Background History - I'ma low little teccie and treading water here........
We had several servers running windows 2003 and Exchange 2003.......
I decided to build a new domain(server 2012) with a clean install of exchange 2013 and have a roll back plan if things didn't work........
I have a SSL123 cert from Thawte
with a single domain registered and applied to my server facing the internet - lets say the domain is mail.mydomain.com
I am getting the dreaded issues with outlook complaining about invalid certs.... External access via OWA not an issue and autodiscover seems to be working fine when I do the test here:
I have created a srv record on my external DNS to allow the above to work.
I DO NOT have access (firewall restrictions) to access mail.mydomain.com from within the internal network but I can browse to https://internal_Ip_of_EX01/owa
(I get a cert issue as this does not match the address on my cert)
Questions: Do I really need to add autodiscover.mydomain.com to the cert or can I manipulate the DNS somehow to remove these certificate issues from Outlook.
Any step by step instructions would be appreciated as I feel out of my depth here.