how to fix email not sending

[John Birkner]

An error has occurred with sending the test email:
com.atlassian.mail.MailException: javax.mail.AuthenticationFailedException: 535-5.7.8 Username and Password not accepted. Learn more at
535 5.7.8 https://support.google.com/mail/?p=BadCredentials l5sm6684671pjh.31 - gsmtp

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)
at webwork.action.ActionSupport.execute(ActionSupport.java:165)
at com.atlassian.jira.action.JiraActionSupport.execute(JiraActionSupport.java:63)

[Pramodh M · Accepted solution]

Hi @John Birkner 

Since it's Gmail, could you please try once with Port 465 and SMPTS Protocol, If this doesn't work using port 587 is recommended.

Turn on the Less Secure option in Google Account Security Options

Thanks,
Pramodh

[John Birkner]

Thank you so much Pramodh!

How do you change the from SMTP to SMPTS Protocol?

How do you change the port to 587?

thanks,

John

[Pramodh M]

Hi @John Birkner 

If you are using Google Authenticator. Enable Less Secure Apps in Google Security Settings Options.