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I have checked that I can get Delivery notifications only if I use Outlook connected to Zimbra over POP3 and of course manualy sending mail from console "sendmail -N success <email address>".
It is strange that I can't get Delivery notification when I use Outlook with Zimbra Connector.
Quote:
Originally Posted by Mindaugas
Hello,
is it possible to generate request and get delivery notification messages (not read receipts) for users in Zimbra?
Bugzilla
Wiki
Source
Delivery notification message 
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