Ok so I've got like version 7.1 of iTunes and they just released 7.2 (i'm not sure on the numbers, but they've got a new version). All my music is saved in my iTunes library but after i put all my movies/shows on my iPod i delete them from my computer to save space. So all my movies/shows are only on my iPod and not on my computer. If i update my iTunes version to 7.2 or whatever, will i have to update my iPod to have it communicate with the computer, therefore deleting all my movies/shows?
I'm assuming your iPod has the manually managed songs option.

I don't see what the problem would be, if this is the case.

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I can't relate to the never ending games you play.