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Why does the Torah (תורה) single out Eisav's disgrace of the birthright when Chazal teach he committed five aveiros that day—including murder and heresy? The shiur builds a yesod that despicable behavior, more than transgression itself, reveals total loss of self-respect and tzuras adam. This makes a person spiritually irredeemable—worse than any aveirah.
The shiur begins with the Torah (תורה)'s statement "vayivez Eisav es habechorah"—Eisav despised the birthright. Rashi (רש"י) interprets this as the Torah testifying to Eisav's wickedness: he scorned the service of Hashem (ה׳). The Gemara (גמרא) in Bava Basra enumerates five sins Eisav committed that day: violating a betrothed woman, murder, denying Hashem, denying resurrection of the dead, and despising the birthright. Rabbi Zweig poses a fundamental difficulty: of these five transgressions, despising the birthright appears the least severe. Yet Rashi—and the Torah itself—singles out this act as the primary evidence of Eisav's wickedness. Why? Tosafos (תוספות) in Bava Basra addresses a related question: perhaps Bnei Noach are not even commanded regarding a betrothed woman. Tosafos answers that even though there may be no explicit command, the act is disgusting (mechuar). Critically, Tosafos places despising the birthright in the same category—something disgusting even though there is no explicit prohibition against it. The shiur draws out the implication: Tosafos is teaching that there exists something worse than violating prohibitions—doing something despicable and disgusting is a greater wickedness than transgression itself.
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