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Upgrading Windows File Server 2008 R2 to Windows File Server Standard 2019

Last Modified: 2020-10-14
Dear Experts,

I have a Virtual Machine with two virtual disks which runs a Windows 2008 R2 File Server.

Disk 1 has the operating system
Disk 2 has the shared files and folders

In order to upgrade to Windows Server Standard 2019, the support upgrade path is to upgrade first to Windows Server 2012 R2 and then to Windows Server 2019.

My main concern is what will happen with the existing File Server Role as well as with the existing access permissions applied to the files and folders of shared drive.

All settings, File Server Role configuration and permissions will be kept or will I have to reconfigure everything?

Thank you in advance,
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