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I sideload all my contents. I've been doing it since my first e-reader (which didn't have any wi-fi connection and sideloading was the only way to go) and I keep doing it on my Kobo. Even if I had a Kindle or any other e-reader I would keep doing it.
My ebooks come from various legit sources (various e-books store, whichever has got the better deal on the books I'm searching for, websites offering public domains books, fanfictions archives, libraries). Library books are the only ones I don't take away DRM and that get uploaded through ADE, all the others go through the cleaning process and Calibre.
My main reasons are basically two:
- to switch to whatever format I need,
- to use metadata to catalogue my ebooks. I'm a big fan of shelves/collections and having an organized library, sorted out according my needs.
Also, on my pc Calibre is MY library, I put there my comments, my ratings, I sync it with goodreads, I keep track of my reading progress, I back-up my database from time to time, etc, etc. I can't image using an e-reader that isn't Calibre friendly, or having ebooks that I can't organize/check/update metadata with it.
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