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In a career lasting more than 5 decades, Sidney J. Blatt made contributions to psychoanalysis, clinical psychology, personality theory, developmental psychology, psychological assessment, and psychotherapy research. In this paper, I present a biography of Sid Blatt and describe the 3 main ideas around which his work was organized: (a) the 2-configurations or double-helix model of personality organization, (b) the cognitive morphology or representational level of psychological development, and (c) internalization of caregiver-infant relationships as the chief means by which psychological development and psychotherapeutic change occur. I also discuss how these ideas structured his contributions to psychological assessment and psychotherapy research. I demonstrate how, as a result of his interactions with younger colleagues and mentees, his original conceptualization, which was dominated by psychoanalytic ego psychology and cognitive developmental psychology, incorporated ideas from attachment theory, intersubjectivity theory, and research on dyadic systems, especially between caregiver and infant. I conclude with a personal reminiscence of Sid Blatt's mentorship.