Another tack: I am thinking of writing an App which would enable DRM for the user (as opposed to DRM against the user) so that people could share pictures and documents, and be assured that the shared copy is erased at a certain point in time and never present in an unencrypted form, except in RAM at the time the data is being used. This would work fine on non-jailbroken iPads. (Not strong enough for espoinage work, but enough to establish a CYA audit trail with corporate documents with an NDA.) Unfortunately, there can be no expectation of this working for jailbroken devices.
(I'm also going to put in the FAQ, that this is not a safe way to share pictures and assure they won't wind up on the Internet. The iPad's screen is high resolution and people can just photograph it.)