Who Shall Live? Growing Through Grief with David E. Jackson (Part 1)

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Who Shall Live? Growing Through Grief with David E. Jackson (Part 1)

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David E. Jackson spent his career as an educator, but some of his most profound "life lessons" have come out of navigating loss and grief. After evacuating his Santa Rosa home during the Glass Fire and relocating to St. Paul's Towers at the height of Covid, David faced the heartbreaking loss of his beloved wife of 50 years to cancer. Yet in moving through the process of grief, David discovered something unexpected: a spiritual awakening, a new appreciation for life and love, and the sustaining power of community. Stay tuned for Part 2, Welcome Love, Welcome the Stranger, where David reflects on his renewed connection to his faith, the joy he finds in teaching first graders and the journey of opening his heart to a new love. Chapters 00:45 – Episode Theme: Growing Through Grief Anna opens with a heartfelt reflection on the first resident she lost in her career and the recent passing of her father and how her community has supported her through grief and gratitude. 03:30 – Introducing Dr. David E. Jackson Anna welcomes Dr. David E. Jackson, retired Head of School at San Francisco Day School and now a resident of Saint Paul's Towers in Oakland. 04:10 – The Night of the Fire David recounts fleeing the 2020 Glass Fire with his wife, Phyllis, who was undergoing cancer treatment—and the small act of kindness that helped them escape. 05:48 – "Who Shall Live, Who by Fire" As Yom Kippur dawned the next morning, David found new meaning in an ancient prayer about life, loss, and survival. 06:36 – A Community That Opened Its Doors Saint Paul's Towers welcomed David and Phyllis in the midst of the pandemic, offering refuge and compassion. 07:36 – Becoming a Caregiver David reflects on caring for his wife through her illness, the return of her cancer, and the emotional intensity of that journey. 08:52 – Hospice and Compassion in Community He describes the quiet, wise support of neighbors and staff who knew how to offer comfort without asking for explanations. 10:12 – The Final Two Weeks David recounts the profound connection he felt as Phyllis neared the end of her life—two souls joined in presence and love. He shares the moment of her passing and how it reshaped his understanding of life, death, and the mystery beyond. 13:19 – Grief as a Life Force He explains why he sees grief not as sadness, but as an active, transforming power that happens to us, not by us. 14:13 – "This Grief" – A Poem by David E. Jackson David reads his original poem written three days after Phyllis's passing, exploring grief as both pain and blessing. 16:07 – Learning to Be With Grief David and Anna discuss how our culture avoids grief and how sitting with it—doing "nothing"—can lead to healing and self-understanding. 18:14 – The Necessity of Hard Things Together they reflect on the inevitability of grief and the human design for emotional growth through hardship. 18:26 – The Loss of Ancient Wisdom David laments how modern life separates us from death, depriving us of the deep connection that comes from being present with those we love at life's end. 19:50 – Closing & Transition to Part Two Anna thanks David and invites listeners to join Part 2: "Welcome Love, Welcome the Stranger," where the conversation continues about renewal, purpose, and finding love after loss. Key Takeaways Grief is not sadness — it's a force that transforms. It shapes us, opens us, and connects us more deeply with others. Community matters. The compassion of neighbors and caregivers at Saint Paul's Towers helped David through unimaginable loss. Love transcends life and death. Presence at the end of life can reveal the purest forms of connection. Ancient rituals still speak today. The Yom Kippur prayer, "Who by fire, who by water," took on new meaning through lived experience. We are meant to grow through difficulty. Avoiding grief postpones transformation; embracing it leads to wisdom. Resources mentioned Saint Paul's Towers – A Front Porch Community in Oakland, CA Spring Lake Village – A Front Porch Community in Santa Rosa, CA Front Porch Communities and Services Guest Bio After a career in education, Dr. David E. Jackson retired as Head of School for the San Francisco Day School in 2015. He and his wife joined the Spring Lake Village community in Santa Rosa before moving to St. Paul's Towers in Oakland in 2020. A widower after 50 years of marriage, David re-enacts his love of teaching by sharing stories from the Torah with young children at his local synagogue. Host Bio Anna Hall is a purpose-driven leader with over 25 years in senior living, spanning employee engagement, life enrichment, training, and innovation in age-tech and program design. A certified life coach and dynamic speaker, she helps people connect with meaning and motivation at every stage of life. She is the creator of The Purpose Equation®, an evidence-informed framework that empowers individuals to define and activate their unique ...

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