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I have seen this before, but only when I am trying to send books to my PRS-505 using both the Sony ebook library software and Calibre at the same time or after using the Sony software, clicking the eject button- it looks like a flat line with an upward-pointing triangle above it - and then trying to use Calibre to send books to my reader.
From what I can see happening, it looks like ejecting my reader from the Sony library has the same effect as telling the computer to stop a removable USB device.
If I unplugged my PRS-505 from the computer, let it detect what books I have on it, and plugged it back into the computer and then use Calibre, I don't have the issue.
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