Throughout the paper I acknowledge and contend with the impact of transgenerational trauma and love as it pertains to the manifest reality of one’s country of origin, while simultaneously questioning the unconscious elements of melancholia. I build on concepts from David Eng & Shinhee Han’s seminal paper “A Dialogue on Racial Melancholia” through the lens of a first-generation Haitian-American. Twenty-five years post their publication in Psychoanalytic Dialogues how far has psychoanalytic theory expanded in addressing the concept of melancholia as a depathologized structure of everyday group experience for immigrants? How have the voices of prominent psychoanalysts added to the conversation of transgenerational trauma and love, the immigrant experience and ethnocultural impact on identity formation as it pertains to what one deems as “home”? I will teeter between experience-near dynamics with my mother and maternal grandmother, along with the treatment of a severely depressed Haitian-American woman, highlighting the flow of melancholia throughout the paper.