Today we’re bringing you an episode with Esau McCaulley, from the Lenten season of 2023. Esau sees Lent as a practice of collective generational wisdom, passed down through centuries of sacramental rhythms—but as a contemporary reality, Lent is a spiritual rebellion against mainstream American culture. He construes Lent as a season of repentance and grace; he points out the justice practices of Lent; he walks through a Christian understanding of death, and the beautiful practice of stripping the altars on Maundy Thursday; and he’s emphatic about how it’s a guided season of pursuing the grace to find (or perhaps return) to yourself as God has called you to be. In his classic text, *Great Lent*, Orthodox priest and theologian Alexander Schmemann calls this season one of “bright sadness”—an important paradox that represents both Christian realism and hope. Lent is not about gloom, self-loathing, performative penitence, or despair. Instead it brings us face to face with our human c...