The consensus among the people I know, the geeky mags I read, and the even geekier web sites I troll, is that at the moment there's nothing that beats the iPod. That's not to say that there won't be an iPod-killer next week, but right now there is not.
The anti-piracy stuff with the iPod is minimal and easily defeated. Check out versiontracker.com if you need a little freeware help with your hacking. (Apple's DRM software is called FairPlay, and it's been thoroughly disassembled by helpful code monkeys.)
The only downside to the iPod that I've seen is that it won't support WMA files. But who the heck burns their music as WMA files anyway?
On a side note, Sony has just announced that they're going to support this newfangled "MP3" format that the kids seem to like.
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