The contribution this paper makes to leadership studies is to advance leadership theory towards a process based perspective based on an appreciation of art. The article does this by using a narrative on art in Russia. The narrative forms the basis for discussing the role that symbolism and aesthetics play in (re)interpreting rebel leadership. The article also explores James Downton’s work alongside the narration to develop a socially constructed process based interpretation of rebel leadership. Building on this interpretation fundamental aspects of process-based leadership so far missing from the literature are highlighted. One such aspect is the ridicule (in this case through caricature) of existing leaders and leadership by the incumbent leader and/or leadership process – a pre-stage to the emergence of rebel leadership. Other aspects include stages of social and organizational liminality and introspection. From here suggestions are made for further theoretical and empirical enquiry and practical implications are highlighted.