The article is dedicated to philosophical and religious aspects of the work of Russian writer and thinker Mary (Skobcowa). The aim is to investigate the key concepts that shaped her writings such as the problem of creativity, asceticism, the problem of the person. Particular attention was paid to the religious roots of her works. Her ideas are examined in the context of the theological thought of the twentieth century. Mother Mary synthesized the Sergiei Bulgakhov’s ‘philosophical system’ and the existentialist analysis of Nikolai Berdiayev. Special attention was paid to a critical rethinking of nineteenth-century Russian monastic tradition as well as polemic in the academic tradition of the early twentieth century.