you're not crazy. i've experienced the same thing. would love to have pogoplug work this out.
It is really exasperating that the desktop application only seems to allow current session file deletion. Of course, maybe it is just me? I launch the "new" version. I do some work. I delete files. I turn off/unregister. I return. I launch the "new" software. The file(s) is/are still on the device.
If I delete the file(s) after accessing the pogoplug at my.pogoplug.com the file is gone, really "gone/deleted" ... I guess I am a little unsure why this particular weird sequence is necessary. It seems to be a continuance of how file deletion works since the "old" software.
Pogoplug Farming(tm) is Fun!

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