I have a user on Outlook 2016 having a problem with Recent Files.
The user sees the drop-down list of recent files, he is able to attach them normally, but they do not end up attached for the recipient. The recipient just gets a mail with no attachment.
If I look at the user's Sent folder, I see the message, I see the paperclip, but there is no further visual indicator of an attachment.
He can attach a file if he goes through the browse menu, just not through the Recent Items menu. This issue happens for xls, doc, pdf's...also happens both with files saved locally and on a network drive.
I'm sure it's probably some temp file that got locked or an unchecked checkbox somewhere, but I can't find it. Any thoughts?