A quick one for you guys, but I'm going around in circles trying to find a fix.
I've taken on a job to troubleshoot an Exchange 2007 Server on a Server 2008 Standard Edition machine. A SAN certificate has been installed, which has the domains mail.company.com, servername, servername.ad.company.com and autodiscover.company.com listed. (mail.company.com being the Common Name, the others being Subject Alternate Names).
The firewall has already been configured to allow port 443 through to the server, URLs updated in Exchange and the SSL certificate installed. Outlook (on a non-domain joined machine) does seem to work. However, it is painfully slow in the initial discovery and start-up phases.
What seems to be happening is Outlook is attempting to connect to the internal server name (servername.ad.company.com) rather than the external name (mail.company.com). I've checked every location in Exchange but cannot find where the wrong URL is located.
Any insight would be appreciated as I'm going round in circles. Thanks.