topic Re: Perform an in-place upgrade of Windows Server 2016 VM to Windows Server 2019 VM in ArcGIS Enterprise Questions

Perform an in-place upgrade of Windows Server 2016 VM to Windows Server 2019 VM

DavidColey — Fri, 04 Mar 2022 17:56:18 GMT

Hello - we are running a distributed 10.9.1 Enterprise deployment on VMWare, Windows Server 2016. Our system admins think that they can perform an in-place upgrade of the OS on our VM servers to Windows Server 2019.

Is that even possible? According to them, nothing will change, no machine name changes, no DNS name changes. They simply want to upgrade to the 2019 OS.

@VinceAngelo , @George_Thompson , @JonathanQuinn any of you ever run across this?

Thanks,

David

Re: Perform an in-place upgrade of Windows Server 2016 VM to Windows Server 2019 VM

DEWright_CA — Fri, 04 Mar 2022 18:04:56 GMT

@DavidColey - We are just getting ready to do the same process at my locations. According to ESRI ProServices they don't have a issue with it being supported/unsupported as they say the support the OS vendors guidance.

But we are doing it in a staged manner; Web-Adaptor/IIS machines first, the AGS machines, then Portal with liberal VM backups and ESRI WebgisDR snapshots.

Re: Perform an in-place upgrade of Windows Server 2016 VM to Windows Server 2019 VM

DavidColey — Fri, 04 Mar 2022 18:31:05 GMT

Huh, ok thanks @DEWright_CA . Yes, that would be my approach as well, although I may have them start with the configuration server first, since it has no GIS components on it at all. Then we have a Monitor server, upgrade, test. Web Server, upgrade, test. Portal > 4 AGS machines > 2 Datastore Machines > License Manager > finally the windows vm hosting our sql server . . .

Re: Perform an in-place upgrade of Windows Server 2016 VM to Windows Server 2019 VM

Scott_Tansley — Fri, 04 Mar 2022 20:36:59 GMT

This intrigued me. I was once told by a respected windows sysadmin that you couldn’t upgrade from 2016 to 2019.

But it’s documented that you can: https://docs.microsoft.com/en-us/windows-server/upgrade/upgrade-2016-to-2019

I’ve always used the opportunity to start with a fresh VM and a nice clean install of windows and then upgrade Esri as a part of that (from one machine to another):

https://enterprise.arcgis.com/en/portal/latest/administer/windows/migration-strategies.htm#ESRI_SECTION1_92637A6CA7AC42CBB66C65C2DF7C2075

so I’ve never done an over the top of windows server, but I have recently upgraded my windows 10 based dev environment to win 11 and it was seamless.

ultimately if you clone/snapshot each machine, then you have a rollback. I like your approach of config server, webs server etc.

exciting times. I’d be interested to hear how you get on?

Re: Perform an in-place upgrade of Windows Server 2016 VM to Windows Server 2019 VM

DavidColey — Mon, 07 Mar 2022 21:27:40 GMT

sure thing @Scott_Tansley I'll post back anything we do, when we do.

Re: Perform an in-place upgrade of Windows Server 2016 VM to Windows Server 2019 VM

BillFox — Mon, 21 Mar 2022 20:53:04 GMT

We followed a similar document for this on 10.7.0 to get from 2008R2 to 2012 to 2019 (Double-Hop) in 2020.

https://techcommunity.microsoft.com/t5/itops-talk-blog/how-to-in-place-upgrade-windows-server-2008-r2-to-windows-server/ba-p/752330

Each hop to about 3 to 6 hours depending on the number of rounds of required Microsoft updates, reboots, network traffic, etc.

Everything worked fine.

Re: Perform an in-place upgrade of Windows Server 2016 VM to Windows Server 2019 VM

DavidLight — Tue, 04 Jun 2024 17:09:12 GMT

Any recent updates on this topic?

@DavidColey or others

Re: Perform an in-place upgrade of Windows Server 2016 VM to Windows Server 2019 VM

DavidColey — Wed, 05 Jun 2024 13:38:30 GMT

Not really @DavidLight - we basically did the double hop that @BillFox mentions and everything was seamless. We went from 2016 - 2019 and then from 2019 - 2022 with no loss of applications, etc.