I always ask myself: can a person that looks like me, is as smart, has as much money etc... be successful in this situation? The answer (for me) has is almost

I always ask myself: can a person that looks like me, is as smart, has as much money etc... be successful in this situation? The answer (for me) has is almost always "yes" and so the question becomes how did they do it? What failing of mine should I repair?