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SethHewitt

Outlook 2016 randomly deletes attachments from emails I'm sending

I'm having quite a problem with Outlook randomly deleting files that I've attached to emails that I'm sending. It rarely deletes all of multiple attached files, but will often (generally?) delete the attachment if there is only one attached file in the email. If I have attached multiple files, it will often, though not always, delete one or more of them. I don't know that I've had an incident where it deleted all of the files if multiple ones were attached.

The only thing that I can see that might be interfering is Acrobat Pro DC which would like to manage attached files with Adobe Track and Send, but I've not ever used it.

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A. User

Hi,

Welcome to Microsoft Community.

I would like to know what type of account you are trying to configure in Outlook. (POP3, IMAP, Exchange ActiveSync or an Exchange account)

Let us install the updates for Office/windows and check if the issue persist.

Hope this information helps you. Please let us know if you need additional information.

Thank you.

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SethHewitt

It's a POP3/SMTP account that is already configured and works correctly except for this problem. I don't seem to have problems with the gmail IMAP/SMTP account, also on Outlook.

Updates are all installed and up to date.

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A. User

Hi,

In the pop3 account let us make sure “Leave a copy of the message on the server” is ticked.

You may refer to the following article for the same.

https://support.microsoft.com/en-us/kb/2671941

Hope this information helps you. Please let us know if you need additional information.

Thank you.

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SethHewitt

Yes, that box is checked. And messages are left on the server for 14 days. But I don't have a problem with incoming mail, only with outgoing. It's only emails that I am SENDing that lose attachments, not the ones I am receiving.

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Gabriel Bratton

Seth,

Do the emails that have the missing attachments include an inline image or a signature with an image? I mention this because there is an active bug with that issue. The workaround for now is not to include the inline image or signature. There is a fix being worked on but we don't know the release date yet.

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SethHewitt

I solved this problem. It was a plug-in that Adobe Acrobat Pro DC installed into Outlook that allowed one to send large attachments thru an Adobe utility. Even though I was not using the capability, it evidently removed large attachments--especially PDF files--from the email. When I removed the plug-in, the problem went away.

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KristenTetherton

Thank you for posting your solution. I had the same problem and I disabled the Adobe Send & Track Add In in Outlook 2016 and it seems to have fixed the problem. This has driven me nuts for the past month thinking I am losing it and I am not attaching documents. Thank you!!!!!

Outlook 2016 randomly deletes attachments from emails I'm sending

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