I'm looking into a bizarre problem one of our clients has intermittently with Outlook 2010. Not all the time, but occasionally when she attaches two Word 2010 .docx files, the contents of the files get swapped. Both attachments are added to the email, but the filenames go with the wrong documents. It's happened twice, the first I wrote off as a fluke, but the second time I'm digging deeper as she's losing confidence in her system. The individual files are fine, each one opened shows no sign of the other file. But when we attach them to an email in Outlook 2010 they are sent with the wrong filenames on each document. In other words, "FileA.docx" previews, saves and opens with the content from FileB.docx and vice-versa. This is the case for the recipient of the email (embarrasing!), and shown in the Sent folder for my client as well. They are confidential contract files, so I can't share them unfortunately, but I can duplicate the issue with these specific files. It doesn't happen with all files. No other users have had this problem that we know of. I can't duplicate it with files on another computer. Hers is a relatively recent build (new hardware as of a few months ago) and we have the same base software image in use on about 40 other clients who don't have any such problem.
If she uses webmail to attach the files this does not happen.
Our environment: Client - Windows 7 Pro 64, Outlook 2010, Kerio Offline connector 8.4.3525. Server - Mac OS X 10.9, Kerio Connect 8.4(3525).
We do have planned to upgrade to the current Kerio release soon, but I didn't see this issue mentioned in any of the release notes. Has anyone else ever seen anything like this?
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