First, I'm really sorry to beat a dead horse, i tried searching the forums, googled, and looked over the first 2 pages of threads, but I'm looking for an intelligent opinion on an issue I debated with a friend tonight. So, I am a Verizon customer and I don't want to cancel my contact, nor do I really want to spend more than I am already on a cell phone monthly bill. HOWEVER, I am interested in owning an iPhone OR an iPod touch for the music capabilities as well as the wifi access. As well as a cool techy gadget that I just really want Anyway, my thought was that I'd wait for the iPod Touch to come out, because I don't want to pay a monthly fee for the iPhone. However, my buddy told me I should consider a iPhone, because they are easy to "jailbreak". Now I am quite tech savy so the process itself won't be a problem, but I hesitate because I'd hate to buy a phone that keeps updating itself, making itself unusable. If, for instance, I couldn't get the latest firmware (with say, a new fancy application that apple released) I'd be a bit disappointed. This is my primary concern. Another small issue I'd have is that the iPhone is setup to be a phone, and the fact that I wouldn't be using any of the phone features would mean that the "home screen" layout would be less than ideal. I wouldn't mind spending the extra 100 dollars for 3 reasons: 1. Having a camera - this would be nice just to be able to email pictures to people from where ever I am (assuming I have wifi access of course) 2. The fact that the iPhone has a microphone tells me that it will eventually be able to do VOIP calling, or use the mic is some other interesting/possibly useful way. 3. There is an external speaker Anyway, I'm curious to here your opinions on this issue, especially from anybody who is currently using an "jailbroken" iPhone WITHOUT a contact. I don't mind hacking the thing, but I don't want a media player that is constantly gimped because of firmware changes that make things harder to use, etc. Thanks!