iTunes is what enabled Apple's tremendous rise in PMP market share. How can you call that a failure? iPods + iTunes is the very definition of financial success. You don't like it so that means you're in a minority that view it as a negative. You are entitled to believe what you like but don't call their success a failure because you won't buy one.
I mentioned elsewhere, if you are PC savvy then there is alternative 3rd party software for managing iPods or treating them as USB drives.
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