Two users on the same itunes account...really need help

We both have large amounts of music and are faced with unchecking and checking each song either one of us wants to synch our seperate ipods.
Is there any way we can each have a seperate account, or are there ways to do folders so we can avoid all of this hassle?
TIA

thank you, that is helpful, I do have a few questions...Before I mess with my library I need to know if 'deselecting copy files' means unchecking them (?) and what if my pc doesn't have an 'open' key? I am on Windows.

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