It is not a dumb question, that happened to me when I upgraded to 2.0.2, but the process sent a warning telling me all data will be erased and I knew it.
Now I'm receiving this warning at itunes of the new 2.2 version, but frankly i don't have time to reload aaaall my music again. I have all my music in the MUSIC section within my ipod, not the LIBRARY (maybe that's a mistake of mine), but I still not sure if music will be erased. As I learned, not all updates erase it, but no friend of mine has already done it, so I'll know if it erases or not, only when I start the process. I guess there will be a "cancel" option before continue, but I don't wat to take the risk this time.
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