> Being and especially growing up rich tends to shield you from seeing the consequences of bad decisions, and I think that results in a lot of these rich tech bros being unable to properly analyze not just risk, but any negative externalities

other than musk, were the tech bros rich? most seem to have grown up middle class.

that said, the fact they are still rich suggests that they do know how to analyze risk. You don't keep your money if you dont have any concept of risk.