Outlook 2007 getting 80040115 error - message stuck in outbox

I have a remote user that is unable to send an email with a PDF attachment.  The attachment is under 1MB and our limit is set to 10MB so I don't think that is the problem.  The user has tried connecting via https and connecting through the VPN, both result in the same error.  I have tried shutting down Outlook (and verifying that it is stopped in Task manager), recycling IS, and then starting outlook again with the same results.
InvoiceInsightAsked:
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InvoiceInsightConnect With a Mentor Author Commented:
I tried reinstalling Outlook, then the entire Office 2007 suite.  There were some other quirky things going on.  Long story short, we re-imaged the laptoo and all is well.  Safe to say it was not a server based issue.
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AJermoCommented:
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InvoiceInsightAuthor Commented:
I did see that article, but I am not running and ISA server.  Should I still try to install the hotfix on my exchange server?
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AJermoCommented:
no the patch is for ISA,

How is the remote user accessing Exchange?
are they using outlook 2007? (appears so from the post tag)
Does this work internally? eg.. can a normal user send a 1mb file out ?

If they remove the stuck mail from the outbox can they send regular email to the same address? verify please.

It could also be a local setting, however, by default outlook doesn't block pdf files so it could be anti-spam/anti-virus as well.
for outlook blocking http://office.microsoft.com/en-us/outlook/HA012299521033.aspx
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InvoiceInsightAuthor Commented:
Outlook 2007
The user is remote, so I can't test him internally.
Other users send PDF's and other files larger than 1MB without issue.
If they remove the stuck email, oither messages go out.
Anti-spam is not locally installed, it is at the gateway
AV checks inbound email only.
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dlc110161Commented:
Is it the same PDF or any PDF that gets stuck?

Dawn Crosier-Bleuel
Word MVP
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InvoiceInsightAuthor Commented:
No, its any PDF.  In fact I just ran some more tests with him and it appears to be any attachment.  We also tried sending to both internal and external recipients with the same result.
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dlc110161Commented:
You might try deleting his outlook profile and let Exchange rebuild it.

Dawn Bleuel
Word MVP
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InvoiceInsightAuthor Commented:
A new profile did not resolve the issue.
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dlc110161Commented:
Is he able to send attachments from a different computer? If so, then I would remove Outlook as well as any registry settings associated with Outlook and then re-install Outlook.

Dawn Bleuel
Word MVP
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