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Title
SMTP Protocol Returned a Permanent Error 530 5.7.57 SMTPP; Client was not authenticated to send anonymous mail during MAIL FROM -
Description
Domino users are not able to send mails to Office365. You see the following in the log file:
Remote Server returned '<11.11.11.11 #5.0.0 X-Notes; Error transferring to 11.11.11.11; SMTP Protocol Returned a Permanent Error 530 5.7.57 SMTP; Client was not authenticated to send anonymous mail during MAIL FROM
Outbound connector is pointed to smtp.office365.com
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Cause
Incorrect Outbound Server for Office 365 tenant -
Resolution
1- Go to Outbound Servers
2- Find the incorrect record of smtp.office365.com
3- Delete the incorrect record
4- Add tenant.mail.protection.outlook.com along with Exchange Server as the Server Type
5- Save and activate
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Additional Information
For accurate Office365 Tenant DNS settings, Domains section could be used under Office 365 Admin Center.