I have a user in an affiliate office that currently uses MS Outlook 2010 to manage a corporate Google Mail account.
We want to provide users at this office e-mail services hosted on our Exchange 2003 Server.
I setup an Exchange account on their Outlook client using Outlook Anywhere (via HTTP proxy) that appears to be working, however the user cannot send to external contacts, only other domain users. They get a dialog box that simply says 'Operation Failed,' but not error details. When the user logs directly into OWA, they can send to anybody. So it must be an issue w/ Outlook.
Sorry I did not check the error logs. The user's computer is not on our domain and I was using Cisco WebEx to troubleshoot. I'm thinking there are several possibilities as to why this is happening:
1. Is it possible that configuring Outlook to use Google Mail changed a MAPI setting? I'm not sure why Outlook would not allow user to send to external.
2. I thought maybe that there was an issue with which account was set as default for Send/Receive, but if set correctly, this should not be a problem.
3. Also, I thought that it may be a domain rights issue, but the user must authenticate when accessing the Exchange account and the user object in AD is subject to the same GPO as all others.
Please let me know if I've left out any critical information. Any assistance would be greatly appreciated.