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I don't know much about most of your issues, but I can say from personal experience that the Libra 2 is very nice piece of hardware.
It would be my choice because:
1. nice hardware
2. open system. You can add koreader, for example.
3. Very easy to organize sideloaded books using calibre.
I would not touch PW5 because
1. Closed system. You cannot customize it or use alternate software.
2. Impossible to organize sideloaded books using calibre.
3. You become Jeff Bezo's bitch, basically.
I would choose the Libra over the Sage as I've not quite so good things about the Sage. The Libra 2 hardware rocks. I set one up for a friend and she loves it. No troubles.
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