I he has money, power, comfort, is top-of-his-game -- then its very easy to really act as though it is a game and his actions only strengthening his position and the position of the system that supports his position (the company).
So in his mind, he is just being efficient/business minded/shrewd etc... and doesn't realize he is actually fucking up the lives of others -- he is only seeing it from his own perspective; that he is an effective person making shit-tons of money.
Utter lack of compassion/human perspective.