Well, the approach that I've been taking is to use Calibre2opds to publish my books to a DropBox folder each time I make changes to the Calibre DB, then just download the next book or two from the 'cloud' as I read them, deleting them from the iPad once read.
I might sync a load to the iPad if I'm going to be offline for a while, but so far that's not been needed, even with a wifi-only iPad.
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