Exchange 2013 - Emails stuck in Outbox folder

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xp3000

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Outlook version
Outlook 2010 64 bit
Email Account
Exchange Server
Hi,

We've upgraded to Exchange 2013 and since the upgrade emails are getting stuck in the outbox folder within Outlook.

Now this is only happening with users that have additional mailboxes opened, all users that don't have other mailboxes open are fine.

What would be causing this?
 
I've created new profiles on server 2008 r2 it only does it with users with multiple mailboxes within outlook, I've seen a few topics on this problem with exchange 2013 but no one has an answer :(!
 
I suspect the reason no one has an answer is because its unique to a specific configuration.

I haven't had a problem - I'm on Office 365, have managed mailboxes opened, and was upgraded to Exchange 2013 a couple of weeks ago. I kept getting messages to restart outlook for updates- one for each mailbox - but so far, everything sends.

Is this with terminal services?
 
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