The problem with plugins in calibre 5.1.0 is only happening in Windows. It is related to how the plugins are imported. And it has been fixed in a calibre beta.
That error is more likely to be because the device has been disconnected. Or otherwise is not available for calibre to connect to. And it definitely has nothing to do with the Reading List plugin.
When this happened, were you able to access the device afterwards? Could you see it in the OS?
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