The skills of working with the psychosocial aspects of grief, death, dying, and loss are essential, particularly in working with persons who have acquired chronic illness and disability. This chapter helps elucidate important psychosocial issues in death and dying as it relates to how individuals experience and express grief within the context of the person’s physical, psychological, cognitive, emotional, social, cultural, and spiritual well-being. Recognition in the new Diagnostic and Statistical Manual of Mental Disorders (DSM- 5) of the Persistent Complex Bereavement Disorder diagnostic category provides legitimacy for the individual’s sense of loss and mourning based on multiple events related to death and dying. It is essential that counselors address such psychosocial concerns clients because of the added therapeutic value and ethical obligation to guide the individual and his or her family in important decisions regarding death and dying.