© 2020 The Author(s)Transitions are processes of major change and often come with conflict. There has been limited attention for the complex and multi-dimensional nature of conflict and its relation to transformative change. To capture this complexity, we use the case of ridesharing in Indonesia and the dynamics of conflict that accompany the emergence of digital innovations in mobility services. We use the notion of ‘critical moments’ to be able to deepen the analysis on particular short timespans during which conflicts are particularly visible. For an in-depth understanding of these critical moments we look at the discursive enactment and mobilize dramaturgical analysis. We argue that: (1) multi-dimensional conflict analysis could be beneficial for transition studies; (2) critical moments are promising units of analysis in transition studies when analysing conflictual dynamics. (3) examining the dramaturgy of politics provides a useful framework and shed new light on where and how conflict in transition takes place and how it plays out.