The experience of aliveness is related to the dialectical movement in mind between the dialectical opposites — life and death being the central organizing dimension — which culminate in the paradoxes of the potential space. Many of Freud's innovations rest on the possibilities of dialectical dimensions and paradoxes. This paper explores the dialectical connections, internal and interpersonal, in the psychoanalytical process. A crucial aspect in this context is a dialectical edge, which is a pivotal point for the analytic patient that comprises the possibility of creation of a new experience of self as well as a risk of a narcissistic breakdown. In encountering the analyzand in this position, it is essential the analyst contains and holds the anxiety — one of the representations of death — and that the analyzand's possibility to internalize creativity as aliveness is verified.