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I don't mind the current state of things. I have a script that updates calibre for me, when I want. I just open my ~/bin folder and double click on it to run it.
But one option could be to (also?) distribute calibre via bittorrent. An option to decide whether you are willing to participate in the swarm. And a small bittorrent client just for calibre (and PI?) inside calibre. Then whenever you run calibre and download the latest update, you can also share the calibre update with others. And if you use a normal bittorrent client, that could be used instead. Would most likely work fine for downloads, but not everyone would want to share the update with others because of slow Internet or a restrictive plan. Or dubious about bittorrent. Or problems with their firewall.
However, it would most likely be a bit of a challenge to get to work well.
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