Itunes all of a sudden can't find original file

A few months ago, I moved my itunes library to an external hard drive. It has all been working fine for the most part.  Every once in a while, it will say that an original file could not be found, but then it works later.
Today, my husband was trying to put songs on his new ipod, and over half the songs he tried to listen to wouldn't play.  It kept saying the original file could not be located.
Can someone help me understand why all of a sudden all these songs would just quit working?

I have beem having the same problem. I even created another user on my PC but developed the same situation! ARGH!

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