Over the course of democratisation, Taiwan’s communications environment has experienced significant changes. Liberalisation and commercialisation of the media, and the emergence and popularisation of digital, have substantially altered the information environment and the expectations and behaviours of both citizens and political actors. This article explores the implications of these developments for political communications, and the vitality of Taiwan’s democracy. The article combines a conceptual framework rooted in mediatisation and hybrid media logics with empirical case studies on election campaigning, social movements, and other modes of political communication. It demonstrates how a new system of coevolving media, civil society, and political spheres is taking shape, characterised by complexity, heterogeneity, interdependence, and transition.