Thanks for the reply!
Yeah I get lots of pre-release books for review, usually in AZW3 format and sent directly to my Paperwhite via it's kindle email address. I then log into Amazon and send it over to my Fire too. Unaltered, they sync just fine between the two of them. But in a couple instances where I've pulled down the file to make a few changes in Calibre, add a table of contents for example, once I put the modified AZW3 files back on each of my Kindles, the furthest read page no longer syncs. If I instead make those same changes and convert it to MOBI, then Furthest Page Read will continue to sync fine. O_o
So I figure there's gotta be something specific we can point to that's missing from the altered vs the unaltered AZW3. Perhaps I can study the headers and metadata of each with a utility like Mobi2Mobi or whatever the equivalent is for AZW3 files, and maybe that'll point out any key changes.
Of course, if you or anyone else has a better idea, or wants to look at these files side-by-side yourself--the syncing and the non-syncing AZW3, as well as the syncing MOBI--then let me know and I'll send 'em on over. Since these are pre-release books sent out from the publisher to a limited audience, I don't think they'd care for me posting them publicly.
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