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"Operation Failed" Error When Attempting to Send Email From Draft Folder in Outlook 2013

Last Modified: 2016-01-31
I have a user that encounters an "Operation Failed" error when sending emails from the Drafts folder in Outlook 2013. The email she is attempting to send usually have attachments (.pdf files), and this has been going on for some time. I have installed patches for Outlook, turned cache mode off, and turned it back on again, as well as disabled add-ins that I thought might be causing it. Not sure if it might be an Exchange Server user profile issue, but it only seems to happen to this user.
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