Is it somehow possible to attach a pop-up help text for each column in a board? The message information would server as a help to the users on what is required in order to perform an issue transition in example.
Not without code, I'm afraid.
It's a nice idea, help-text descriptions when the cursor over the column header would be handy for some cases (and maybe help with the "definition of done isn't available on the boards" problem) - I'd raise it at https://jira.atlassian.com
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