This article examines strategies of ideological polarisation in the discourse of the Indonesian online news media site, Kompas.com. Applying Van Leeuwen’s model of social actor analysis and van Dijk’s concept of the ideological square, the study focuses on the representation of Megawati Soekarnoputri, leader of the Indonesian Democratic Party of Struggle (PDI-P) as an icon of ideological contestation during the 2014 presidential election. Situated in the era of digital platform convergence, the analysis uncovers a pattern of strategically ambiguous representations of Megawati and her apparently transgressive actions and interactions. This practice entices readers to ‘read between the lines’ and activate their ideological repertoire to determine in-group and out-group members. It also enables Kompas.com to pursue commercial objectives and navigate journalistic constraints by obscuring explicitly ideological content. The implications are discussed in terms of the impact of online news media discourse upon democratic political engagement, and women’s political participation.