I have been using Mikrotik RouterOS and The Dude for a long time and thought, that I know it well.
But some time ago I faced with the problem, which I still could not decide. The problem is, that the dude do not send e-mail notification. Notification configuration is absolutely correct and SMTP server is working (without authentication). The problem started when I reinstalled the dude and loaded last backup. When I press button 'test' in email notification the dude returns 'timeout'. When I install the Dude and do not load my backup - email notification works properly! When I load my backup, email notification stops working I had tried with the dude versions 2.2 and 3.4. The results are the same.