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Can you help me with my software licensing issue?
I'm evaluating how many user licenses I need for Windows Server 2008. There will only be two users who need physical / remote desktop to the server itself, but I plan to install Symantec Endpoint on this server. Will I need more licenses for Windows based on how many machines are using Endpoint?
No, Symantec Endpoint and Windows CALs are completely separate. You need a Symantec license for every machine you will install on, not for each user.
Each user that accesses a server requires a CAL. There are multiple ways to aquire CALS. You can learn about CALS here: Client Access Licenses