The present essay attempts a psychoanalytic interpretation of F. Scott Fitzgerald’s Jay Gatsby’s id, superego, ego, and core issues. The first stage of the paper offers an analysis of Gatsby’s id, superego and ego; and finds that the id largely rules his behaviour, with few instances where the ego takes control and manifests the superego. The second stage proposes that three psychoanalytic core issues are identifiable in the character of Gatsby: fear of abandonment, low self-esteem and insecure or unstable sense of self. Through the lens of Psychoanalytic Criticism, the present essay looks at fictional literature in order to gain insight into the human psyche, in hopes of discussing and spreading awareness about mental health.