Unable to Send Email Due to 'javax.mail.AuthenticationFailedException' Error Message

Platform Notice: Cloud and Data Center - This article applies equally to both cloud and data center platforms.

Support for Server* products ended on February 15th 2024. If you are running a Server product, you can visit the Atlassian Server end of support announcement to review your migration options.

*Except Fisheye and Crucible

Symptoms

Unable to send test email successfully. The error appears:

AuthenticationFailedException

1 2 3 4 An error has occurred with sending the test email: com.atlassian.mail.MailException: javax.mail.AuthenticationFailedException at com.atlassian.mail.server.impl.SMTPMailServerImpl.send(SMTPMailServerImpl.java:191) at com.atlassian.confluence.admin.actions.mail.SendTestEmailAction.execute(SendTestEmailAction.java:52)

535 5.7.3 Authentication Unsuccessful

1 2 3 4 5 Caused by: com.atlassian.crowd.event.EventJobExecutionException: Could not send email to user@domain.com: 535 5.7.3 Authentication unsuccessful Caused by: com.atlassian.crowd.manager.mail.MailSendException: Could not send email to user@domain.com: 535 5.7.3 Authentication unsuccessful Caused by: javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful

Cause

  • The error from the logs indicates that Confluence can't connect to your mail server with the username and password you specified.

  • The Exchange/mail server is configured incorrectly.

Resolution

If your Diagnostic/Test confirmed that you are unable to send a test email, consult your email system administrator for the correct setting.

For Exchange Server 2007/2010/2013/2016

Some administrators have been successful in resolving this by creating a dedicated Exchange receive connector if using an Exchange Server.

Still having problems?

If the problem still persists, ensure you have configured the mail jars as described in Configuring a Server for Outgoing Mail.

Updated on April 8, 2025

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