I've quite frankly, given up trying to get this to work correctly.
I don't want to sound ungrateful, because I know a lot of people have put a lot of uncompensated man-hours into developing this (something that I certainly don't have the skill to do), but between calibre regularly auto-uninstalling the IOSRA plugin (and only then periodically not giving me an error message when I try to re-install it), not finding my iPad when it's the only device connected, and having to come here to see if there's been some new update or issue posted to explain what's going on, uninstall and reinstall and resync plugins, apps, etc. over and over again in the hopes of making it all work, it's just not worth the time I'm spending to get it to work on my machine.
Since I keep my entire calibre library in dropbox anyway, I've basically just gone another route and imported all of my books using the "import from dropbox" function in Marvin instead. I'll have to manually add new books this way as I add new books to calibre, but given the amount of time I was spending trying to get the theoretically easier "sync" function to work, and that I only add one or two books a week at most, this will actually take less time, for me at least. It's a shame that I can't use calibre as the interface to manage everything, but I just don't have the time or energy to deal with this anymore, at least until a real solution is found.
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