This article introduces the semiotics of Tarot images in the context of human experiences and in the framework of Jung's analytical psychology. It presents Tarot pictures as symbolic representations of the archetypes embedded in the collective psyche. The images can function as symbolic triggers especially significant at the time of socio-cultural transitions, therefore making it imperative to read, interpret, and understand the meanings of those important signs that act out in human culture. The article addresses in particular the Jungian archetype of the Shadow as a sign and symptom, and considers some consequences of its functioning at both individual and social levels. It also posits the necessity of the integration of the Shadow in view of its projection as embodied in some real-life events affecting the collective psyche in the twenty-first century.