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As far as I know, what you use shoudln't be affected. Sideload means you take something on one side and you load it on the device.
Please correct me if I'm wrong.
For people with only the new kindle registered to their account, what impossible is the Download&Transfer.
That means downloading the file from the Amazon website to your computer.
I don't really know what you mean by "I send ebooks". I only know that if you get them by Donwload&Transfert, you should be OK as long as your previous paperwhite is still registerd on your Amazon account for now.
If you're loading books by using your kindle e-mail, you should be ok for now as well.
I don't use calibre with my kindle so I'll let other people tell about it.
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