I’m trying to use the message URL feature to create a button to easily message the automatic @staff group but even though messaging and mentions for that group is enabled, using the URL results in a “Sorry, you can’t send a message to staff”. Using it for the @moderators group doesn’t work either so it seems it’s broken for automatic groups.
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Just pushed a fix 
https://github.com/discourse/discourse/commit/ea59283c1e4ff4f378f92db9864d770ef8b981a9
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