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One thing to keep in mind since you use Calibre - with the Kindle you can connect wirelessly to your Calibre library. It's good to use the USB when you're downloading a bunch of books at once, but if you want to snag just a book or two it's really nice to be able to connect to Calibre via wifi. It's something the Nook can't do. I don't know whether Kobo or Sony let you use wifi for anything other than their stores. Also, aside from the Kobo Aura, the Paperwhite has the best screen right now.
If you do decide on a Paperwhite, be aware that Amazon now has refurbished units for a $15 discount if you want to save a bit on one. They aren't always in stock.
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