This study examined individual differences that were reasonably hypothesized to contribute to success outcomes. Both entrepreneurs and students were sampled to test whether intelligence, creativity, Big Five personality traits, general self-efficacy, achievement motivation, learning and performance orientation, and work/study hours predict success in school and in entrepreneurship. Success outcomes were not limited to school achievement and monetary success of entrepreneurship, but included a measure of satisfaction with life. Through multiple regression analysis, the study data showed that factors that predict success differ somewhat between high school students and entrepreneurs. The networks of statistical associations are important because they advance our understanding of the predictors of valued life outcomes. The resulting knowledge base assumes greater importance with the realization that stable human traits, including IQ, are often also malleable. Thus, in addition to predicting success, we may be better prepared to advance human effectiveness and satisfaction with life.