Hi @kaylabar ,
Could we check the OpenSSH Server is updated via WSUS? If so, there might be some troubles during the installation. Microsoft delivers features on demand bypassing WSUS, so we do not get them via the internal update server. We could allow Windows to load optional features directly from Microsoft Update via group policy. Kindly find it under Computer Configuration > Policies > Administrative Templates > System.
At the same time, We could ensure that neither the setting "Do not connect to Windows Update Internet locations" nor "Remove access to use all Windows Update features" is in effect.
Here is the article we could refer to:
Note: the above links are not from MS, and just for your reference.
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