Much can be said about what you write, but for now I want to mention the following:
Godfrey has played for Norwich, and who under Farke is known for a ball-possessing style.
Digne former Barcelona and French national team player.
Mina formerly Barcelona, and plays on the Colombian national team.
Allan played the football of his life under Sarri.
Gomes formerly Valencia and Barcelona, and Portuguese national team player.
Iwobi has played under Wenger at Arsenal.
Gylfi has played in Swansea, which just has a ball-possessing philosophy, has among other things had Laudrup as coach.
The list goes on. But my point is that many of these players come from clubs, and have received their football education in clubs where you have to play the ball along the ground, break the lines, and look for space between the lines. Playing out of pressure, etc.
What must also be included in this equation is that Ancelotti has a fairly defensive philosophy, and is less concerned with having the ball than many other contemporary coaches.
Naples as you mention, played very good and entertaining football under Sarri, and became known for this. Under Ancelotti, they were nowhere near this level. Sacchi, Ancelotti's good friend, said that Ancelotti should not take the job in Naples, because he could not possibly recreate what Sarri did.
This was not because Ancelotti is a bad coach, on the contrary, but what Sarri did in Naples was so innovative, and Ancelotti does not have those ideas.
My hypothesis is that Ancelotti is simply doing what he thinks will give the best results now, with the players he has, and not thinking far ahead. He is a coach who has mostly coached the best clubs in Europe, and has not had time to develop the teams much. He has done what is safe, and which gives results. We humans get some psychological habits eventually, and that's what I think this is.
