I use ScriptRunner Workflow Validator and I'd to block a transition upon a condition
The condition is: that the field "Dress code" (text) must be filled / not null - only if the custom field "Event type" is one of the values ("Night event"/ "Special event")
From your rich experience point of view, there is any way to implement that in Jira could?
What types are the two fields?
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The "dress code" is a text and the "event type" is a multi-checkbox
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