Mangling the attraction of an iPhone
I purchased the original 2G iPhone (now the wife's) and then the 3G. Haven't upgraded to a GS, only because work was a tad rare so such purchases were curtailed this year.
In essence without a jailbreak facility I wouldn't own an iPhone; I buy from the AppStore but it simply doesn't have the apps that I download through Cydia/Icy. And I don't mean the likes of PDANet, or enabling the Skype client to work over 3G (cough cough) but rather little utilities, such as a hack for sending a non-iPhone Safari string to web servers, so they don't by default redirect you to the (kack) mobile version of their site. The 5-icon-dock app/hack is hugely beneficial, and I use the swipe SBSettings daily. None of that has a non-jailbreak equivalent (I think.)
Everyone I know with an IPhone has it jailbreaked - though I see plenty on the Tube who haven't (presumerably non-nerds.) On every single occasion those users are fascinated by the Winterboard springboard icons and backgrounds, not realising that what you can't see with a Jailbreaked phone is even more useful.
With utilities to backup/restore Cydia packages (rather than using dpkg) the Archilles Heel of jailbreaked phones was removed.
In essence though the jailbreak community prevent a revenue stream from being realised for Apple - but those developers, with few exceptions, don't and won't shift over to the AppStore model. Apple's desire to kill off the homebrew community risks rendering "nerd-owned" iPhones obsolete, and thus removing one of the key reasons for having one, whilst stifling innovation in the process. Yet it is that jailbreak community who perhaps evangelise the most about their iPhones, introducing more customers to the product.
It's no surprise that the AppStore facility for being able to install apps directly onto the phone came from the old "Installer" concept-if the jailbreak community for the iPhone hadn't transpired, would Apple have ever thought of the possibilities of the AppStore in the first place?
What would be interesting is ascertaining how many Apple employees world-wide have jailbreaked their phones. Certainly I've found plenty of UK Carphone Warehouse and O2 employees who have done it. Would Steve J himself pine for the chance to have a non-standard, jailbreaked phone?