Earlier quoted context omitted.
In the long run, would it be cheaper to build cargo planes that can refuel in midair? That way you don’t overburdened the ground airport system. And eventually, the refueling airplane can become robotic, and fly fully automated also.
No. In-air refueling is very much a, "now you have two problems" type of solution. The tanker bird is itself an airplane that needs to land and take off, and refuel from the ground airport system. Also, if you can make the tanker bird a UAV, you can do the exact same with the original cargo plane anyway.
The risk to humans in automated flight is mainly in takeoff and landing. I can readily imagine making safe UAV tanker drones which take off and land on airstrips far from human habitation, such that the occasional mistake, while expensive, costs no human life.
What I can't imagine is the economics of this ever working out.