Same problem with MBA and PW2
I have the same problem with a Paperwhite 2 and a MacBook Air. It doesn't even consistently enter USB drive mode if I reboot - it seems to work if I shutdown and then plug it into the right hand side USB rather than restart with it plugged in. I've tried both ports and 2 cables. Never had a problem with the original Paperwhite. It's very annoying/disappointing - I like to download newspapers from Calibre before I head to work in the morning so I use this feature frequently.
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