IPod resets itself while trying to play certain songs.

For no specific reason, this has only happened so far with audio from my "Comedy" playlist. Either this is coincidental or my iPod lacks a sense of humor. Please let it be the former.
Anyway, when this occurs it takes me to the silvery Apple logo screen and the iPod resets. However, it only happens when I start to play the file. If I go through the list hitting the next button while on pause, there's no problem.
Two questions:
1) Has anyone else encountered this?
2) Can anyone tell me what's going on and how to correct it?
As a side note, this also happened with my old monochromatic 20GB 4G iPod, but that issue was more randomly initiated, and was probably due to its failing battery.
30GB 5G iPod Video, the newer model   Mac OS X (10.3.9)  

This has been asked and answered a couple of times and I think that the same answer should help you out.
Seems like you're a victim of the 1.2 firmware bug. It's causing mp3 mono tracks (which I could very much believe some comedy routines would be encoded as) to reset your iPod. the only workaround at the moment seems to be to set your EQ to OFF (under Settings > EQ > OFF). That seems to work for some people.
Your other option is to try and reencode your tracks so they're not mono-mp3.
I hope that helped. =)

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