Palliative care aims to improve the quality of life of patients with serious and often life-threatening diagnoses by addressing (and hopefully alleviating) the physical, psychosocial and spiritual symptoms of patients. While modern medicine can easily aid in the management of physical suffering, addressing the psychosocial and spiritual suffering of patients has proven to be significantly more complex. As patients approach End of Life, the anxieties and existential dread produced by the fear of dying intensifies psychosocial and spiritual suffering. However, researchers have found that Psilocybin, a naturally occurring hallucinogen, can be utilized to address the psychosocial and spiritual suffering of EOL patients. While research on how psilocybin brings about such transformative experiences is still in progress, some studies now show psilocybin is able to chemically alter brain function in way that affects a person’s ego or sense of self and can lead to a phenomenon called ‘Ego Death’ or Ego Dissolution. In this project, I explore the transformative effects of psilocybin on one’s ego and concept of self to determine its implications on free will and decision making in clinical contexts, with particular focus on instances of medical assistance in dying. Further, I offer directives to create more ethical guidelines to be utilized when determining candidacy for psilocybin therapy.