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Much of psychoanalytic thought and practice is implicitly grounded in archaeological images and metaphors. This article uses the alternative image of the Moebius strip—an odd structure in which inside and outside are not separate but continually merge into each other to form a single surface—in order to stimulate new thinking about the phenomena that are of psychoanalytic concern. Drawing on the imagery of the Moebius strip and on an important overlooked passage in Remembering, Repeating, and Working Through (S. Freud 1914/1953), the article reexamines the nature of unconscious processes and the dynamics of their inaccessibility, as well as the relation between the concepts of repression and dissociation. In further pursuing an alternative understanding of the relation between “internal” and “external” and conscious and unconscious, the article articulates an understanding of personality dynamics that highlights the reciprocal, bidirectional causal links between the internal world and the world of everyday experience. Such an understanding—centered on examining the vicious circles that are a crucial element in how early patterns of thought, feeling, and fantasy can be perpetuated throughout a lifetime—offers fresh possibilities for addressing the problems that bring patients into analysis.