It would be nice to know what the IPhone 5 will be like, will it have a bigger screen, faster processor, better battery life etc? From the phones I have played with up till now I definitely felt that the responsiveness of the screen and touch screen keyboard was the best I had tried. There is always a jailbreak coming out so you have more freedom. I love the feel of the IPhone, some of the apps work really well (big problem though is trying to find the best one for the job because there are so many). I believe that it is also easy to develop your own software for the IPhone.
On the negative side as the phone does not have any stress points if you are to drop it the first thing to break is the screen. As you say you do have to Jail break it if you want to move outside of the control by IOS, and Apple is trying very hard to stop the JB'ing. Due to the control it is unlikely that the fastest processor will be in the next generation as they want to ensure that everything works, Apple does seem to be one step down from the latest release just to ensure that all the parts work together well, which is probably a good thing. Storage space - normally limited to 64Gb with no option to add a micro-SD card. For me this is a killer as I could not replace my IPod. I know there are comments that you can use a WiFi disk or use Icloud but you cannot do this on a plane and Icloud data downloads would be exceedingly expensive when traveling/roaming
Don't forget to consider BB10
Love is better than anger. Hope is better than fear. Optimism is better than despair. So let us be loving, hopeful, and optimistic. And we will change the world. - Jack Layton (1950-2011)
Blackberry PlayBook 64GB Nokia 1020, Microsoft Surface PRO 2