Hello. I am migrating one Exchange 2003 server to one Exchange 2010 server. At this point Exchange 2010 is installed. Inbound mail is still routing to the Exchange 2003 server first and being moved to the 2010 server and arrives to a test mailbox I moved from the Exchange 2003 server to the Exchange 2010 server. Mail out from the test mailbox sends out ok, but I honestly don’t know if it using the default Exchange 2010 send connector, or going to the Exchange 2003 server first and going out from there.
When we launch Outlook 2010 internally, we get a pop up message that the Exchange certificate is not trusted even with mailboxes that are located on the Exchange 2003 server.
I am in the process of obtaining a 3<sup>RD</sup> party certificate and I have some questions.
When I look at the CSR request wizard from the Exchange 2010 EMC it looks like the services you can request the certificates to be utilized with seem to be for remote access. Which service is generating the message from our internal Outlook that the certificate is not trusted? Autodiscover? Does the internal Exchange client routinely use the autodiscover service?
I plan to request a SAN certificate and add the external DNS FQDN names of the server just like recommended in the many TechNet articles. In addition to those names, because of the internal Outlook message concerning the certificate not being trusted, I had planned to add the internal names of the server such as “NetBIOSservername.internaldomain.local”. While doing this I learned about certificates not being issued for internal names anymore.
How do I handle this situation? Will Exchange or Active Directory convert the internal “NetBIOSservername.internaldomain.local” name into the “mail.domainname.com”, or will I somehow have to rename my Exchange server and reconfigure associated services to use the “mail.domainname.com” name that is on the 3<sup>rd</sup> party certificate to eliminate the message from the internal Outlook?
If I will need to rename and reconfigure my Exchange server and/or associated services, could you please point me to some reference material that will provide me guidance.
As per usual, much gratitude……