Hello Jason-999,
Thank you for posting in Microsoft Community forum.
I want to scope only one user for testing therefore I created an OU and linked to the GPO and I added the "Authenticated Users" in the Delegation*. However, the GPO does not apply until both the User and Computer are under* same OU that's linked in the GPO. It should work either the User or Computer is under the OU, right?
A1:
If it is user configuration in this GPO, for "Security Filtering", you can set permission in Delegation as below.
Make Authenticated users have only "Read" permission.
Make user group have "Read" and "Apply group policy" permissions.
If it is computer configuration in this GPO, for "Security Filtering", you can set permission in Delegation as below.
Make Authenticated users have only "Read" permission.
Make computer group have "Read" and "Apply group policy" permissions.
Also, do I need to use the Security Filtering if the OU is filtering what I need?
A2: For example, if OU has three user objects and you only want GPO user settings to apply to three of these users, you can create one group and put three user objects you want to this group and set Security Filtering as A1 above).
Or for example, if OU has three computer objects and you only want GPO machine settings to apply to two of these computers, you can create one group and put two computer objects you want to this group and set Security Filtering as A1 above.
The GPO generates User and Computer certificates as expected when the same windows server certificate authority Root CA is used in the "Trusted Root Certificate Authorities" folder, but when I use another CA ROOT certificate (external), the GPO send the ROOT CA certificate to the windows machine, but it is not generate either a User or Computer certificate.
A3: For internal Root CA, it should have already set up automatic certificate enrollment autoenroll for users and computers, see link below. Otherwise, it will not automatically generate any certificates.
For external root CA, you should request certificates (user certificates and/or computer certificates) from external root CA and copy it/them to your machines and install them.
I hope the information above is helpful.
If you have any question or concern, please feel free to let us know.
Best Regards,
Daisy Zhou