The present paper is an inquiry into the possibility of criticism of tradition on its own terms, which however leads to its desired transformation. The paper discusses two types of such connected criticism—philosophical and prophetic. The paper argues that it is the prophetic criticism which is more in tune with the spirit of tradition and has enormous relevance for the contemporary world, which is still grappling with the problem of roots. The paper argues that it is spirituality which constitutes the womb of tradition and this spiritual outlook is what we need badly today as we are at the crossroads of tradition, modernity, and postmodernity in the contemporary world.