System time not updating
The Windows Time Service or W32maintains date and time synchronization on all clients and servers in the network.
Go to the section marked "Configuring the Windows Time service to use an external time source" and follow the directions to do it manually; the Fix-it didn't work on a couple systems that I tried.
If it's a Domain Member, then it will sync to the previously configured and updated Domain Controller(s), and the time will be correct.
These directions work for Server 2012 but the process for Server 2008 R2 is different.
Like most MSPs we've been doing a lot of virtualization in the past couple years.
We kept bumping up against a simple problem that resulted in frustration and wasted time, where the new Windows Domain controller (usually a Windows 2012 server), running as a VM guest, would insist that the time was something other than the correct time.
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