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Windows Server 2008 and Windows Server 2008 R2, based on the Microsoft Vista codebase, is the last 32-bit server operating system released by Microsoft. It has a number of versions, including including Foundation, Standard, Enterprise, Datacenter, Web, HPC Server, Itanium and Storage; new features included server core installation and Hyper-V.
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What king of firewall is it... I know Sonicwall have a habit of updating the IPS which can start blocking things unexpectedly.
Also is your pop3 DNS forwarded to a .com DNS like Godaddy or your ISP?
It is rare for someone to house their .com pop3 DNS locally but forward it out. This would make sense why plugging into the internet directly might fix it as it auto populates with normally a main DNS and a backup DNS.