Educational reforms are happening around the world and policy changes are commonly initiated by governments for political or economic reasons. Singapore government recognizes the importance of building a knowledge-based economy and is reflected in the continuous rounds of education policy development and reforms. Since 2003, the Singapore Ministry of Education’s policy change in relation to the preschool curriculum, have been geared towards more child-centred teaching with an emphasis on play. In promoting preschools to adopt the play curriculum the government has introduced nationwide training for all preschool teachers and principals. In the past, the approach to education has been a meritocratic system and this has strongly reflected and shaped Singapore culture and way of life. The dramatic educational change means a shift from years of rigorous academic rote learning to a play curriculum. This will not be unproblematic. A qualitative case study research methodology was used to study the lived experiences of the stakeholders in a kindergarten. The implications of the policy change and the challenges faced by teachers will be explored.