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

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.
Who is Participating?

[Product update] Infrastructure Analysis Tool is now available with Business Accounts.Learn More

I wear a lot of hats...

"The solutions and answers provided on Experts Exchange have been extremely helpful to me over the last few years. I wear a lot of hats - Developer, Database Administrator, Help Desk, etc., so I know a lot of things but not a lot about one thing. Experts Exchange gives me answers from people who do know a lot about one thing, in a easy to use platform." -Todd S.

FOXActive Directory/Exchange EngineerCommented:
Check to see if the email can send when they are using OWA.  If so the problem is on the client side.
ConewagoAdminAuthor Commented:

The messages in question were not able to be saved to drafts, so they were not accessible In OWA. I have been trying to find a solution to this, but have only been able to deduce that the cause seems to stem from the user's reliance on Outlook templates that have been corrupted. I've never seen anything like this, and it doesn't happen to any of our other users.

Thanks for your help.
FOXActive Directory/Exchange EngineerCommented:
Have her create an email and have her save it as a .msg file instead.  After she saves it have her open it up and add an attachment and see if it sends.
ConewagoAdminAuthor Commented:
After conducting what felt like an inquisition, I was able to determine it was the email templates the user had saved on her desktop. After deleting those, and starting fresh, the problem disappeared. Thank you for your help, Foxluv.

Experts Exchange Solution brought to you by

Your issues matter to us.

Facing a tech roadblock? Get the help and guidance you need from experienced professionals who care. Ask your question anytime, anywhere, with no hassle.

Start your 7-day free trial
ConewagoAdminAuthor Commented:
The user was withholding information, so after getting all of the details, I was able to use the suggestions offered by Foxluv to assist in the troubleshooting, and eventual solution of the issue.
It's more than this solution.Get answers and train to solve all your tech problems - anytime, anywhere.Try it for free Edge Out The Competitionfor your dream job with proven skills and certifications.Get started today Stand Outas the employee with proven skills.Start learning today for free Move Your Career Forwardwith certification training in the latest technologies.Start your trial today

From novice to tech pro — start learning today.