Human personality is the other main broad domain addressed within the general framework of individual differences. The chapter provides a brief description about the main approaches used in the study of human personality. Moreover, substantial questions addressed in this chapter include whether personality influences chess playing style, or whether chess player’s personality differs in some special way from that of other people uninvolved in chess. In addition, whether personality factors may interact in some way with cognitive abilities in chess players is another interesting and relatively novel topic. In contrast with intelligence, however, the body of research about the personality of chess players is rather scarce. Nevertheless, there have been some interesting findings in the latter years that are summarized within this chapter. The ending section of this chapter presents novel data about the interplay amongst personality, motivation, and emotional regulation in predicting chess skill.