In this episode, host Bidemi Ologundespoke with John Kammer, founder of Guardian AI[ngels], a grief and journaling platform powered by AI and shaped by John’s own experience of losing several close friends. Can AI gently support us through grief without pretending to be human? What does a truly private digital space for mourning and reflection look like? And how do you design technology that protects our most vulnerable thoughts instead of exploiting them? Drawing on his background in cybersecurity and hospitality, John shares how he’s building a tool that prioritizes privacy, emotional safety, and real-world connection—using AI not to replace relationships, but to help people process what’s unsaid and bridge back to the people they trust most.