This is a primary site server (Configuration Manager 2303) and MS say in-place upgrade from 2012 R2 to 2016/2019 is fully supported. Apart from removing WMF 5.1 & SCEP client nothing else should be removed prior to upgrading. I found many articles with people successfully upgrading to 2016 without removing WSUS role so it seems that was required to upgrade 2008 R2 to 2012.
Upgrading Windows Server 2012 R2 to 2016
Hi, today I have tried to in-place upgrade Windows Server 2012 R2 to 2016 but simply got error Windows Server 2016 installation has failed.
setuperr.log is full with errors so really do not know how to sort this out.
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Simon Ren-MSFT 40,406 Reputation points Microsoft External Staff
2023-10-02T02:31:12.36+00:00 Hi,
Thank you for posting in Microsoft Q&A forum.
1,To narrow down the issue, could you please share the error screenshot?
2,Per my experience, it may vary for different product environment. If possible, we could remove the WSUS role from the server, then re-try again.
Thanks for your time. Have a nice day!
Best regards,
Simon
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Bojan Zivkovic 551 Reputation points
2023-10-02T11:16:11.1533333+00:00 You have setuperr.log file above - can you download it?
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Bojan Zivkovic 551 Reputation points
2023-10-15T15:51:29.7133333+00:00 I've managed to perform IPU to Windows Server 2019 with my colleague.