With known good books that I have loaded on other kobo readers I never have problems loaded them on a new Kobo. 500 or 1000 books at a time is OK. New books maybe 10 at a time depending on source.
I use Calibre to update Book metadata and download new cover or to generate a new cover. Covers that Calibre now generates are much easier to read on small thumb nails on home screen. In library settings "Show thumbnail images in list view ON" I leave unchecked because to small to be useful. Wish I could do this on home screen also if it had title and author captions.
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