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It slipped my mind to mention that in order for the drag and drop to work, you need at least one book in each category so that the category will appear in the sidebar. Since I usually have multiple books at various stages, I didn't think of it. The same applies whether it's a tag, a custom column or whatever - at least one book needs to have that data because the sidebar is basically just filters for the library view. Sorry for the confusion.
Others have mentioned KoboUtilities, which is good if your usage pattern fits - it needs a connection to Calibre, so if you are like me and connect only every now and then to upload a bunch of books at a time and then only after a long while, it doesn't work that well because it can't sync (and at least in my case, KoboUtilities doesn't sync the status when connecting to Calibre via Koreader's wifi plugin, which is what I usually do).
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