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With each transition change in our workflow, we want a selected list of values out of ALL values in our REASON custom field (dropdown) to appear. Simply said, this Reason dropdown has 20 values, roughly 4 each for each of the 5 transitions in the workflow. Now when I go from status A to status B, I do not want all the values to appear.
How can we achieve this? Any help would be greatly appreciated.
Being in the cloud you can't use scripts so I don't believe you'll be able to do it. even so, every time you go through a status change the field will be overwritten meaning you'll need to look in the history for the values at each transition. The obvious work around is to have a different select list field for each status change. the advantage to that is it will be easy to see what reason was used for each status as each will have its own field.
With plain JIRA I would suggest different custom fields for each different set of REASONS you need. Let's say you have a transition "Postpone" and one called "Reject". You want different sets of reason to pick in each one. Create a custom field "Reason for postponing" and one called "Reason for rejection" offering the different seelctions you need.
If you can come up with two different issue types for each you may use the custom field context feature. However, you will not be able to get around to maintain two or more different sets of values I am afraid.