Hi Tommaso,
I just did a very quick read through of your essay (the dead line approaches :-( ) and like it very much. Part of the reason is there are *some* points of connection with things in my essay (your discussion of complex systems which has some connection with the unknown unknowns or "black swan events" of Taleb I talked about in my essay, but as you noticed not in as much detail as was maybe "promised" in the introduction). You go into much more depth on the issue of complexity as well as connecting to computation [As a side note my main area of work is field theory so I tend to view things in terms of scattering amplitudes, Feynman diagrams, path integral etc. You as a computational expert frame things in terms of computability, or the automata of S. Wolfram. If a football player -- either US football or the football played by everyone else -- were to write an essay about steering the future it would probably involve lessons learned from playing sports. In fact my HS physics teachers was also the HS football coach (this is often the case especially in small schools in the US) and most of his examples involved football].
Oh I also liked the literary device of presenting these ideas as a discussion between you and your nephew (and Alice via Skype). And also the idea of the ant-hill (and to a greater degree human societies being more than just the simple sum of their parts -- i.e. some emergent complexity. In fact if one looks at individual humans with their hosts of bacteria, viruses, fungi, parasites, symbiotic organism(useful and malicious) any individual is more than a sum of their parts. Anyway sorry I had to rush through the reading of your excellent essay, but I hope to give it a more through read later.
Best,
Doug