Rav Shlomo Katz explores the fine line between depression, sadness, and a broken heart — drawing on the teachings of Rebbe Nachman, the Alter Rebbe in Tanya, and Rav Kook. What does it mean to feel pain without falling into despair? Why does Hashem “hate” sadness but cherish a broken heart? Through stories, Torah sources, and chassidic insights, Rav Shlomo helps us distinguish between destructive heaviness that dulls the soul and holy heartbreak that opens the heart to teshuva and joy.