I remember reading once that students who excel in high school (valedictorians and salutatorians) are underrepresented as successful company founders, meaning that they occur at a lower rate than one would expect from chance alone. I think the hypothesis was that these people tended to develop a perfectionistic (or even people pleasing) approach, and that this strategy works really well for "doing what you're told".…
There are lots of possibilities.
People who do well in school may require structured settings and feed off the sense of accomplishment. Maybe it backfires in less structured jobs for those people.
People who overly care about meet the expectations of others may not be as good at establishing expectations for themselves.
People who do well in school may have something to lose (money & social status), and because they're smart, they are good at risk analysis, so they choose less risky paths.
OTOH, contrary to popular belief, high school and college dropouts are also underrepresented in the group of successful founders (and many other groups of people considered successful). People with a college degree is overrepresented relative to the population. Also overrepresented are people who attend elite schools and people with wealthy parents... http://theconversation.com/the-myth-of-the-college-dropout-7...