In recent years, sustainability has become a very relevant issue in many areas of human experience and activity. Calls for radical transformations aimed at coping with sustainability constraints originated from a variety of realms and institutions, including academia, media, political actors, business companies and others. Despite the pervasiveness of such discourse, questions such as what is the actual meaning of sustainability, and how it can be promoted, are still unresolved. This ebook proposes a critical reflection through contributions from different disciplinary perspectives (economics, organization theory, psychology, labor law), addressing sustainability’s difficulties, contradictions, and paradoxes. The goal is to help developing a better understanding of the complexity of this theme, while avoiding the risk of reducing sustainability to a mere slogan when, instead, it could become a concrete lever for change.