Most rich kids I've encountered, and especially the high-agency/ambitious ones, feel deeply miserable and find any life pursuit inconclusive. They can never obtain the certainty that they are actually good at something. Every signal is basically contaminated. Did the company work because they are talented, or because the family funded five years of losses and supplied the first customers? Do people enjoy their company, or the access around them? Do they genuinely want to make films, launch a fund or live in New York, or have they simply never been forced to choose? Every success is discounted by the surname, introductions and safety net. Every failure is inconclusive because it never becomes existential. Dad can just recapitalise the experiment and let them try on another identity. This also explains why so many rich kids become obsessed with weirdly legible forms of achievement and scoreboards: elite credentials, ultramarathons, artistic recognition, military service, extreme physical transformation or businesses built completely outside the family industry. They become desperate for some uncontaminated proof of competence. One arena where the surname, family network or inheritance cannot explain the result. If there’s one luxury inherited wealth can’t buy, it’s the certainty that you deserved your own life.