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I have had a Kindle for two years. I have yet to look for a book that I wanted in ebook form that I could not put on my Kindle easily. I have never used Calibre. There are a large number of stores that sell books formatted for the Kindle and sites like Gutenberg have the books formatted for Kindle.
The only downside to buying a book outside of Amazons website is that they are not archived for you by Amazon. This really isn't a issue since you can save the books on your computer to put back on your Kindle if you delete them.
Finally, collections allow you to sort your books into folder of your choosing. This reduces the need to delete books from your Kindle since you don't have to flip through a large number of pages to find what you want to read.
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