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Parshat Toldot: Dangerous Blessings
(כח) וְיִֽתֶּן־לְךָ֙ הָאֱלֹקִ֔ים מִטַּל֙ הַשָּׁמַ֔יִם וּמִשְׁמַנֵּ֖י הָאָ֑רֶץ וְרֹ֥ב דָּגָ֖ן וְתִירֹֽשׁ׃ (כט) יַֽעַבְד֣וּךָ עַמִּ֗ים וישתחו [וְיִֽשְׁתַּחֲו֤וּ] לְךָ֙ לְאֻמִּ֔ים הֱוֵ֤ה גְבִיר֙ לְאַחֶ֔יךָ וְיִשְׁתַּחֲוּ֥וּ לְךָ֖ בְּנֵ֣י אִמֶּ֑ךָ אֹרְרֶ֣יךָ אָר֔וּר וּֽמְבָרֲכֶ֖יךָ בָּרֽוּךְ׃

(28) “May God give you of the dew of heaven and the fat of the earth, Abundance of new grain and wine. (29) Let peoples serve you, And nations bow to you; Be master over your brothers, And let your mother’s sons bow to you. Cursed be they who curse you, Blessed they who bless you.”

וְרִבְקָה֙ אָֽמְרָ֔ה אֶל־יַעֲקֹ֥ב בְּנָ֖הּ לֵאמֹ֑ר הִנֵּ֤ה שָׁמַ֙עְתִּי֙ אֶת־אָבִ֔יךָ מְדַבֵּ֛ר אֶל־עֵשָׂ֥ו אָחִ֖יךָ לֵאמֹֽר׃

Rebekah said to her son Jacob, “I overheard your father speaking to your brother Esav, saying...(To go hunting and bring him a meal before Isaac gives him his blessing)

(יא) וַיֹּ֣אמֶר יַעֲקֹ֔ב אֶל־רִבְקָ֖ה אִמּ֑וֹ הֵ֣ן עֵשָׂ֤ו אָחִי֙ אִ֣ישׁ שָׂעִ֔ר וְאָנֹכִ֖י אִ֥ישׁ חָלָֽק׃ (יב) אוּלַ֤י יְמֻשֵּׁ֙נִי֙ אָבִ֔י וְהָיִ֥יתִי בְעֵינָ֖יו כִּמְתַעְתֵּ֑עַ וְהֵבֵאתִ֥י עָלַ֛י קְלָלָ֖ה וְלֹ֥א בְרָכָֽה׃ (יג) וַתֹּ֤אמֶר לוֹ֙ אִמּ֔וֹ עָלַ֥י קִלְלָתְךָ֖ בְּנִ֑י אַ֛ךְ שְׁמַ֥ע בְּקֹלִ֖י וְלֵ֥ךְ קַֽח־לִֽי׃

(11) Yaakov answered his mother Rebekah, “But my brother Esav is a hairy man and I am smooth-skinned. (12) If my father touches me, I shall appear to him as a deceiver and bring upon myself a curse, not a blessing.” (13) But his mother said to him, “Your curse, my son, be upon me! Just do as I say and go fetch them for me.”

דתניא אמר (רבי) שמעון הצדיק מימי לא אכלתי אשם נזיר טמא אלא אחד פעם אחת בא אדם אחד נזיר מן הדרום וראיתיו שהוא יפה עינים וטוב רואי וקווצותיו סדורות לו תלתלים אמרתי לו בני מה ראית להשחית את שערך זה הנאה אמר לי רועה הייתי לאבא בעירי הלכתי למלאות מים מן המעיין ונסתכלתי בבבואה שלי ופחז עלי יצרי ובקש לטורדני מן העולם אמרתי לו רשע למה אתה מתגאה בעולם שאינו שלך במי שהוא עתיד להיות רימה ותולעה העבודה שאגלחך לשמים
As it is taught in a baraita that Rabbi Shimon HaTzaddik said: In all my days as a priest, I never ate the guilt-offering of a ritually impure nazirite except for one occasion. One time, a particular man who was a nazirite came from the South and I saw that he had beautiful eyes and was good looking, and the fringes of his hair were arranged in curls. I said to him: My son, what did you see that made you decide to destroy this beautiful hair of yours by becoming a nazirite? A nazirite must shave off his hair at the completion of his term. If he becomes impure before the completion of his term, he shaves off his hair and starts his term of naziriteship again. He said to me: I was a shepherd for my father in my city, and I went to draw water from the spring, and I looked at my reflection [babavua] in the water and my evil inclination quickly overcame me and sought to expel me from the world. I said to myself: Wicked one! Why do you pride yourself in a world that is not yours? Why are you proud of someone who will eventually be food in the grave for worms and maggots, i.e., your body? I swear by the Temple service that I shall shave you for the sake of Heaven.

עשו הוא אדום, someone always addicted to realize all his material desires, satiate his lust. The overpowering desire of Esau for what attracted his eye was demonstrated when he could not remember the name “lentils” when he was tired, demanding to be given from “this red, red stuff.”

(יב) פֶּן־תֹּאכַ֖ל וְשָׂבָ֑עְתָּ וּבָתִּ֥ים טוֹבִ֛ים תִּבְנֶ֖ה וְיָשָֽׁבְתָּ׃ (יג) וּבְקָֽרְךָ֤ וְצֹֽאנְךָ֙ יִרְבְּיֻ֔ן וְכֶ֥סֶף וְזָהָ֖ב יִרְבֶּה־לָּ֑ךְ וְכֹ֥ל אֲשֶׁר־לְךָ֖ יִרְבֶּֽה׃ (יד) וְרָ֖ם לְבָבֶ֑ךָ וְשָֽׁכַחְתָּ֙ אֶת־ה' אֱלֹקֶ֔יךָ הַמּוֹצִיאֲךָ֛ מֵאֶ֥רֶץ מִצְרַ֖יִם מִבֵּ֥ית עֲבָדִֽים׃

(12) When you have eaten your fill, and have built fine houses to live in, (13) and your herds and flocks have multiplied, and your silver and gold have increased, and everything you own has prospered, (14) beware lest your heart grow haughty and you forget the LORD your God—who freed you from the land of Egypt, the house of bondage;

(יח) וַיָּבֹ֥א אֶל־אָבִ֖יו וַיֹּ֣אמֶר אָבִ֑י וַיֹּ֣אמֶר הִנֶּ֔נִּי מִ֥י אַתָּ֖ה בְּנִֽי׃ (יט) וַיֹּ֨אמֶר יַעֲקֹ֜ב אֶל־אָבִ֗יו אָנֹכִי֙ עֵשָׂ֣ו בְּכֹרֶ֔ךָ עָשִׂ֕יתִי כַּאֲשֶׁ֥ר דִּבַּ֖רְתָּ אֵלָ֑י קֽוּם־נָ֣א שְׁבָ֗ה וְאָכְלָה֙ מִצֵּידִ֔י בַּעֲב֖וּר תְּבָרֲכַ֥נִּי נַפְשֶֽׁךָ׃
(18) He went to his father and said, “Father.” And he said, “Yes, which of my sons are you?” (19) Jacob said to his father, “I am Esau, your first-born; I have done as you told me. Pray sit up and eat of my game, that you may give me your innermost blessing.”
No'am Elimelech on Bereshit 27:6
The Zohar teaches that Rebecca stands for the Shechinah and Yaakov represents the Jewish people, we can therefore reinterpretthe the verses thus. Isaac wanted to give Esav the material blessings of this world, but the Shechinah, loving Mother of the Jewish people, desired that Yaakov be blessed in this as well. How could She bear her people's poverty and suffering in this world?! Therefore she to Yaakov to go and receive the blessing from his father.

But Yaakov was deeply afraid of being blessing in the material world - a panic rose in him, what if he were to become too deeply attached to this world, separating himself from the service of G-d? of this the Torah says "When you have eaten your fill... and your heart become[s] haughty and you forget the Lord your G-d (Dvarim 8:12-14). He therefore replies to his Rebecca "Esav is a hairy man" meaning a person enmeshed in this world, doing a mix of good and bad, whatever comes his way. But "I am a smooth man" meaning I am supposed to be pure and perfect, with no impurity mixed in whatsoever. Blessing in the physical world may lead me astray from G-d. This is "My father will touch me" meaning my Heavenly father with judge my deeds "Then in His eyes I will appear to him a trickster and bring upon myself a curse, not a blessing" Yaakov feared that worldly blessing may turn out to be a terrible curse! His Mother said "Your curse will be on me" meaning it will be my responsibility to protect you from such a curse. "Now go take for me a goat..." Receive the blessings of the world for My sake, that your intent in all worldly matters, including eating and drinking, should be for the sake of Hashem...

אנכי עשו בכורך. פי' להיות שקנה הבכורה מעשו הנה הוא נעשה עשו לצד בחינת הבכורה כי (לא) [לה] יקרא עשו בכורו...

אנכי עשו בכרך. "I am Esau your firstborn." Jacob meant that seeing he had purchased the birthright from Esau, he was now the legal Esau...

...ועתה שנתלבש בחלקו של עשו למעלה כתיב וירח את ריח בגדיו ואמר אמת אנכי עשו בפנימיות חלק המיוחד לו כמ"ש:

Sefat Emet on Toldot (5647)

...And now that he (Yaakov) was dressed in Esav's clothes, playing his role, it is written "He smelled his clothes (and blessed him). And Yaakov spoke the truth when he said "I am Esav, your firstborn" in interiority and destiny