Within the field of Management and Organizational Studies, we have noted a tendency for researchers to explore symmetrical relationships between so-called positive discrete emotions or emotion-infused concepts and positive outcomes, and negative emotions or emotion-infused concepts and negative outcomes, respectively. In this Special Issue, we seek to problematize this assumption (without aiming to entirely discard it) by creating space for researchers to study what we term asymmetrical relationships. In particular, we explore the topic of when it can be good to feel bad and bad to feel good. The articles presented in this forum demonstrate both theoretically and empirically that appreciating these asymmetrical relationships holds considerable promise for enhanced understanding of a range of management and organizational phenomena, ranging from leadership and followership to emotional labor and dirty work. These unique theoretical and empirical insights have important relevance for organizational practice.