Symptoms

JIRA applications fail to Send a Test Email via the SMTP server configuration located in Administration >> Global Settings >> Mail Servers. The following exception is encountered:

com.atlassian.mail.MailException: javax.mail.AuthenticationFailedException
at com.atlassian.mail.server.impl.SMTPMailServerImpl.send(SMTPMailServerImpl.java:191)

Cause

The authentication credentials supplied for the SMTP server are not correct or have expired.

Resolution

• Correct the SMTP Mail Server username or password. Use Send a Test Email to verify that the credential's to the mail server are correct.
• As a last resort, recreating the Mail Handler may assist here - it has been seen to fix some situations surrounding the AuthenticationFailedException when using the appropriate credentials
  • Remove the related mail handler
  • Restart JIRA
  • Create mail handler again