Remote Desktop Certificates Not Valid (Can't RDP)

I'm getting errors saying that my Remote Desktop Certificates are not valid because OCSP can't be checked. On Windows machines this prevents me from logging in with Remote Desktop. On Mac machines I get an error saying "The certificate is not valid (unallowed key usage)"

This is a critical issue and I have no idea what's going on. Can anyone assist?
homelabguyAsked:
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Alessandro ScafariaInfrastructure Premier Field AdministratorCommented:
Did you have a valid SSL certificate installed in your Remote Desktop Gateway?

If not and you're using the default built in, then you need a real true one if you want to access to your RDS Gateway from outside your company....

Is that your scenario or am I missing something?

Let me know....
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homelabguyAuthor Commented:
This is just RDP for logging in to the various Windows servers to manage them. All certs are signed by the ADCS Root CA. It looks like the issue was that the certificates needed the RDP extension and "Server Authentication". I find it odd that just the RDP extension worked before and randomly became an issue.

Oh well at least it's working now.
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homelabguyAuthor Commented:
Awarding points for helping me even though I solved it my self before the comment was posted.
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Windows Server 2012

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