I think perhaps the odds of you bricking something are too great to allow for that to take place right now. As noted by Skippy, UConnect will update itself over the air, but the car doesn't get any of its numerous embedded systems updated in that manner. That requires a WiTech diagnostic pod, which can update those modules, which is done typically over WiFi as well, but the WiFi interfaces the pod, not the system, and there are recovery procedures for if something does go batty. Often, these updates require sequencing of turning things off and on and a fair bit of interaction, certainly not practical for an end user.