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As the neither the CA nor the sever know the DNS names your clients are using to access the server there is not way you can do this automatically. You need to specify the DNS names you'll like to to use. To do so you you need to create a custom request for the servers. Create a file called requestSAN.inf with the content below [Version] ...


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As for your original question, the issue lies in the fact that your client had no way of identifying & validating the leaf certificate. For any machine to do the same, it must have the Public Cert of Root CA in its trust-store. Also, You did not need to copy the leaf certificate to the client. As for the question you have placed in your answer, please ...


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Well, I have to say I am sorry. But this whole topic is quite new to me. However, I've managed to find the solution to my problem on my own: Of course it couldn't work because I only imported the Exchange-server's certificate in my client. This references my private root-CA as issuer. Since I didn't import my root-CA's certificate, my client could never ...



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