Under Options > Advanced > Outlook start and exit: Remove from server when deleted from Deleted items.Leave a copy of messages on the server.These are the Outlook 2016 POP mail settings: I have verified this by accessing his email through the webmail interface provided by, SOGo. Even if he deleted messages from his inbox and empties his Deleted Items folder, the email is not removed from the server. He connects to it through POP from Outlook 2016. I have a domain registered with, which also provides an email box, which is used by a relative of mine.
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