I have the same prfoblem, and have not been able to fix it either!
Windows Server 2012 Essentails No Longer Emails Health Reports
Robert Clofine
1
Reputation point
After years of working, I suddenly have the same problem described in this thread: https://social.technet.microsoft.com/Forums/en-US/3601ad82-5b08-49a4-aab8-f4ddb63d60b6/windows-server-2012-essentails-dashboard-smtp-error?forum=winserveressentials
I have changed the email settings, and when testing those the test email does get sent successfully, but the reports cannot be emailed. Under the report it says "Status: Cannot send email. Error: Cannot reach the SMTP server. Make sure the server is available and verify your internet connection, then try again."
Any suggestions?