Our discussion begins with Rabbi Nathaniel Helfgot eloquently tackling the nuances of curricula, pedagogical choices, methodologies, and values in the study of Tanakh. He sheds light on how some traditional elements within the Orthodox community may potentially affect reverence for God and traditional piety, also known as "Yirat Shamayim." Rabbi Helfgot presents a compelling perspective on the attitudes of Geonic and medieval rabbis towards Midrash, and why it matters. He also highlights why intertextuality is such a powerful tool in unearthing some of the most profound ideas in TaNaKh. He then explores the famous Midrash regarding Avraham Avinu's confrontation with idolatry in his youth and shows why this Midrash serves as a model for the study of intertextuality. Is there another biblical character that this story mirrors? We explore key narratives within TaNaKh, such as Moshe striking the rock and the consequences that follow, and the uniqueness of Parashat Balak which seems to be “out of place” with the rest of the Torah. Rabbi Helfgot offers fresh perspectives on these stories, revealing deeper layers of understanding and thematic parallels that enhance our comprehension of these significant biblical events. The conversation concludes with an examination of the command to wipe out Amalek, an often-misunderstood subject that requires a proper understanding of the text in its historical context. This is one episode you don’t want to miss.