From my journey through life, the stereotypical success is overrated. Greedy, acquiring, worshipped, you become weighed down and lose joy of the moment. The struggle creates neuroses. Be free of the outcome, or join the stoics, expect the worse hope for the best.
Success tends to hide that there us something wrong, it doesn't promote self reflection or a reflection on life. I think that is why many in powerful societal roles get out of touch with the experiences of majority of us.
Be childlike, with every experience being a new one, the result becomes irrelevant.