Studies on party institutionalisation commonly argue that parties with personalist leadership and weak organisation are unlikely to remain in power beyond leadership succession. In other words, these parties will rarely attain their own institutionalisation. From this perspective, the recent Italian political reality represents a conundrum. Three parties of this type – Northern League; Forza Italia; Italy of Values – confronted significant resignation issues concerning their leaders, but only the League, contrary to the theory, made a decisive step toward institutionalisation by removing its founding father and remaining an actor with national blackmail potential. This article addresses this challenge and provides a solution to this conundrum. In particular, the article demonstrates that an approach that considers both party factors and critical events is necessary to account fully for the variance of outcomes and, more generally, for party change.