In this deeply personal episode, Mark Chesnut returns to Grief Out Loud to share his experience of losing his sister Glynn to ovarian cancer. Glynn chose medical aid in dying after nearly four years of treatment, giving Mark and his family the unusual experience of knowing when death would occur. This conversation explores the complexity of "scheduled death," the challenges of finding appropriate language to discuss medical aid in dying, and how knowing the date changed their family's grieving process. Mark Chesnut is a journalist, editor, public speaker, and the author of: Prepare for Departure.  Mark previously appeared on Grief Out Loud in October 2022, discussing caring for his mother at the end of her life. Mark lives in New York City with his husband Angel and recently wrote an article about his sister's experience with medical aid in dying.  This episode is the second in our 2025 three-part series highlighting the voices of communities who have historically been underrepresented in the grief world. The series is part of an ongoing collaboration between Dougy Center and The New York Life Foundation. We are deeply grateful for New York Life Foundation's tireless support and advocacy for children and teens who are grieving. Grief Out Loud is a production of Dougy Center, the National Grief Center for Children and Families in Portland, Oregon.