Why, when I successfully connect to Server 2012 Essentials R2 via Anywhere Access does the Remote Desktop Connection use the self signed certificate for RDP instead of the SSL certificate I installed when I set up access anywhere?

Scenario:
Windows Server 2012 R2 Essentials
I purchased an SSL Cert from GoDaddy and I managed (after some challenges) to set up Anywhere access to use that new SSL Cert. I to rebooted the server and I am able to login to Anywhere Access vis https (using the SSL certificate) from PC, Mac and iOS.
So far so good.
The problem I am having is that when I click to launch a remote desktop connection to the server RDP connection wants to use the self signed SSL certificate of the server rather than the SSL Certificate I installed into Anywhere Access. As a result, I get
a security warning like this: "The identity of the remote computer cannot be verified. Do you want to connect anyway?"
The name in the certificate appears as ACME-SERVER.ACMEDOMAIN.local  instead of the SSL Certificate I installed, which is
remote.acmedomain.com
If I lick to accept, RDP does work fine, it;s just using a self signed certificate. I want it to use the trusted certificate that I purchased and installed.
My guess is that there must be an additional step to tell Anywhere Access that when it generates the RDP session that it should use the cert? OR, is this just how it works?

Because....
the server does not have a 'trusted' certificate assigned to it.
Only the RDP Gateway has the trusted certificate for the external name.
If you want to remove that error, you have to do one of the following:
Make sure your domain uses a public top level domaim, and get a public trusted certificate for your server.
So, something like,
server.domain.publicdomain.com
Or,
Install that certificate on your remote computer so it is trusted.
Robert Pearman SBS MVP
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  • How to install the Remote Desktop Services role on a Windows 2012 R2 Server

    Hello,
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    Hotfix Released here:
    http://support.microsoft.com/kb/2916846

  • I have a time capsule connected directly to fiber connection. I have connected a windows server directly to TC and configured it for remote desktop connection. From my interanet I can access srvr but not from my home. What config I need on TC?

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