Replies from Mac Outlook 2011 prevent message from being cleaned up by Clean Up feature on Outlook 2013 on Windows

I'm noticing a trend that if someone using Outlook 2011 on OSX, if they reply to an email, then someone replies after that, if you try to Clean Up the thread or the folder, Outlook 2013 on a PC will not delete the reply from the Mac user, as it appears to have an attachment.  I think it may be tied to having screenshots in an email, or if they have an image in their signature.

Has anyone else experienced this, or know of a way to fix it?  Or would Microsoft have to change something in Outlook 2011 for OSX?

February 19th, 2015 12:20pm

Hi,

In Outlook 2013, you should check the Conversation Clean Up settings in FILE -> Options -> Mail -> Conversation Clean Up -> check these settings for unread messages, categorized messages, flagged messages, digitally-signed messages and so on, the messages sent from Outlook 2011 for Mac may meet some of the exceptions so they don't get removed.

Regards,

Melon Chen

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February 20th, 2015 12:34am

Thanks.  I have categorized, flagged, digitally signed, and "when a reply modifies a message, don't move the original".  I wonder which option it is, and why an Outlook to Outlook email would hit the last one mentioned above, assuming that one is it.
February 20th, 2015 11:13am

Hi,

Since I don't have an Outlook for Mac, I'm not able to do the test for you right now.

If you have Outlook for Mac, you can test it yourself:

In Outlook 2013, tick one checkbox each time under Conversation Clean Up, then send an email from Outlook for Mac, try to clean up in Outlook 2013, check the result. This may help determine which option that caused the issue.

Regards,

Melon Chen

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February 22nd, 2015 1:45am

Hi,

Just checking in to see if the information was helpful. Please let us know if you would like further assistance.

Regards,

Melon Chen

Forum Support

February 24th, 2015 8:05pm

I don't have Outlook for Mac either so can't confirm which option is causing the issue.  but the suggestions were helpful so far, just wish we could say definitively what is causing the issue.
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February 24th, 2015 8:07pm

Hi,

This needs some troubleshooting steps to narrow down the issue, I can't guarantee what exactly is causing the problem. Try to ask someone who has Outlook for Mac to help test.

Regards,

Melon Chen

Forum Support

February 25th, 2015 8:33pm

Trying to find someone to test.  There is not a way to put the Clean Up feature into like a debug/verbose mode to see why it fails, is there?  or would that be a question for a different forum?
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February 26th, 2015 10:51am

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