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SSL Challenges

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Good Morning All,

We seem to be having some issues with our 2008 R2 RDS environment. Our Active Directory Domain is domain.local and our external domain.com. Now the ability to issue a certificate from a public trust CA(Ie godaddy) with a .local domain has been taken away, we have a real problem.

We have got a single domain certificate with remote.domain.com written on it. We apply that to the RDS Gateway server but when we apply that certificate to the actual terminal server, we get the prompt saying the name on the certificate and the server name don't match. That is kind of obvious since the name on the certificate is remote.domain.com and the server is ts01.domain.local. This is a big problem for user connecting outside of the domain and getting these SSL prompts, causes lots of confusion when people get errors saying things might not be secure.

What are people doing now for connecting machines outside the domain now?

This problem was easily avoidable when we could write multiple server names and domain on a single certificate(SAN Cert). 


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