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This has nothing whatsoever to do with DRM, so get that idea out of your head.
I'd suggest looking at Calibre plugboards to organise series. I have some 1800 books on my Kindle Voyage and have no difficulty locating books due to the use of a plugboard to prefix a book's title with the series name and number.
Forgive me if you know this, and I'm sure you do, but you are aware that you can jump directly to any author when you sort your home page by author? No need to page through the library a page at a time.
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