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Terminal Server 2003
What is the max amount of users a 2003std terminal server can have login at the sametime?
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We run several Virtual Terminal Servers running Win2008 R2 x64 Ent (as well as a large physical box W2003) with excellent results. If you're running that many users it might make sense to run a virtual instance. You typically get a free virtual OS license with Windows 2003/2008 Standard. If end ends up being too slow you can always move the virtual machine to another server that has more resources. In this way you can add capacity and improve your disaster recovery at the same time.
Note that you can license the client connections per user or per device.
If you have 10 computers shared by 30 people it makes sense to puchase 10 Device CALs
If you have 10 users sharing 30 computers it makes sense to purchage 10 User CALs