A review of the DSM across the decades reveals a complicated history of the inclusion and exclusion of grief-related emotional difficulties for bereft clients. Starting with the DSM-III, uncomplicated bereavement was introduced as a condition that may be the focus of clinical attention. As research on complicated grief progressed, changes in subsequent DSMs has led to controversy, extended research, and, eventually, the inclusion of prolonged grief disorder in the upcoming release of the DSM-5-TR in mid-2021. This 3 hour presentation explores the history of how bereavement has been addressed in previous and current DSMs and the ICD, an examination of the bereavement exclusion in major depressive disorder and adjustment disorder, the development and inclusion of persistent complex bereavement disorder in the DSM-5, and the diagnostic criteria for prolonged grief disorder in the DSM-5-TR and the ICD-11. Additionally, the presentation will explore differential diagnosing so the practitioner will be skilled in making sound clinical judgment in treatment planning.