Let the hive mind of Engadget get that for you.
"I'm looking for a pair of quality headphones that aren't seemingly made of glass. I'm an avid BMXer which causes me to frequently bash on any type of technology that joins me for my daily riding. I've been through the higher quality headsets in the Skullcandy line as these are supposed to be built for "abuse," which is laughable. I cant wear earbuds or canal buds, as my large ears seem to have a repelling property upon anything that sits in them. Wired or Bluetooth doesn't really matter, but I need something that can hold up to taking a few hits every now and again. I'm trying to keep 'em under $150. Thanks!"
iPod 6g: $350ish
iLife: $49
Leopard (maybe?): $129
Total: $530
I have a T-Mobile Sidekick stuck in a 2year contract, and if the Apple phone doesn't have instant messaging, I'm sticking with the Sidekick.
I don't need an iTV, I have a DVI to HDMI adapter for my TV to hook up my Macbook Pro to the TV. Also, I have an Xbox 360, and with Connect360 I'm fine.