Upgrade from 2012 Standard to 2019 Essentials

upgrade windows-server-2012 windows-server-2019

We have a client running a very old physical server running 2012 Standard. We want to upgrade to 2019 essentials. We want to switch to essentials since they will not need more than 25 cals. Is there any way to do an in-place install (even in multiple steps) so we do not have to re-install all of the software? I have tried some different approaches but the option to keep current files is always disabled.


Solution 1:

If this server is running 2012 Standard, rather than 2012R2, then there isn't an in-place upgrade path to Server 2019.

Windows Server can typically be upgraded through at least one, and sometimes even two, versions. For example, Windows Server 2012 R2 and Windows Server 2016 can both be upgraded in-place to Windows Server 2019.

https://docs.microsoft.com/en-us/windows-server/upgrade/upgrade-overview

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