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Kovid has already said that working out any automated update mechanism that works across all the platforms that Calibre works on is a non-trivial task. As such it is very low down any current list of new features as the pain/gain trade-off is seen as too much on the side of 'pain'.
Of course this does not mean that it will never happen, particulariy if someone who is both interested and has the requisite skills starts working on it and submitting patches to Kovid.
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