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Why does Yaakov adopt such extreme subservience toward Esav, calling him "my master" repeatedly and bowing seven times? The shiur develops that Yaakov's total self-nullification is not capitulation but conquest—by giving Esav everything he needs (especially the blessings), Yaakov creates absolute dependency, which is the only way to transform evil into good and establish the foundation for Mashiach's future dominion.
This shiur explores the profound paradox at the heart of Parshas Vayishlach: Yaakov's seemingly obsequious behavior toward Esav. Rabbi Zweig examines why Yaakov sends angels specifically (malachim mamash) as messengers, what seems like an unprecedented step in the avos' narratives, and why the entire tone of Yaakov's communication is one of total subservience—calling Esav "my master" and referring to himself as "your servant." The central question is how this behavior squares with Yaakov Ish Emes, a man of truth. Moreover, Rashi (רש"י)'s comment on "im Lavan garti"—that garti equals 613 in gematria, signifying Yaakov kept all the mitzvos—seems completely inconsistent with the submissive tone. The Midrash that Rabbi Yehuda HaNasi wrote to Antoninus in the same servile manner ("from your servant Yehuda") establishes that this wasn't a sin but the proper conduct. Yet this makes the behavior even more puzzling.
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Vayishlach
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