I think its more of, if you want to depict something with the minimal number of strokes, you really have no option but to look for the key, defining traits of the object. In that fashion, both the AI and the artist must operate similarly, simply due to the limitations implied by the task

But depicting those traits is another matter. You can render a chin meeting the hair in all sorts of ways; but your choices are limited to your aesthetic preferences, and your ability to draw that form.

Drawing is a highly mechanical process; choosing what/how to draw is a curated one.