Link to home
Start Free TrialLog in
Avatar of K_IT
K_IT

asked on

Exchange and Outlook 2010 - Send As not working for 1 specific user

Exchange and Outlook 2010
User reported not being able to send as another user (same person) after being able to for quite some time.  User belongs to 2 domains, occasionally this user needs to be able to send as the same person but in a different domain.  Ex. johndoe@firstdomain.com and johndoe@seconddomain.com.

So I have send as, send on behalf of, and even full access permissions enabled for the user for the other domain.  The user tries to send as or on behalf of and gets this error "You can't send a message on behalf of this user unless you have permission to do so. Please make sure you're sending on behalf of the correct sender, or request the necessary permission."

I have tried removing the permissions and applying them again with no luck.  I even created 2 new test mailbox accounts (1 per domain) and applied the same permissions and send as works flawlessly.  I don't think its AD permissions (but I could be wrong).  

Is there an easy way to "fix" the users mailbox (in the case that its corrupt) or something else I can troubleshoot to figure out the problem?

Let me know if you need more info.

-THANKS!
SOLUTION
Avatar of Will Szymkowski
Will Szymkowski
Flag of Canada image

Link to home
membership
This solution is only available to members.
To access this solution, you must be a member of Experts Exchange.
Start Free Trial
Avatar of K_IT
K_IT

ASKER

Ok, I removed Send on behalf and left Send As.  I forced replication between all DC's.  I checked all the DC's that it could be authenticating with and see all DC's have the Send As permission set to Allow for the user of the other domain.

Could the mailbox be corrupt?  Is there logging that I can turn on that would give a better error message in the event logs?
Hi,

Based on your last comment, it seems like when you recreate a new mailbox "Send-as" works as expected and it could be possible that mailbox might be corrupted.

Check the below links to help you with information and tools for different ways used to repair outlook mailbox

How do you Repair a Users Mailbox in Exchange 2010 SP1?
Troubleshooting and repairing mailboxes and databases

Hope that helps :)
Avatar of K_IT

ASKER

Update:  Send As works perfectly fine from OWA but fails in Outlook for this user.  I suspect a bad GAL and updating GAL gives me error "Task '<<user>>' reported error (0x80190194): The operation failed."

Checking that out now.
ASKER CERTIFIED SOLUTION
Link to home
membership
This solution is only available to members.
To access this solution, you must be a member of Experts Exchange.
Start Free Trial
Avatar of K_IT

ASKER

Our GAL is not updating correctly which is a different topic, however I was able to fix this by changing from cached to Online mode and then selecting the user from the GAL.