Hi,
I am working on our Exchange 2010-2013 migration and have come upon an issue after migrating test mailboxes. After migrating a mailbox to the 2013 database I am able to open it in OWA but when I try to open it via Outlook I get the error message "Cannot open your default e-mail folders. You must connect to Microsoft Exchange with the current profile before you can synchronize your folders with your Outlook data file (.ost)". I also get the same message when I create a new mailbox in the 2013 database and try to open it.
I have deleted and recreated the profile on the client. When I create the profile and let autodiscovery configure the information I get a message that the Ex2013 server is not available and the window comes up allowing me to enter the server and mailbox name. If I enter the Ex2013 server name I get the same error whether I enter the hostname of the server or the full DNS name. When I enter the Ex2010 server name it accepts it and converts it to the DNS name of the Ex2013 server but Outlook will still not open.
Both servers are single servers hosting all the roles. The Ex2010 server is using an internal certificate using the internal DNS. When I originally set up the Ex2013 server I did the same thing but have since purchased a SAN certificate based on our public DNS and installed that. The 2 names on the certificate are webmail.(xxxx).com and autodiscover.(xxxx).com. I was getting certificate errors on machines and now I have the SAN certificate that seems to have solved that problem.
I have a feeling I might have 2 problems, 1 with the autodiscover settings and another with the mailbox looking at the 2010 CAS rather than 2013. After doing some research I'm still a little lost in how I move forward on this one. Any help would be appreciated.
Peter Haase