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For day-to-day reading, I'll just keep the book(s) I'm currently reading on my device, and perhaps the next book I want to read if I'm nearing the end of the one(s) I'm reading.
For travelling, I'll take more of a selection but still not my entire unread backlog.
Personally, I don't really jump between books all that often. Usually I'll read only one book at a time. Sometimes I'll have two going at once. I almost never have three or more being read simultaneously. Thus I don't want to clutter up my reader's library interface with a lot of books I'm not currently reading and don't plan to read next. Finished books get deleted off my device (but not from my Calibre library) as soon as I'm finished reading them.
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