Аннотация:This paper is focused on personality factor in comparison with a role in performances of three Presidents in Post-Soviet Russia. All scholars studying presidential personality (J.M.Burns, J.Barber, F.Greenstein, D.Winter, B.Glad ) assumed that personality plays substantial role in performance of this highest role in any political system. F.Greenstein stressed some particular circumstances in which personality becomes the dominant factor. Political development of Russia in post-Soviet period fits to Greenstein’s description and permits to suppose that in our case personality will play the main role in performance of the Presidential role. Psychological reconstruction of personalities of Boris Yeltsin,Vladimir Putin and Dmitry Medvedev together with analysis of the circumstances of their governance gives evidence that this hypothesis is only partly approved. The main result of the study is the conclusion that political environment and challenges faced by the Presidents restrict their personal motivations and views and shape their behaviour and freedom of decision-making.