I haven’t jailbroken any personal iPod touch, iPhone, or iPad. However, I used a jailbroken iPhone in order to use an app that could display iPhone apps on an external diaplay for a demonstration. Jailbreaking is the process of modifying an iPhone OS based device to gain access to features and capabilities that Apple does not permit. Here’s an interesting one that makes use of Apple’s iPad Camera Connection kit and a jailbroken iPad.
Jailbroken iPad Supports External Hard Drives (SimonBlog)
The question of using a external drive (flash or hard) with an iPad is a somewhat common question. So, there is interest in doing. It is not enough of a reason, however, for me to jailbreak an iPad.