-Proud PC user

-I plan to use it for music mostly (which reminds me, which of the two has better sound and equalization?)
-I plan to spend up to 250 bucks (i will be looking at craigslist first)
the ipod im looking at is either a 30 gb 5th generation or an 80GB ipod 'classic'
Granted, I am
completely biased against Apple products, I will say that most signs point to a Creative being the better choice.
The thing is, is that why the Zen Vision W? That is a widescreen version, and if you plan on using it for mostly music, I recommend just getting the Vision M (which looks more like a standard iPod type device). Both the Vision M and Vision W have great video quality, but the W's widescreen format makes it ideal for video, so if you plan on mostly using it for music, then the Vision M would seem to be the better choice.
The Zen Vision M has great battery life, I believe on full charge can last up to 14 hours if being used just for music, and 6 hours if being used just for video.
As far as being a PC user, I have always thought the Creative setup was a lot simpler to load music on. You don't need a iTunes like with iPods, you literally just plug in any Creative product and can drag and drop if you please. You can use the Creative software to transfer music. You can use Windows Explorer, Winamp, Windows Media Player, etc.... There's many methods and they are all fairly simple.
Also, Creative products are typically cheaper at many locations than iPods are, the only downfall is that accessories for Creative products are harder to come by. If you shop online though, this would not be a problem anyways.
Another benefit of the Creative Zen Vision M in comparison, is that it contains many features that iPods do not. This includes but is not limited to: FM Radio, a built in microphone, the ability to record directly off of the radio onto the device, a removable hard drive partition built into the space on the mp3 player, etc...
As far as I know, the Creative Zen Vision M is available in many colors, and in 30GB and 60GB versions. I would suggest you looking into it as a strong alternative to both the Vision W and to iPods.
Let me know your thoughts.