Milestones can carry a surprising weight in the grieving process. Birthdays, anniversaries, and holidays — even the quiet, ordinary dates that hold personal meaning — can stir up emotions we thought we’d tucked away. In this episode, we will explore how these moments can both ache with what’s missing and glow with the warmth of what was. Through personal stories, including the first anniversary of my wife Colleen’s passing, I’ll share honest reflections on why milestone dates can be so powerful, and how we can face them with intention, tenderness, and love.