troubleshooting Question

User cannot send mail to external contacts using Outlook

Avatar of orbisuser
orbisuser asked on
ExchangeOutlookEmail Protocols
8 Comments1 Solution5014 ViewsLast Modified:
Dear Experts,

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.

Thanks,
ORBIS
ASKER CERTIFIED SOLUTION
orbisuser

Our community of experts have been thoroughly vetted for their expertise and industry experience.

Join our community to see this answer!
Unlock 1 Answer and 8 Comments.
Start Free Trial
Learn from the best

Network and collaborate with thousands of CTOs, CISOs, and IT Pros rooting for you and your success.

Andrew Hancock - VMware vExpert
See if this solution works for you by signing up for a 7 day free trial.
Unlock 1 Answer and 8 Comments.
Try for 7 days

”The time we save is the biggest benefit of E-E to our team. What could take multiple guys 2 hours or more each to find is accessed in around 15 minutes on Experts Exchange.

-Mike Kapnisakis, Warner Bros