In Windows Server 2003, you do not have the option to enable offline files if Remote Desktop is enabled on the server – you can normally do one or the other, but not both at the same time.
To remotely enable offline files on a server through a Remote Desktop session, change the following registry value from 1 to 0:
HKLM\Software\Microsoft\Windows NT\CurrnetVersion\Winlogin\allowMultipleTSSessionsIn
This column explains why Remote Desktop and offline files don’t play nice together, except the author states that the registry change doesn’t work – but it does. I just tested it by:
1) Connecting to the server via mstsc
2) Changing the above registry setting
3) Logging off the server and relogging in through mstsc
4) Enabling offline files on the server
Maybe it worked for me because I connect to the server console for my administrative tasks. The syntax for connecting to the console is:
mstsc -v:servername /F -console
where servername is the name or IP address of your server. /F is optional for full screen mode.
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HKLM\Software\Microsoft\Windows NT\CurrnetVersion\Winlogin\allowMultipleTSSessionsIn is typo’d (currentversion)