This article investigates V. P. Aksyonov’s argument with L. N. Tolstoy about the role of personality in history in his trilogy Generations of Winter. The saga protagonists’ spiritual awakening and self-identification are discussed in the context of Tolstoy’s view on the activity of the general mass of people who take part in a historical event and determine its outcome. This allows to elicit Aksyonov’s view on man’s personal responsibility under Stalinism. The main sources of this paper are Tolstoy’s War and Peace and Aksyonov’s Generations of Winter. Its purpose is to explain Aksyonov’s artistic conceptualization of the role of the masses and the individual under the Stalinist regime and in the Great Patriotic War. The major results of the...