Messages sent from secondary mailboxes getting stuck in Outbox.

I have two users who recently began having a problem with messages sent from secondary mailboxes getting stuck in their Outbox.
The details:
We're using Exchange Server 2010 version 14.03.0224.002
Windows 7 Professional Service Pack 1
Office 2010 version 14.0.7140.5002 (32-bit)
The user in question whom I will call Jane has full rights and send as rights to the department's mailbox (which I will call "Common"), however, the Outlook profile on her computer is setup so that Common is the default mailbox
and Jane is a secondary mailbox.
The problem is that in the last few weeks messages send from Jane get stuck in the Outbox. We have recreated Jane's Outlook profile on her computer which resolves the problem, but only for a day or two before it begins to happen again.
Additional info: Jane logs into her computer and her email as herself. As stated above she has full rights and send as rights to Common. Common also has full rights and send as rights to Jane's email.
We have used this setup successfully for many years for several of our users. The problem started with one user a few weeks ago and now a second user who accesses a different Common mailbox is having the same problem. Both systems have been
thoroughly checked for viruses and malware, etc.
Anybody got any ideas?

The same thing happens to me. Really irritating. However, even after rebooting, the mail is sometimes stuck in the outbox. Anybody have a solution?

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>>> On Friday, February 26, 2010 at 5:26 AM, saju
paul<[email protected]> wrote:
> Hello All,
>
> When using GroupWise object API to enumerate messages in the Mailbox
> folder, I found that *messages that appear in the Sent Items folder are
> also returned in the Messages collection of the Mailbox folder.
> Although, when using GroupWise client UI, they cannot be seen in Mailbox
> folder*.
>
> I tried properties like Hidden to see if the messages are hidden, but
> this flag is false for those messages. I also tried to use the
> EnclosingFolders collection which returns the folder messages are
> contained in, but that too returns Mailbox. The messages that can be
> seen in Sent Items from the GroupWise client UI also have the
> *EnclosingFolders *property set to "*Mailbox*".
>
> How do we correctly filter out messages to replicate the view that we
> get in GroupWise client UI?
>
> Some more information, I have enabled *Retention* on this particular
> mailbox, if that makes any difference.
>
> This is my first encounter with GroupWise servers and these behaviors
> don't make sense to me. If anyone can shed some light into these areas I
> would be grateful to them.
>
> Regards,
> Saju

Messages sent from secondary mailboxes getting stuck in Outbox.

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