100% of the people who criticized him, would love to be in his shoes.
This statement is way over the top. Do you really believe that 100% of the people that criticized him really want to be "Department Head of Operations and Strategy for Vanguard Annuity and Insurance Services"
I'm not knocking his life, but you are really reaching there.
I used to visit a successful chiropractor that would always say the standard Holman criticism - great time trialer but poor racer. Somehow I doubt if he was offered Steve's position at Vanguard that he would be jumping up and down, nor would the majority of the criticizers. That's great that you think his position is so dreamy, but not as many people share your viewpoint as you may think.