an EQEmu server on a virtual machine (no one using it though) with port forwarding. Do the server and client ports have any conflicts/overlap?
   
   No clients/servers will not conflict, servers bind ports for listening, clients just connect. The only conflict is you cannot use a ip:port on a protocol twice, eg you can't host two world servers on the same IP address.