Is anyone else having a problem sending a mail message with PDF attached?

Is anyone else having a problem sending a mail message with PDF attached? I receive the following message:
Sending the message content to the server failed.
Select a different outgoing mail server from the list below or click Try Later to leave the message in your Outbox until it can be sent.
Is there a fix for this?

Anyone?  I was hoping my problem would just 'fix itself'...  but I still have some clients telling me they're not receiving any email from me.  I've since deleted that account on my computers and re-added it.  But still having the same issue. 

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