The global information glut, and rapid developments in electronic media and the World Wide Web (Web) within the last couple of decades, have brought about numerous changes to every society and economy. Recognizing this, the Singapore government envisaged a dire need for Singapore to be Information Technology (IT) equipped and skilled in every industry, beginning most importantly with education in schools. Specifically, the Ministry of Education (MOE) implemented rigorous plans for both schoolteachers and students to be outfitted with the necessary competencies. As a result, there ensued several educational reforms in schools. This paper gives an insight into the changes that have been taking place in the education system in Singapore with regard to the new policies on IT; an overview of the consequent challenges that teachers face and the changing roles that they have to assume; and finally a brief discussion on how these changes can be adopted more readily.