I alreday configure outgoiong mail server. still can not send mail from JIRA. show authentica error.

My configutaion.outgoign mail.png

then when click "Test Connection"..it show successful. but when try to send email show below error.

outgoign mail.png


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Hi Saifur,

I would enable Less Secure Apps, per this documentation:

AuthenticationFailedException when connecting to Gmail as SMTP server

If that does not work, please try port 587 instead of 465 for TLS, and failing that, I would recommend placing your username in the Optional section under the SMTP settings.

I hope this helps!

Kind regards,


Hi Shannon,

Sorry for late reply. i tried to change port. still can not send mail. but when i click "Test Connection", it show connection successful.



Is need to put Username or need use "Change Passowrd"? if need, then which username need to put?

Please suggest.


Hi Saifur,

I set up Gmail on my instance and these are my current settings using Gmail SMTP that does seem to work when I send a test email:

Screen Shot 2017-12-02 at 2.15.16 PM.pngThis is as I've edited mine to work, so maybe it will help you too?

I WOULD DEFINITELY still make sure you have use less secure apps set on from the Google post I sent you, however, since this is what they recommend to do to fix the problem.


Hi Shannon,


its working now. Thanks Again.

Happy to hear!

Have a pleasant weekend.

Kind regards,


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