With the release of Windows Server 2008 R2 there are many questions around application support. Which applications will run on Server 2008 R2 and which will have problems?
Microsoft has had a list of all software products from Microsoft that will run successfully on 2008 R2.
http://www.microsoft.com/windowsserver2008/en/us/supported-applications.aspx
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http://www.lgnetworksinc.com/it-consulting/windows-server-2008-consulting/ "Windows Server 2008 provides a solid foundation for all of your server workload and application requirements while being easy to deploy and manage."
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