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Esau Sent Messengers With an Argument, Not a Sword

Esau did not come for Jacob with a weapon. He sent messengers with a clean argument: both brothers had received real blessings.

Curated by Arthur · Told by Maggid ·
Table of Contents
  1. The Argument About Dew and Fatness
  2. The Covenant That Was Never Made
  3. What Edom Did With the Inheritance
  4. The First Emerged, First in the Sequence
  5. The Cry That Was Recorded

Esau did not come himself. He sent messengers, and the message they carried was not a declaration of war. The man who had wept out loud in his father's tent, who had been told his brother would be his lord, who carried the red roughness of his name on his skin since birth, sent envoys with words. They arrived at Jacob's camp with a question.

"Why dost thou envy me in respect to the blessing wherewith my father blessed me?" The messengers spoke for Esau, and the argument they made was precise. "Is it that the sun shines only on my land? Does the dew fall only on my fields? Does the rain fall only where I stand?"

The Argument About Dew and Fatness

The case was this: the blessings were different, not unequal. When Isaac said to Jacob, "God give thee of the dew of heaven," he said to Esau, "thy dwelling shall be of the fatness of the earth" (Genesis 27:28, 27:39). When Isaac said to one son, "peoples shall serve thee," he said to the other, "by thy sword shalt thou live." Two destinies. Two kinds of abundance. One son would rule through covenant and harvest. The other would live by blade and territory. Neither blessing canceled the other. The sun, said the messengers, shines on both territories equally.

The argument was coherent. A man who had sold his birthright in a moment of hunger, then watched his blessing go to the wrong brother while his father still smelled of the food, had grounds to claim a conspiracy had been run against him. But Esau's messengers did not make that claim. They argued proportion instead. They did not demand the blessing back. They argued that the blessing was still present, differently shaped.

The Covenant That Was Never Made

Then the proposal. "Come, now, let us set up a covenant between us, that we will share equally all the vexations that may occur."

Not the wealth. The vexations.

Two men with different destinies, one chosen, one not, one destined for covenant and the other for the sword, could at least carry their grief alongside each other. Whatever troubles came for Jacob, Esau would bear half. Whatever troubles came for Esau, Jacob would bear half. This was the covenant offered. A partnership not in prosperity but in difficulty. Two brothers who could not occupy the same blessing might at least share the same suffering.

Jacob did not accept. The record does not give his words of refusal. It gives only the silence after the proposal, and the absence of the covenant. The vexations were not shared. The brothers separated. Esau moved to the hill country of Seir, and the distance between them grew into the distance between nations.

What Edom Did With the Inheritance

Centuries accumulated. Esau's line became Edom. Edom became the name for every empire that stood against Israel: Babylon, then Persia, then the power whose soldiers entered Jerusalem with torches. One of them, a son of Titus, walked into the Temple with a sword in his hand and dragged the blade across the stones until blood ran out along the floor. He left boasting that he had killed inside the house of God (Lamentations 1:16).

Israel looked toward the mountains. The opening of Psalm 121, "I lift my eyes to the mountains," was not a prayer of confidence. It was a prayer about survival inside subjugation. The mountains were the empires rising on every side. The ascent prayed for was the ascent out from under Edom's weight (Obadiah 1:21). God's answer to that prayer was direct: "I cannot forget you" (Isaiah 49:15). The way a mother cannot forget a nursing child, God said, "I cannot forget Israel." The covenant with Jacob held precisely because it was not contingent on Esau's behavior. Esau's line had done what it did. The promise to Jacob was not canceled by what Esau's descendants destroyed.

The First Emerged, First in the Sequence

There is a sequence, and Esau is in it.

When God promises to reveal himself to Israel first, to exact retribution first, to build the Temple first, to bring the king first, the reckoning begins with the one described in Genesis as "the first emerged" (Genesis 25:25). Esau came out of the womb first. Red, covered in hair, named for what he looked like. Jacob came second, gripping Esau's heel. The birth order that started the rivalry becomes the sequence of restoration. God will deal with the wicked Esau first, the one called "first" from the beginning. Then the Temple rises at "the throne of glory, exalted from the first" (Jeremiah 17:12). Then the king arrives at Zion, "the first to Zion, behold, they are here" (Isaiah 41:27).

Esau cannot be removed from this sequence. His defeat is the hinge that opens toward the Temple. His accounting comes first precisely because he emerged first. The brother who was not elected is structurally required by the architecture of what comes after. The one who was given the sword for an inheritance lives inside the redemptive order by virtue of that same birth-precedence he could never escape.

The Cry That Was Recorded

Esau cried out with a great and bitter cry when he learned the blessing was gone (Genesis 27:34). He wept loudly. The sound is in the record, preserved across the centuries of interpretation that followed. His messengers argued clearly. His proposal to share the vexations was coherent. His claim that both brothers had received real blessings from their father was not a lie told to manipulate Jacob. It was an accurate reading of what Isaac had actually said over each of them.

The covenant was not made. Esau moved to Seir. His descendants did what his descendants did. And still the sequence of redemption passes through him, beginning with him, requiring his accounting before the Temple can be rebuilt or the king brought forward. Two sons of Isaac. Two blessings. Esau first at the start, first in the reckoning at the end.


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The texts this telling draws on, in full. Open a card to read inline, or expand it for a wider, quieter read.

Legends of the Jews 6:170Legends of the Jews

Legends of the Jews turns to Esau, Jacob's Transgression.

Jacob has received his father Isaac's blessing, a blessing that seemingly promises prosperity and dominion. And Esau? Well, he's not exactly thrilled. You can imagine the tension simmering between them.

Instead of just trading blows, they… talk. Esau sends messengers to Jacob, and what they say is pretty insightful. They challenge Jacob directly: "Why dost thou envy me in respect to the blessing wherewith my father blessed me? Is it that the sun shineth in my land, and not in thine? Or doth the dew and the rain fall only upon my land, and not upon thine?" for a second. It’s such a great rhetorical question, isn't it? Are the blessings really so unevenly distributed? Are they really in competition for a limited amount of divine favor?

The messengers continue, driving the point home. "If my father blessed me with the dew of heaven, he blessed thee with the fatness of the earth, and if he spoke to me, Peoples will serve thee, he hath said unto thee, By thy sword shalt thou live." In other words, we both got something! My blessing is different, not necessarily better.

And here's the kicker: "How long, then, wilt thou continue to envy me? Come, now, let us set up a covenant between us, that we will share equally all the vexations that may occur." Wow. Let's share the burdens too? That's a pretty mature proposal. A recognition that blessings and challenges often come as a package deal.

The idea of sharing "vexations" is particularly interesting. It suggests that even in times of prosperity, there will inevitably be difficulties. It’s a reminder that life isn't just about sunshine and rainbows for anyone. Everyone faces hardships, regardless of their perceived "blessings". Maybe, just maybe, the grass isn't always greener on the other side.

This little exchange between Jacob and Esau, relayed through messengers, is more than just sibling rivalry. It's a reflection on envy, on the nature of blessings, and on the importance of recognizing the value in what we do have, rather than fixating on what we lack.

It makes you wonder, doesn’t it? How often do we fall into the trap of comparing ourselves to others, of envying their perceived advantages, without truly understanding the full picture? And more importantly, how can we shift our focus to appreciating our own unique blessings and, yes, even sharing the burdens with those around us? Perhaps, like Jacob and Esau, we can find a way to coexist, not in competition, but in covenant.

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Midrash Tehillim 121:1Midrash Tehillim

They wrestled with those feelings in their writings, seeking solace and understanding. to a passage from Midrash Tehillim, a collection of interpretations on the Book of Psalms, specifically Psalm 121. It’s a journey through hope, despair, and the unwavering promise of divine protection.

The Psalm begins, "A Song of Ascents. I lift my eyes to the mountains…" But what mountains are we talking about? Midrash Tehillim sees this as more than just a scenic view. It's about ascending to a spiritual level, one where we're free from the oppression of Esau, a symbolic representation of those who seek to harm Israel. The midrash (rabbinic interpretive commentary) connects this ascent with the prophecy in (Obadiah 1:21): "And saviors shall go up to Mount Zion to judge the mountains of Esau."

So, it's a song of liberation, a promise of rising above adversity. But the path isn't easy.

This teaching paints a stark picture. Imagine a day of judgment, a time when even family can't save you. Fathers can't protect sons, brothers can't help brothers. It’s a lonely, terrifying image. In that moment, the people of Israel turn to their Father in Heaven, echoing the words of (Isaiah 63:16): "For You are our Father, for Abraham did not know us…" They recognize that ultimately, their only true refuge is God.

And what does God say in return? A comforting, yet challenging, promise: "Let not your foot slip." It’s not just about physical safety, but spiritual resilience. It means that even when everyone else is falling into Gehenna, the rabbinic concept of hell, you – the righteous – will be secure. As (1 Samuel 2:9) says, "The steps of the righteous are guarded by God."

But here’s the thing: life throws curveballs. We face troubles, we doubt, we even dare to question. Asaph, in (Psalm 44:24), cries out, "Awake, why do You sleep, O Lord?" It's a raw, honest expression of feeling abandoned.

The midrash doesn’t shy away from this. It acknowledges the prophets' weeping, their pleas to a seemingly silent God. But even in those moments of doubt, there's a reminder of God's unwavering promise: "I cannot forget you," as (Isaiah 49:15) declares, "Can a woman forget her nursing child?"

The text then weaves in the importance of remembering Jerusalem, a constant thread throughout Jewish prayer and tradition. "If I forget you, O Jerusalem, let my right hand wither!" (Psalm 137:5). This isn't just about geography; it's about memory, about keeping the dream of redemption alive. It's why we mention Jerusalem in our prayers, in the grace after meals, and even at weddings, symbolized by the ashes placed on the heads of the bride and groom.

Then, the midrash takes a darker turn, focusing on the memory of Edom, often associated with Rome, and its role in the destruction of the Temple. Why Edom, when Babylon was the initial destroyer? Because, the midrash explains, it was prophesied that Edom would ultimately prevent the Temple's rebuilding. The text recounts a gruesome act of desecration, a vivid reminder of the pain and humiliation inflicted upon the Jewish people.

But here's where it gets interesting. God responds, not just with vengeance, but with a call to remember our own actions. "Remember what Amalek did to you," God says, referencing (Deuteronomy 25:17). It’s a powerful reminder that memory is a two-way street. We ask God to remember us, but we must also remember our own history, both the good and the bad.

The midrash uses the analogy of a sick king whose kingdom seems to disappear when he's unwell. Similarly, God's kingship seems diminished in exile. But when we emerge from exile, when we restore God's kingdom, then God's reign will be fully realized. "And saviors shall ascend Mount Zion to judge the mount of Esau, and the kingdom shall be the Lord's" (Obadiah 1:21).

The text concludes with a stark image of retribution: "Fortunate is he who seizes and dashes your children against the rock" (Psalm 137:9). It’s a disturbing verse, one that demands careful consideration. The midrash interprets this as a reflection of the violence inflicted upon the Jewish people, a mirroring of their suffering. It's not a call to action, but a statement of divine justice, a promise that those who inflict pain will ultimately face the consequences of their actions.

Midrash Tehillim 121 is a powerful exploration of faith, memory, and the enduring promise of redemption. It reminds us that even in the darkest of times, we are not alone. We have a history to remember, a future to strive for, and a God who never forgets us. And perhaps, most importantly, it challenges us to remember not only the wrongs done to us, but also the importance of striving for righteousness in our own lives. What does it mean for you to keep Jerusalem in your heart, and to strive for a world where justice prevails?

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Vayikra Rabbah 30:16Vayikra Rabbah

It all hinges on a seemingly simple phrase.

It comes from Vayikra Rabbah 30, a fascinating section of the Midrash (rabbinic interpretive commentary). Midrash, by the way, is a method of interpreting scripture where rabbis fill in gaps in the biblical narrative and expound on hidden meanings. In this particular passage, Rabbi Berekhya, quoting Rabbi Levi, unpacks the significance of the words "you shall take for you on the first day." Now, what could be so special about that phrase?

Rabbi Berekhya says that because of this commandment, God promises to reveal Himself to you first. But it doesn’t stop there. This "firstness," this primacy, becomes a recurring theme, a golden thread woven through Jewish history and destiny. Who will God exact retribution from first? According to this Midrash, it will be the wicked Esau. Remember Esau? The hairy twin brother of Jacob, described in Genesis as "the first emerged." (Genesis 25:25) Esau, who represents the forces of wickedness and opposition to God's will. By dealing with Esau first, God clears the path for righteousness to flourish.

What will God build for you first? The Temple! "Throne of glory, exalted from the first, the place of our Temple," as we read in Jeremiah (17:12). The Temple, the Beit Hamikdash, the sacred center of Jewish life, the place where heaven and earth meet. It's not just any building; it's a symbol of God's presence dwelling among us, built first.

But wait, there’s more. What will God bring to you first? The Messianic King! The ultimate redeemer, the one who will usher in an era of peace and justice. Isaiah (41:27) proclaims, "The first to Zion, behold, they are here, and to Jerusalem I will provide a herald." The Messiah, arriving first to herald a new dawn.

So, what does it all mean? This passage from Vayikra Rabbah isn't just about being chronologically first. It's about being primordially first, first in God’s consideration, first in the order of redemption. It suggests that by embracing God's commandments, we become partners in bringing about this "firstness" in the world.

It’s a powerful reminder that even when we feel overlooked or insignificant, we are, in fact, central to God’s plan. And perhaps, just perhaps, our actions today can help bring about that messianic "first" a little bit sooner. What do you think?

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