I've got an iPod classic, its been pretty much all I want in an mp3 player; hassle free syncing, long battery life.

I used to have a creative Zen Micro, which wasn't too bad. Replaced it because it wouldn't hold all my music or play movies.

I'd like to get an iPod Touch/iPhone though, but they're far to expensive right now.

Zune HD. No argument against this fact is permitted. It is simply superior to everything else.

I mean it. The screen's picture quality is nothing short of amazing. It also has the absolute best sound quality I've ever heard on a portable device. I've actually let a couple of other people listen to stuff on it and every single one of 'em has told me "Dude, that's way better than the iPod". On top of all that, it's a really sexy piece of hardware. Microsoft really outdid themselves with this thing.

While I don't doubt its a good device, why do they advertise the radio as a major feature?

...

Do people still listen to the radio?

There were many, many, many MP3 players before the iPod...

That said, I sport a 120GB iPod Classic. Would like to upgrade to a Zune HD but there is no Mac compatibility, so that won't be happening.

When it comes right down to it, you can get an iPod or a Zune. Not that there aren't other options, but if you're serious about music and have a lot, these are the two you're going to inevitably look at. And what it comes down to is your personal preference. Personally, I like Zunes. I love mine and will get another when I get a bigger one (mine has been full for months and it's depressing because my hard drive has a few thousand more songs on it). Others love iPod's and swear by them. I've found that iPod's tend to be a bit more reliable with their software (on the actual device, anyway, and on computer if you're running a Mac). Zune's tend to have better hardware (and amazing earbuds). Not that iPod's are shitty. Zune's are just a bit more durable and better designed (in MY experience--I've had both). And not that the Zune has faulty software. It's just not AS responsive all the time (especially with a full hard drive).

For me, I liked the customizability (ie: wallpapers) on the Zune and the more durable design. Others find the click wheel and familiarity of the iPod better.

So that's my 2 cents. It probably didn't help a whole lot, but you really can't go wrong with either. I could be entirely happy with an iPod. I just prefer the Zune when I have the choice. So don't think too hard about it. If you like your Zune, get another. If you wanna try an iPod, don't let anyone's opinion stop you.

Delicious Zune HD.
Will be getting one for Christmas. Getting gift cards from all my relatives so I can pool the monies.