Thanks, Harry.
I'd forgotten about the issues with plugboard and dual-mobis. I do for sure have Calibre set to generate "both" for mobi files, and am pretty sure that's what I'm getting since the PDS accepts the documents and I usually get an azw3 back.
So I guess it's not so much why it isn't working sometimes, but rather why it's ever working. Amazon must just have a whim about where it looks for the metadata.
In any case, I guess I'll go back to sending the books over USB. It's a little less fussy all around, and I don't want to read on my tablet all that often.
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