The article deals with the methodological problems of exploring digital social reality. In modern society, digital technologies mediate the whole complex of social relations, linking the state, organizations, and individuals in a complex technical object. The new technological order integrating convergent technologies radically transforms the landscape of human corporeality, everyday life and creativity. The transition of things and the practice of human self-improvement to the Internet is becoming a challenge for anthropological methods of determining the essence and boundaries of the human. The authors reveal the specifics of the digital technology introduction in the social life. Since digital technologies maintain the reproduction of modern models of state in state construction along the traditional lines of social management, radical innovations of digital structures are associated with the transformation of the possibilities of masses to initiate social dynamics. Using new digital technologies for everyday problems, individuals routinize these technologies expanding and modifying the range of their applicability, laid down by the developer, through the accumulation and distribution of social experience and overcoming technological alienation. On this basis, the authors propose a methodological platform for the philosophical study of a digital society, integrating a social philosophy, social epistemology and digital anthropology into a single transdisciplinary project.