Hi @Mike.Brown ,
Thanks for posting in the Q&A.
The support operating system for SCCM client and device are:
a. Windows Server 2019: Standard, Datacenter Note 1
(Starting with Configuration Manager version 1806.)
b. Windows Server 2016: Standard, Datacenter Note 1
c. Windows Storage Server 2016: Workgroup, Standard
d. Windows Server 2012 R2 (x64): Standard, Datacenter Note 1
e. Windows Storage Server 2012 R2 (x64)
f. Windows Server 2012 (x64): Standard, Datacenter Note 1
g. Windows Storage Server 2012 (x64)
Here is the article about the support operating system:
https://learn.microsoft.com/en-us/mem/configmgr/core/plan-design/configs/supported-operating-systems-for-clients-and-devices
2008 and 2008 R2 servers are no longer supported as SCCM client, so it could be something wrong with them to receive any updates either on premise or Azure. We could upgrade OS version if possible.
Thank you very much for your kind understanding.
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