On all my previous Windows Server installations, I was able to have multiple (mostly 2, 3 if you add the ‘console’ user as well) Remote Desktop sessions to the same server. In Windows 2008 R2 however, it seems the existing sessions get disconnected and reconnected to the new RDP Client when you use the same username.

Like most things in IT however, there is a workaround. It involves a simple regedit and you should be able to connect to the same system with the same user on multiple sessions.
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Ever get the following message when setting up passwords in Windows 2008 R2 Server?:

Unable to update the password. The value provided for the new password does not meet the length, complexity, or history requirements of the domain

You like your passwords to be what YOU set them as. Right? You don’t like to have to add ‘123’ to your cat’s name or ‘@&%’ to your favourite sports team’s name. So why let yourself be forced to use these complex passwords on your Windows Server? It’s probably running in a disconnected environment free from hackers et al?
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