This timely collection examines the contemporary arts as political practice, offering critical insight into some of the more controversial talking points that have shaped Singapore’s identity as a nation. Focusing on the role played by contemporary arts in shaping Singapore’s political landscape as the country celebrated 50 years of independence in 2015, the authors consider how politics is often perceived as that which limits the flourishing of the arts. Contending that all art is political, and that all art form is a form of political practice, this collection examines ways in which the practice of art in Singapore redraws the boundaries that conventionally separate arts from politics. It critically examines the tenuous relationship between the arts and politics and offers a timely reevaluation of the relationship between the arts and politics. In doing so, it opens a dialogue between artistic practice and political practice that reinforces the mutuality of both, rather than their exclusivity, and redefines the concept of the political to demonstrate that political involvement is not a simple matter of partisan politics, but has an inherently aesthetic dimension, and aesthetics an inherently political one.