In Asia, we are witnessing an era where the pendulum of power is swaying towards the East with the rising economic strength of China and India. Singapore is at the "crossroads" between the East and West of these most populous nations on earth. Although Singapore may appear the most Westernised country in Asia, she is nevertheless a multicultural Asian society. Having the most open economy in the world, Singapore is affected by the process of globalisation. This takes on an added dimension and speed as nations compete for talent and find ways to internationalise and transform their education for sustainable competitive advantage. Singapore's education system, regarded as one of the best performing in the world, offers a unique opportunity to explore the issues where East and West culture, values and systems meet. This article discusses and highlights what happens when East and West converge. In particular, the discussion will focus on the themes of East and West schism, globalisation and Singapore's aspirations to be a global hub, rankings and branding in education, and the use of the English language. (Contains 1 note and 1 figure.)