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OK, so the base problem here is that I assumed that the update metadata boxes meant that it was supposed to automatically send new books. That *is* what I wish it would do. So, I guess the question is how best to manage this. Smart Eject seems a bit backward, i.e., why is the sync associated with eject? If anything, it should be associated with connect.
So, the question is how to manage this the most easily. One issue is that there are currently 39 out of 936 books in Calibre and not in the Kindle. These are books that my wife got that I know I never want to read for one reason or another. I have considered creating a new collection for them on the Kindle so that I don't have to worry about such issues, but that is not a 100% solution since it also includes a couple of PDFs which I have been unable to translate to useful MOBI so I can't really put them on the Kindle.
So, is the right thing to do is each time I add books, which tends to be in a block, when I am done, sort by date, highlight everything since the last update (which should just be the current date, if I do this regularly, deselect anything not on the Kindle, and the right click and send to device main memory? I just did that and it seems to work with all of the top books now showing on device and them showing up on the phone.
With another sort, I see that I have books in CC which are not on the Kindle. So, I selected them and did a right click and remove matching books from device and it appears to have worked.
Guess I'm getting the hang of this. Thanks all.
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