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Originally Posted by mobilis
Thank you, but I'm afraid to try jalibreaking it. The last time I tried editing firmware, I bricked a media player. I don't think I could do something so complex (at least, unless I had no other alternative...)
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Jailbreaking a Kindle Touch is neither difficult nor dangerous. And in the worst case: the Touch is virtually unbrickable - it can be restored within 5 minutes.
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I was hoping for some sort of premade software?
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Yes, Calibre + Collections Manager
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I might try it if there's no other choice, though... Since you use it,I have a question: does the collection manager permit mass-editing of some sort, such as selecting a lot of books and adding them to / removing them from collections? What is the interface like?
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So,so. Depends on how you define "mass". You can act at most on everything that you see on the screen (like, move 5 books at a time into a collection, or hide 11 books at a time). For the initial setup of 100s of books, you're better off doing it in calibre - it can get somewhat tedious on the Kindle, but it could be done. The interface is depicted in the CM thread.