@Katie1: Keep in mind that it's not my intention to insult you or hurt you feelings with what I'm about to write next. But, with that said I have to write that your "Non-Techy" status is well deserved and was demonstrated here on Kindle subforums on multiple occasions and that IMHO in future you should either refrain from offering your limited knowledge as solutions for more exotic problems regarding Kindle, or spend some time to gain more in-depth understanding of Kindle, Kindle formats, syncing, Cloud etc. Otherwise bulk of your posts are at best distraction and at worst you disseminate plain wrong information and cause extra confusion.
"Sideloading" via Amazon's "Cloud" aka "Personal documents service" makes book treated as personal documents (PDOC tag is inserted) which precludes them from having some of the functionality that books bought on Amazon have. Goodreads integration (as in adding to shelf or updating reading status) is one of those things that PDOCs don't get. So the OP has to choose which is more important to him/her:
1) having sync of last page read between different devices (sending the book to cloud enables this) OR
2) Having the Goodreads stuff and sharing quotes etc on FB and Goodread by faking that the Calibre converted book is actually from Kindle Store (by editing the ASIN field to match Kindle Store edition of that same book)
@Scoobydoofus: I'm guessing that editing the "cdetype" (
after downloading the PDOC from Cloud on your Kindle, and editing that file) from PDOC to EBOK Goodreads stuff wouldn't work correctly... you would probably? get the Share and "Mark as currently reading" buttons/links enabled because now the book is seen as ebook rather than PDOC, maybe even last-page-read sync would work because book contains Amazon generated ASIN that is associated with your account, but I'm 99% sure that you need real ASINs to be able to match the book to Goodreads, and your book has some random long-ass ASIN which is not linked to a book on Goodreads database.
But this is all only speculation on my side, I didn't do any testing