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I too have an PRS500 without epub support, if it helps at all, you can still take out the SD card/Memory stick from the PRS500, put it in a independent card reader, browse calibre to the new removable drive, and upload your books that way. It is certainly interesting no one has figured out how to upgrade without sending it back to Sony, although I'm guessing it would require some DIY data cable, and the community is becoming wearier of hardware hacks by the day.
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