Cannot configure outgoing mail server with Office 365

Question

Hi.

Is there anyone stuck in this issue at the moment?

I cannot setup my outgoing server with the Office 365 account.

TLS is chosen already.

An error has occurred with sending the test email:
com.atlassian.mail.MailException: javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful [SG2PR0401CA0006.apcprd04.prod.outlook.com]

at com.atlassian.mail.server.impl.SMTPMailServerImpl.sendWithMessageId(SMTPMailServerImpl.java:225)
at com.atlassian.mail.server.impl.SMTPMailServerImpl.send(SMTPMailServerImpl.java:162)
at com.atlassian.jira.plugins.mail.webwork.SendTestMail.doExecute(SendTestMail.java:107)

Could you please help me on it? Any clues..

ericnguyen2610 · Answer

Thanks for your reply.

Since I could not setup the Office 365 SMTP, I already brought that to internal plugin source. I'm handling that via my Java code.

Amirul Ikhwan Omar · Answer

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

Looking at Office365 SMTP configuration receives authentication errors, you would need to use the full email address as username.