Zen philosophy comes in the guise of simple, even simplistic sometimes, teachings but its latent and intriguing profundity is that is meaningful and not beyond comprehension. It helps one to develop both spiritual and intellectual insight and is practical in real life. One of the important tools in conveying Zen’s intellectual heritage is through the ‘koan’ which is a highly effective instrument that helps people to understand Zen’s existential wisdom. Anyone who has studied or read about Zen philosophy will surely have heard the phrase ‘the overfull teacup’, the origin of which derives from a Zen anecdote that has the inherent message that we are usually filled to the brim with the con- fidence in our existing intellect. We are no different from an overfull teacup, which can no longer take in anything new and, eventually, the new content being added must overflow the cup.