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allisondbl,
I hope that acolegate returns to update KCM for you as it sounds like just what you need. He's done a great job with the program and it helped me with my own.
If you do have hundreds of books, then it does seem like Calibre would be right for you. But I can understand if you don't want to use it and to concern yourself with tagging your books. Although similar to the effort of organizing them yourself into folders I can appreciate its not for everyone. Feel free to post in the Calibre forum if you want any help with using it.
In case you are interested, you can use the plugin referenced above to organize your books into collections without having to tag them. It does require Calibre to use the plugin, but you don't actually have to import any books into Calibre. Just install the plugin and run the Edit Collections option. You can then add/modify collection names and add/remove books directly on the Kindle. It isn't quite the same as creating collections based on folders, but its an option. I'll give some thought to creating collections from folder names in the plugin, but it might not make sense if you already have Calibre installed.
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