In an era of rapid global economic and social change, educational institutions like schools and universities are struggling to keep their curricula and programs relevant. Singapore's schools are no exception, especially when education is viewed as the essential element for maintaining the nation's global competitiveness in ways that are totally disproportionate to its size. The current shift from an "efficiency-" to an "ability-"driven paradigm in education, however, is increasing uncertainty and raising the stakes in an already pressurized system where schools, educators and students constantly compete for top academic awards and rewards. The concept of "partnership" in Singapore education is a significant, relatively new, trend that has caught on among local schools only since the late-1990s, with the focus on creating better "total" learning environments for students. This paper analyses the challenges of matching rhetoric with professional practice with regard to school-home partnerships in Singapore, and concludes that the key to authentic collaboration lies in the mutual appreciation and valuing of diversity as well as a deep sense of shared responsibility by all parties concerned.