I would be surprised if he went back to iOS jailbreaking— I feel that he may have signed some papers when accepting to work for Apple that guarantees he would be sued like crazy (and lose) if he did.

(Heck, why anyone somewhat active on open-source/community projects would go work at Apple is beyond me, as it is basically a forfeiture of your hacker rights. When I interviewed there, they made it clear to me that I would not be able to work on anything (or talk publicly for that matter) that didn't have an Apple-approved stamp on it, and then it would just belong to the company. Also see: Bret Victor's take on it: http://worrydream.com/#!/Apple )