Client was not authenticated to send anonymous email during MAIL FROM

10/22/2018 1:53 PM

9/22/2022 8:19 AM

When testing SMTP server connectivity with telnet, an error appears. 

This can also occur when saving a ticket in the Web Help Desk.

The message is usually when Orion is configured to send a mail using Office 365 as the SMTP server. It is possible that the mail will stop sending shortly after the SMTP is changed. The SMTP test may fail with the following error as well: 

• 530.5.7.57 SMTP; Client was not authenticated to send anonymous email during MAIL FROM

Orion Platform

This message indicates that the SMTP server configured in your Outgoing Mail Account is connecting to an SMTP client submission endpoint which cannot be used for direct send. 

Configure your Exchange SMTP to direct send.
Refer to the following Microsoft articles for more information:

• Troubleshoot email sent from devices and business applications  (© 2017 Microsoft, available at https://support.office.com, obtained on February 27, 2016.)
• How to set up a multifunction device or application to send email using Office 365  (© 2017 Microsoft, available at https://support.office.com, obtained on February 27, 2016.)
• If leveraging Office 365; you will need to whitelist your Orion server to allow for receiving/sending mail via Orion alerting. Contact Microsoft for whitelisting instructions.