Office365 SMTP configuration receives authentication errors

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This article only applies to the Atlassian server platform. Learn more about the differences between cloud and server.


Problem

The following appears in the atlassian-jira.log:

Unable to connect to the server at smtp.office365.com due to the following exception: javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful

The following appears in the atlassian-jira-outgoing-mail.log:

MessageId='null' com.atlassian.mail.MailException: com.sun.mail.smtp.SMTPSendFailedException: 530 5.7.1 Client was not authenticated

Diagnosis

The JIRA Server is unable to send mail to the Office365 SMTP server because it fails to authenticate. This can happen even if it is able to receive mail successfully. 

Cause

For the username, Office365 requires the username in your SMTP configuration to be your full email address, which includes the domain. For example: your_username@yourOffice365domain.com

Resolution


Go to Administration > Outgoing Mail, and Edit the SMTP Server configuration. When filling out the Username, put in the full email address.


Additionally, Microsoft frequently requires password updates, so it is advisable to check your Office365 account by logging in directly with Microsoft to make sure that a password change is not currently mandated.


For further reference, review the following configuration information from Microsoft:

Outlook settings for POP and IMAP access for Office 365 for business or Microsoft Exchange accounts


DescriptionThe JIRA Server is unable to send mail to the Office365 SMTP server because it fails to authenticate. This can happen even if it is able to receive mail successfully. 
ProductJira
PlatformServer
Last modified on Oct 11, 2018

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