The Many Faces of Grief: Conversations on Loss, Leadership and Compassion

In this episode of Death Is My Life, I sit down with Jimmy for an honest conversation about grief, leadership, and what it really means to hold it together when loss is part of everyday life. We talk about how grief shows up differently for everyone — especially for caregivers, leaders, and those who feel pressure to stay strong for others.

Jimmy shares his experience navigating loss through mentorship, caregiving environments, and internal grief that doesn’t always appear emotional on the outside. Together, we explore sudden versus expected loss, grief beyond death, workplace grief, and the unseen emotional trauma carried by people in leadership roles. We also touch on compassion fatigue, beliefs about the afterlife, signs from loved ones, and how remembering those we’ve lost can shape how we live.

This episode is for anyone who has ever been the steady one — and for those learning that compassion, honesty, and presence matter more than having it all together.