If you’ve found this page, you’re probably searching for how to monitor a Windows 2003 server on System Center Operations Manager 2016.
The official stance is Microsoft no longer supports monitoring of Windows 2003 on SCOM 2016. The unfortunate reality is, there are still organisations out there running business critical workloads on Windows 2003 Server.
This TechNet article lists what is, and is not supported by the new SCOM 2016 agent. https://technet.microsoft.com/en-us/system-center-docs/system-requirements/system-center-agents
So what if you really really REALLY have to monitor a Windows 2003 server in SCOM 2016? Or what if you are looking at upgrading your SCOM 2012 R2 environment to 2016, but still have some old Windows 2003 servers?
If you stand up a new SCOM 2016 environment and try to deploy an agent to a Windows 2003 box, it just won’t happen. If you try to manually install the agent, the installer detects the older operating system and doesn’t proceed.
Likewise, if you do an in-place upgrade of SCOM 2012 R2 (which currently monitors Win2k3 servers), after the upgrade, your Win2k3 agents will be in a grey/unknown state. In Pending Management it will say the agent needs an upgrade. When you try to upgrade it, you will get the same errors as mentioned earlier.
There is a workaround, but I must advise it is not supported. However, it will get your ancient servers under the monitoring guise of SCOM 2016.
You need to manually deploy the SCOM 2012 R2 agent. If the SCOM server was upgraded, you will need to first uninstall the SCOM agent from the 2003 box, and then manually do a reinstall. Likewise, if it’s a brand new SCOM 2016 environment, you will just need to perform the manual install on the 2003 server machine. As you do the manual install, it’ll ask for the management group name, and management server name. Fill in the blanks, and before too long it will appear in pending management in the SCOM console (assuming you’ve configured SCOM not to auto reject manually installed agents).
Approve the agent in the console and (assuming you have the Windows 2003 management pack installed) – presto… full monitoring of the 2003 box like nothing has changed.