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I noticed that after doing a quick edit of a post, and changing the publish date, any attachments for that post are not updated. They aren’t moved to the new (correct) directory, they still remain in the old directory.
So if a post is published on 12/22/2016, the attachments go into that directory. If I do a quick edit and change the publish date to 1/15/2011, the post is updated, but the attachments aren’t moved to a Jan. 2011 directory. They still remain in the old Dec. 2016 directory.