Seder night is the most prepared-for night of the year, and yet, somehow, the night we often feel least prepared for. That contradiction? It’s not a mistake. It’s the holy essence of the night itself.

In this shiur, we explore the dance between hishtadlus and surrender, structure and surprise, longing and gratitude. With stories, soul, and laughter, Rav Shlomo takes us deep into the contradictions that define Pesach—from parenting to prayer, from planning sedarim to missing flights. Real freedom, it turns out, comes not when everything makes sense but when we can ask the question "Why me?" and be okay not having an answer.