This paper attempts to do a comparative study on two traditions of humanistic pedagogies, West and East, represented by the Socratic and the Confucian teachings. It is intended to put into question our common misunderstanding reflected in the stereotyped contrasts between the Socratic self and the Confucian self: an intellectualist vs. a moralist, an active vs. a passive learner, and a political progressive vs. a political conservative. In this attempt, I will focus on the clarification of the idea of "self-knowledge" in each thinker, especially in its connection to our being virtuous or good. This bold attempt will give us a chance to view Socratic and Confucian teachings from an unfamiliar perspective, which will in turn lead us to see where and how the two thinkers' teachings can converge and diverge in a new light for our humanistic teaching. It will also show how a comparative study in philosophy of education can contribute to constructive intercultural conversations.