From someone who provided support to the agents supporting the HP/iPod Shuffle - that's the best bet from the Apple line (except for the Nano that Windbreaker mentioned). I'm not sure what, if anything, you use while bicylcing, but the flash-based players are far superior to the HDD players. You would not believe how many iPods we replaced on a daily basis for dead HDDs.
Also, as Thrash mentioned, no problem at all dumping MP3s over. You'll just need to load 'em into iTunes and they'll transfer over. As mentioned, between 100-120 songs (based on 128 bit encoding).
Man...i do NOT miss supporting those things. My OTHER line of products on the other hand...those I miss...
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