[Adoby]

Don't load books from inside the Calibre library. Instead save the books to disc and load from there. Then you can add series information to the file name by changing the save template.

Also the books inside the Calibre library typically don't have updated metadata, if you have changed series information and so on. That is stored in metadata.db and applied when you save to disc or send to device.

I use a folder as a device, instead of save to disc. That way I can even change the metadata on the fly, using plugboards, as the books are sent to the folder. I change authors to author_sort and add series information to the title. I have the folder shared on my NAS and use an app (aptly named FolderSync) to sync a folder on my Xoom with that folder. You could use your dropbox folder as the device to connect to.