Microsoft have tightened up on their eMail sending rules and limits and you have fallen foul of these new rules.
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The best solution would be to speak to your IT Provider to either set up a relay server through which to send the eMails or to look at using a different SMTP eMail sending service that has more relaxed rules.
Portal issues using dbMail and Office 365
eMails not sent from portal with error message: The mail could not be sent to the recipients because of the mail server failure. (Sending Mail using Account ........). Exception Message: Cannot send mails to mail server. (Failure sending mail.).)
Written by Terence Cassidy
