But more importantly a couple paranoid regulators don't really represent "society as a whole", so you're not drawing on particularly relevant experience here when you talk about something as locked-down as rail or planes. With the constant looming death toll of human car crashes and state by state regulation there's a lot of room for getting these systems on the road.
But in the end, we all accept the risk of riding planes that we don't control because we entrust our lives to /trained pilots/ not because of such systems. As an illustration, the debate is still vigorous about whether or not a computer should be allowed to sit betwen the driver and the actuators [2]. It is also the case for cars, especially after the Toyota blunders [3] so I do believe all this body of experience is relevant and cannot be easily "disrupted".
[1] https://en.wikipedia.org/wiki/Traffic_collision_avoidance_sy... [2] https://aviation.stackexchange.com/questions/149/what-are-th... [3] http://www.edn.com/design/automotive/4423428/Toyota-s-killer...