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Your best bet is to consult with your library. They can advice you both on what resources they have now and what they will have in the future. A lot of older library users have trouble with sideloading, so you'll want to have that explained to you in detail. I sideload everything from the library and can use either my Nook or my Kindle easily.
Now that my library has switched to 3M, some of my elderly friends have had to switch to reading using a tablet because ereaders don't come with apps. They don't have computers, so if they want to side load, they have to go to the library.
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