This guy has a company doing $100M and I bet you his kids wish he was at home more. He talks a good talk about cashing out but he has already done enough. What is he waiting for? Theory: he doesn't know how to stop. Being a captain of industry is tied into his identity and he can't give it up. It has power over him.
One definition of addiction is when you engage in a behavior despite its deleterious effects on other aspects of your life. A lot of things we do to "feel control" are closer to that end of the spectrum than they are to healthy behavior.
People live beyond their means and their boss can make them violate their ethics simply by threatening to fire them. In many, many cases this is a bluff, and someone who's financially stable can tell their boss no, or take a risk on a new job.