AuthenticationFailedException when connecting to Gmail as SMTP server

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

Problem

When trying to connect to Gmail server as a SMTP provider, the following error will be thrown in the UI:

(Auto-migrated image: description temporarily unavailable)
1 2 3 4 5 6 7 8 com.atlassian.mail.MailException: javax.mail.AuthenticationFailedException: 534-5.7.14 <https://accounts.google.com/signin/continue?sarp=1&scc=1&plt=AKgnsbtv 534-5.7.14 PZxvxLlobQ_V5PG1i5icYEi2YuYU7Vl__dz2yhz5rAnD2GhQdv9YGYsq5ocia9mZvqz0Dl 534-5.7.14 1kmW1cfineB1BHqGjM_XwGRUNMwRLSXeOXVF4-Xvq0MSVCREmcHWeRE2jal7VpiLfygD8g 534-5.7.14 Rq0qYeihSq-lkVh_LijQtP0rAL-zvywM2y7nQQ5Ewd9xobeeyxUxyBPckonrg1LIoJDZGq 534-5.7.14 QTr0i7Qgd3V3_pctrfBYPYWNVp-MA> Please log in via your web browser and 534-5.7.14 then try again. 534-5.7.14 Learn more at 534 5.7.14 https://support.google.com/mail/answer/78754 g27sm49103462pfd.25 - gsmtp

Cause

Recently, Google services has been received several authentication features which are not supported in JIRA.

Resolution

In case you are still facing the same error, please, contact Google support.

Updated on April 8, 2025

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