THIS IS FOR INTERNAL USE ONLY
First, you must add the SMTP Mail Server configuration to your Jira Server. It should look like the following: add your Gmail address in the From address and Email prefix.
After that, if your Test connection is not working, follow these steps.
Important: To create an app password, you need 2-step Verification on your Google Account.
If you use 2-Step Verification and get a "password incorrect" error when you sign in, you can try to use an app password.
Go to your Google Account.
Select Security.
Under "Signing in to Google," select 2-Step Verification.
At the bottom of the page, select App passwords.
Enter a name that helps you remember where to use the app password.
Select Generate.
To enter the app password, follow the instructions on your screen. The app password is the 16-character code that is generated on your device.
Select Done.
Create use app passwords and create a unique 16-digit pass that you will copy and paste to your outgoing mail in data Centre settings :
Go to your Email configuration in Jira and now use and copy the generated 16-character password in the password below.
Now if you make a test connection, it should be successful!
Now you should be able to send an email to a Gmail account using, for example, the Power Action application or any other apps that send emails inside Jira.
These are the proper settings for SMTP Mail Server configuration :
