In this article I examine what I term epistemic arguments against epistocratic dictatorships against the background of Harry Frankfurt’s claim that truth is a fundamental governing notion, and some key reflections of Václav Havel and Leszek Kolakowski. Some of the key epistemic arguments offered by Karl Popper, Robert A. Dahl and Ross Harrison are outlined and endorsed. They underscore the insurmountable problems involved in choosing and maintaining a state of allegedly perfectly wise and efficient rulers. Such rule by virtue of supposed supreme knowledge and expertise denies a truthful recognition of the inevitable fallibility of the state, and of government policies. Moreover, the repression of both citizens’ commitment to truthfulness and their attempts at political falsification will necessarily render dictatorships both continually prone to error and inevitably oppressive. Fallibilistic epistemology is thus seen as a formidable philosophical arsenal for anti-totalitarian and democratic thought, alongside ethical and historical arguments against dictatorship.