Not sure about part II to your question, but I was having a similar problem as you describe in part I and called Kindle support. They acted as though either my drivers in my relatively new MacBook Air needed updating, or it is a cable issue, or punt. I returned it to Best Buy and got a new one that I have not yet tested. I plug it in, it goes into USB mode with the pic of the drive mode, cable and cable end on the cover. If I eject and then pull the cord out, then re-plug it in, the PW2 seems to not want to go back into a recognized drive mode again. Kindle support will get enough calls on this and update something. When we plug in we need the PW2 to go into a drive mode not just charge mode, if I have my nomenclature correct. Glad you posted.
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