I've thought about this with roads and automated driving--today automated driving seems somewhat insane because, even if the system can do the right thing on the overwhelming majority of roads, there is an enormously long tail of roadways that have surprises that these systems will not have encountered and automated systems can't easily handle. In the future, it may seem insane that we would allow roads to be built that aren't accommodating of automated driving systems (or maybe we will just develop AI that is not simply "pattern recognition" but which can actively solve somewhat "complex" problems?).