File server Migration 2008 to windows 2016

Question

Hi,

Can I directly upgrade my file server running on 2008 to 2016? during upgrade OS it will upgrade file server roll too?
And what about shared folder security & permission, It will remain same or need to do something more.

we are using SAN storage.

Answer 1

Can I directly upgrade my file server running on 2008 to 2016?
No.
A migration of a file server is pretty straight forward, robocopy works very well for copying all data and the permissions, IT pro usually use it. For the shares, robocopy won't copy the "share" just the data, but you can save and restore the existing Windows shares from the Windows Registry.
Please refer to this case blow for more information
Moving file server from server 2008 R2 to windows server 2016
https://social.technet.microsoft.com/Forums/en-US/b053f9e8-f0b2-4b1a-8283-4e59f3bd5119/moving-file-server-from-server-2008-r2-to-windows-server-2016?forum=winserverMigration