Upgrading and updating Windows Server AMA

Event details

Join us for our March 9 “Ask Microsoft Anything” chat about Windows Server updates and upgrades. We’ll cover your questions on how to stay more secure by upgrading older servers (2008 and 2012 versio...

EricStarker

Updated Mar 09, 2023

windows server

hoyty76

Iron Contributor

Mar 06, 2023

Already installed 2022 on most of my servers. I have a few though that I can't complete the in-place upgrade from 2019. It fails on reboot with an error and rolls back. Whenever I ask for help the response I get "not recommended you should rebuild" but the upgrade is a supported scenario right? See https://learn.microsoft.com/en-us/answers/questions/916816/server-2019-)-2022-in-place-upgrade-failure for more details.

Scottmca
Microsoft
Mar 09, 2023
Hi Brian, Could be issue I have seen possibly. It first occurred back in June of 2022. It was fixed in November of 2022. Make sure you are using the December or later Windows Server 2022 ISO and you have dynamic update enabled when you run setup Setup.exe /auto upgrade /dynamicupdate enable
- hoyty76
  Iron Contributor
  Mar 16, 2023
  Thanks, that worked! Got the latest ISO and my servers that wouldn't upgrade have now done so.
- hoyty76
  Iron Contributor
  Mar 09, 2023
  Thanks, will download latest ISO and try again.