I wonder if he is responsible for all those niceties MacOS got for the last 10 or so years. Like the scroll bars in Serious Sam Mental difficulty, or the flat earth flavour icons, you know.
But software - even inside the business that makes an application people will still find entirely surprising, realistically unpredictable ways to use it. Let alone the customers/users/tinkerers.
At a former place I worked we had one customer who was smart enough to be technically correct about how our software worked to use it in the most insane manner any of us had seen, and which no one had ever contemplated. Not even in a way that was sane to test manually or with automation. (I’m being a bit vague because it’d be very identifiable broadly and specifically.) Eventually we had to say “yes you can use it this way, but you’d end up paying far more than you should and the experience is going to be awful.” (Even sales agreed on the former!)