An analysis of fieldwork research on the deliberations, policy option debates, and outcomes of the 2008 Sixth National Convention of the Justice and Development Party (PJD) crystallizes issues relevant to the party’s recent transformations, with focus on the balance between its Islamist character and its democratic/governance merits, central to the leadership transition that occurred during convention. This investigation presents potential scenarios of this ambivalent Islamist democratic experiment in Morocco amid rapidly changing national and regional contexts in the wake of the Arab Spring in 2011 and the new politics that resulted.