While I do understand where you're coming from I don't see it as an impossible problem to automate. An automated system can instantly set the collective to the perfect rpm for autorotation, and can do it much quicker (and better) than a human. Especially on something like an R22 or R44 with very low rotor inertia.

In a smaller aircraft, you're relying a lot more on your forward momentum (i.e. forward airspeed) to cushion your landing, whereas in a larger helicopter the rotor inertia has enough energy such that you can place it straight down on pretty much any flat surface the system can find. Garmin already has something called Smart Glide for fixed wing aircraft where it calculates engine out trajectories, and so I don't see this as something impossible with a helicopter. Especially coupled with a wire strike cut (basically just a sharp knife sticking out of the front of the helicopter that just cuts any cables you run into).

I'd think given the use cases for some helicopter flights (e.g. sightseeing tours) where you're typically in VFR weather there's certainly an opportunity to have automated flights. I agree we're not there yet, but I don't see it as impossible in the near future.

(I mainly fly fixed-wing, but I have about 50 hours in an R22)