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Outlook "Your message was delivered to the recipient"

Have a user that says he has about 100 emails that he used to be able to open that are in his sent items in Outlook. They all have 'Your message was delivered to the recipient." in the message body. The subject has "Delivered: [original subject line]". An attachment has been added to the email that is named ATT00001.
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He claims to have never asked for a delivery receipt for any email he has ever sent. Also, as a test, I turned on delivery receipt on my Outlook client and sent some to various email addresses. I get back a delivery receipt but nothing shows up in sent items like he has. My original thought was someone sent him something with a delivery receipt request and his Outlook client sent back the delivery receipt notification and that's why it is under sent items, but it looks like the mail server sends back the receipt, not the Outlook client.

I will be able to be physically at his machine today so I can research more.
Does this user Sync their Exchange Mailbox with an iphone or mobile device?

Are these emails with the Delivery Receipts possibly Mail Items that were sent from the Iphone

Its possible the Sync between the two is whats changed to suddenly start requesting delivery receipts

Also check to see if the user uses a signature in Outlook or on the mobile device
Look to see if it has an image in it

If it does, I would tend to think the ATT000001.htm is a record of the signature in the original email