I've installed ArcGIS Server 10.6 on a Windows Server 2016 DataCenter Azure VM and bound it to an SSL certificate which was generated using our internal Microsoft CA. This has worked out fine as far as I can tell.
On a separate Windows Server 2016 DataCenter Azure VM, I installed a Web Adaptor and after attempting to add the ArcGIS Server above to the configuration, I received the following error:
If I install the Web Adaptor on the same VM as ArcGIS Server then it all works out fine. However, the goal is to have a separate VM for the Web Adaptor.
Can you please advise where I may be going wrong?
Cody, I'm having a similar issue. I am able to successfully configure the web adaptor by IP but not by server name. It results in a successful configuration, but I get "Could not access any server machines" error when I browse through the web adaptor (see here). So it looks like there is a mismatch where web adaptor might be using the server name rather than IP. My web adaptor is in the DMZ and can only browse to ArcGIS Server using IP:6443. ServerName:6443 doesn't work. Any quick suggestions other than creating a support ticket?