iPod 160 won't show music?

in iPod + iTunes + AppleTV edited January 2014
I have to PCs running the latest version of iTunes, and share an iPod Classic 160 between them ("manually managing" in disc mode). A pain in the neck to keep coordinated. Is there a better way? The only way I understand it, I have to drag or import what isn't on one computer to the other, I can't sync the iPod to both without the PC without the songs I want to add, wiping out the iPod containing what I do want to add.

Anyways, I digress...I went to import a combination of ripped-from-CD albums and songs purchased from iTunes from my iPod to the PC that lacked those songs, and the iPod showed NO music on it. I went to My Computer and it also showed no music. Am I missing something?
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