I'm having this issue with Autodiscover in Outlook 2011. I'm migrating our server from Exchange 2003 to Exchange 2010 and ideally I would like to have everything working.
Here's the setup:
Internal users are email@example.com
Email addresses are firstname.lastname@example.org
Old: Exchange 2003 on Windows 2003
New: Exchange 2010 SP1 Version 14.02.0318.001 on Windows 2008 R2
I know the standard procedure is normally website.local but this is how it was setup when I got here.
When my Outlook clients are configured using autodiscover, they are discovered with the wrong e-mail address. They are discovered with their local domain account (ex: email@example.com) instead of their actual e-mail address (ex: firstname.lastname@example.org). Both of these addresses are set as SMTP addresses on the accounts, but the external email@example.com SMTP is always set as the primary. Why is autodiscover grabbing the local domain SMTP? It seems to work OK on the Windows machines running Outlook 2007+, but for some reason, the autodiscover doesn't work properly in Outlook 2011
on the Mac's.
In Outlook 2011 (Mac), if I put the firstname.lastname@example.org and password, it fails. The moment I type in email@example.com and the same password, it autodiscovers everything and works.