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It's an extra step, but what's wrong with using Calibre, dumping the files you want to a folder on your desktop, and dragging them to the media card in your Sony? It's worked for me in the past when Calibre inexplicably stopped recognizing my 505 (which was fixed with the next release or two of Calibre). I, er, hate the Sony software with the passion of a thousand dying suns and won't use it. Now that we have unswindle, I don't need to use it for anything at all!
I hereby acknowledge this is a Calibre-based answer, and not what you asked for, but it is a work-around that I have used and may be useful for someone, somewhere.
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