Some people possess the rare gift of weaving together knowledge from multiple fields, using it to chart new and inspiring directions. Amy Wright Glenn is one of those remarkable individuals. In this conversation, Amy and I talk about birth, breath and death, and about “holding space” for difficult experiences. What does she mean by that phrase? What are threshold experiences in our lives? How might we strengthen this skill, whether we are family members, friends, or practitioners and clinicians working with clients? How can developing our compassionate presence help us be comfortable with the uncomfortable, so that we can say, “I will be brave enough to sit with you in this.”