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I'd would like certain issue custom fields to be added to the labels automatically.
I've tried to do this through the Automation tool without any success. Help?
This should be doable.
Can you share a screenshot of your automation rule and of any audit log entries, to make it easier for us to try and assist?
Have a read of the section on Custom fields here: Smart values - general | Jira Software Cloud | Atlassian Support
I suspect you will need something like the below
Note: I've used a custom field "Program Increment" and focused on "PI-3" as the value (if populated) that I would want as a label.