I had a similar problem today I re-installed the Pogoplug software (Which had been updated) and everything worked fine, worth a shot
I have the Pogoplug Pro with 3 WD My Book drives on my Mac Pro. Any one drive plugged in alone gets recognized, so individually they each work; but only one gets recognized when two or more are plugged in to the Pogoplug. If I Reload Pogoplug Drives, all three drives respond with their lights flashing, but again, only one appears on my desktop. One other drive does appear on my desktop with a different icon. When I highlight it, it says that I do not have permission to see the contents. Any ideas on why all three drives are not appearing?
Additional problem (and this might be related), when any of the drives are mounted, the drive name shows up as WD My Book rather than the naming convention I gave the drive. Is there a way to have the drive name appear as it really is supposed to be?

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Some additional information to my above post: when I go to my Pogoplug account via Web Access, all three drives show up. Pogoplug does seem to recognize them, just not on my desktop, which is where I need to access them. Would love to know how to mount all three drives.