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Why did Esav, master of kibud av, speak disrespectfully to his father and marry women who distressed his parents? The shiur distinguishes two yesodos in honoring parents: Esav's approach of "paying off a debt" to achieve independence versus Yaakov's recognition of ongoing indebtedness and hisbatlus. True hakaras hatov requires elevating the parent, not eliminating obligation.
Rabbi Zweig analyzes the apparent contradiction in Parshas Toldos regarding Esav's kibud av. Chazal praise Esav for his meticulous honor of his father, even dressing in his finest clothes when serving him. Yet Rashi (רש"י) indicates that Esav spoke disrespectfully to Yitzchok, using language that aroused suspicion when Yaakov disguised himself. Moreover, Esav married women who practiced avodah zarah, causing such distress to his parents that their incense smoke blinded Yitzchok—clearly a bizayon to parents that halacha (הלכה) forbids. How could the paragon of kibud av behave this way, while Yaakov consulted his parents about marriage? The shiur establishes two fundamentally different yesodos in kibud av va'em. The first approach, exemplified by Esav and cited in the Chinuch, views honoring parents as paying off a debt—you owe them for giving you life in Olam Hazeh. This operates like any financial obligation: the debtor seeks to eliminate the uncomfortable feeling of indebtedness. Just as people pay bills immediately rather than waiting thirty days because they cannot tolerate being a ba'al chov, so too this form of kibud av aims to achieve independence by discharging the obligation. The act of payment generates enthusiasm not from love of the creditor, but from the liberation it brings.
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Parshas Toldos, Bereishis 25-27
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