This is just a "is this possible question":
I want to create a workflow for a task- like submitting a request for the design department.
It is good to use ScriptRunner plugin for JIRA, where you can add specific post function. You can use groovy programming language, where you can define your logic - choosing assignee.
Or you can make your own add-on, which add your specific post functions for assign users.
Unfortunately if you are on the cloud, that's not an option (ScriptRunner). You could add a post function to your transitions to assign the issue/task, but it would be easier to just have the people involved assign it to the next person before or after the transition. Make sure the notifications are set to email the next person assigned.
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