Yikes, looks like the new version of Outlook 20016 has broken the POP3 implementation. If you are currently using the “leave on server and  delete after x days” function, the you should check your account because it seems like that the new Outlook is actually deleting your emails almost immediately after retrieving them over POP3. You might also be seeing dupes.

TL;DR If you are using the Outlook 2016 to download from a POP3 server, you should disable automatic updates and/or downgrade to a previous version or else your emails are likely to be deleted almost immediately.
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