Natively, Jira counts with a great and very convenient feature: global reflexive transitions.

However, that feature is really difficult to discover, as it currently requires to:

1. Enter the workflow editor in diagram mode.
2. Click on the Add transition button (please, note that the most popular method for adding transitions is drag&drop on status nodes).
3. Select Any status in the From status dropdown field.
4. Select Itself in the To status dropdown field.
5. Add a Name & click on the Save button.

Counting with more intuitive ways through the UI for creating this kind of transition would be desirable.

Maybe it would be a good idea prompting a dialog on creating a looping transition (a transition from a status to itself). The dialog could show a concise text and a couple of buttons:

• Text: Looping transitions are frequently useful from other statuses too. Would you like to create a global looping transition?
• Button 1: Make global
• Button 2: No, thanks

Additionally, a Read more or icon would ideally link to a documentation page which explained the advantages of using global looping transitions.