I wonder if that is generally true, that the most successful people are the least likely to appreciate their success. Seems to make sense per what you write - these people are likely to be successful and driven because they are insatiable. But, if you are insatiable that means you can't be satisfied, and don't appreciate what you have.
Ironically, it is the more satiable people, i.e. the less driven, who often envy the successful.
Maybe. If you think about successful serial entrepreneurs or executives, they could easily leave the game and live on a tropical island. There are many reasons to stay, like having an interesting life or wanting to change the world, but I think most have an innate desire to win.
I doubt it's a positive trait overall, but some outliers manage to channel it into something productive.
Ironically, it is the more satiable people, i.e. the less driven, who often envy the successful.