The plan sounds OK to me. I have the same setup as Walt. I don't currently log a date_finished in calibre.
I suspect I'm not the real target market for this one as I currently delete books from all readers as soon as they're finished. I'll need to think about whether it's worth me leaving them on there long enough for CC to autosync to the calibre 'yes/no' column.
As I cant resist a new feature, I'll try it and see how it goes