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JeremyRobertson-6198 asked TeemoTang-MSFT commented

Error when trying to upgrade from server 2012R2 server 2019

We are trying to upgrade several servers running Windows Server 2012R2 to Windows Server 2019 running in VMWARE environment and we get a sysprep error when the machine reboots then an error that says it's unable to configure device and then undoes the changes. I have attached screenshots, hopefully someone can help me. 90453-2-first-boot-sysprep.jpg90380-3-unable-to-configure.jpg90454-4-undoing-changes.jpg


windows-server
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DSPatrick avatar image
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DSPatrick answered

No worries, I'd suggest starting a case here with product support.
https://support.serviceshub.microsoft.com/supportforbusiness

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DSPatrick answered DSPatrick commented

What roles are installed? Might check the $WINDOWS.~BT\Sources\Panther\setupact.log for more details.

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It is a print sever, so it has the print services role installed, but we had the same issue with a file server and a web server. It has only worked on one server at this point and that server was a file server that handled the Home Folders

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Here is the setup log if it helps find a resolution

90370-setupact.log


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setupact.log (9.1 KiB)
DSPatrick avatar image DSPatrick JeremyRobertson-6198 ·

Debugging windows setup files is beyond scope of forums support. Some info here.
https://docs.microsoft.com/en-us/windows-hardware/manufacture/desktop/windows-setup-log-files-and-event-logs
https://docs.microsoft.com/en-us/windows-hardware/manufacture/desktop/deployment-troubleshooting-and-log-files

If you needed assistance with debugging you can start a case here with product support.
https://support.serviceshub.microsoft.com/supportforbusiness

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DSPatrick avatar image
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DSPatrick answered JeremyRobertson-6198 commented

In-place upgrades can be iffy for any number of reasons and are never recommended. Time may be better spent standing up a new one, patch fully then migrate the roles over to it. You'll also end up with a cleaner installation.

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I have done that with these servers, but we have several servers that run a proprietary software that we really don't have the option to stand up new servers.

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TeemoTang-MSFT avatar image
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TeemoTang-MSFT answered

Compared to in-upgrade we suggest to do a fresh installation of Windows Server 2019, then migrate your roles and data.
In fact, since Windows Server 2016 released, upgrade processes are essentially a clean-install then migrate data.
I know you don’t want to clean install server 2019 because of the proprietary software, but this proprietary software may be the cause of in-place upgrade failure.
For current situation, you’d better open a request ticket with Microsoft to do a deep research on this upgrade issue, hope you could make it.
https://support.serviceshub.microsoft.com/supportforbusiness


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DSPatrick answered JeremyRobertson-6198 commented

Any progress or updates?

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No, progress. My boss is adamite that I try to fix the problem as the company will charge thousands of dollars to come in and reconfigure new servers. He really wants to do the upgrade. I explained that is not the best course but he still wants to try. He thinks even if I am able to successfully do half of them that is better than none.

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Reza-Ameri avatar image
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Reza-Ameri answered

In case you have access to a Windows 10 PC, then open start and search for Feedback Hub and open it and select Windows Server under category and then report this issue and make sure include log files too.

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