Originally Posted by itimpi
The Sony PRS-500 is no longer supported by Calibre as a device it can recognise unless it has had the upgrade to support epub format.
I think the last version that supported the PRS-500 was something like 0.6.29. Searching the forum should give a more definitve answer.
Not trying to resurrect an old thread, but if Google leads someone here they might want to know:
Calibre 0.6.55 was the last one to support the PRS 500.