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I have a Windows 2000 Terminal Server and I need to upgrade to Windows Server 2003 R2. What path do I need to take to do an in-place upgrade? My only choice is an in-place upgrade in this scenario. Do I use a Windows Server 2003 R2 Standard CD or is there a special Windows Server 2003 Terminal Server CD or what OS or Path do I take? Thanks in advanced!

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There is no special version of Windows Server 2003 for Terminal Services-- it's a single product. (Obviously, the "Edition" that you need-- Standard, Enterprise, etc, would be dictated by your requirements.)

The OS itself will upgrade in-place without issue. I'd be most concerned about the Terminal Services Licensing service, which you might be running on this machine (but could be running on another). Per Microsoft, a Windows 2000 Terminal Services Licensing Server will upgrade in-place to Windows Server 2003 Terminal Services Licensing.

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So when I do an in-place upgrade of the OS, will it automatically in-place upgrade the Windows Server Terminal Services Licensing Server? – IT_Fixr Aug 18 '11 at 17:57
Keep in mind, you can only do an in-place upgrade of to a 32 bit version of Windows Server 2003 R2. This keeps your RAM limit to 4 GB. If you wanted to go to 64 bit, you'd have to do a clean install, but then you could access far more RAM and have far more users per server. – Multiverse IT Aug 19 '11 at 4:12

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