The research is dedicated to the problem of the leadership skills development of modern children under the influence of digitalization, the modern phenomenon of "digital childhood". It is noted that today, in order to develop the leadership qualities of modern children, a number of pedagogical technologies are used in the educational process, which makes the socialization of a child more successful. The emphasis is put on the question of which technologies are of the greatest interest as well as are more convenient in a modern educational process. It is recalled that digitalization is the main trend of Russian education, the risks, that cannot be avoided in the era of technologization and digital transformation, are defined. An explanation to the family education importance in the process of becoming a child's leader is provided, and we also get acquainted with the term of "digital socialization", which is inextricably linked with the peculiarities of the children's leadership skills development in the era of digital transformation.