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The Narrow Path · Lesson 6 · Drash and discussion questions

The Two Sons

Parashat Toldot (Genesis 25:19–28:9) · Discussed Sunday, November 15, 2026

Two sons, two answers. In our parashah the twins Yaakov and Esav wrestle before they are even born, and Esav trades his birthright for a bowl of stew. In the Gospel of Matthew, Yeshua tells of a father who sends his two sons to work in his vineyard: one says no but goes, the other says yes but stays home. This lesson asks which son we are, why doing matters more than saying, and how teshuvah (repentance) opens the door again.

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Drash · Parashat Toldot

The Son Who Went

About this drash. This drash goes with Lesson 6 of The Narrow Path, the study our teen and family group is reading together. The lesson gave us the theme, but the teaching here is our own. It is written from Benei Avraham’s beliefs, as set out in our Statement of Faith and taught in our classes. On some points we understand things differently from the study’s authors. For example, we believe Yeshua is the Messiah and the Son of God, sent by the Father, but not Hashem Himself. After the drash you will find our own discussion questions with our answers.

Parashat Toldot opens with a prayer. Yitzḥak and Rivkah have been married for twenty years with no children, and Yitzḥak prays for his wife. Hashem answers, and Rivkah is expecting twins. But something is wrong. “And the children struggled together within her; and she said, ‘If it be so, why am I thus?’ And she went to inquire of Hashem” (Genesis 25:22).

The answer she hears is not a simple one: “Two nations are in your womb, and two manner of people shall be separated from your bowels” (Genesis 25:23). Two sons, and two very different paths. The midrash says that the boys were already pulling in two directions. When Rivkah walked past a house where Torah was taught, Yaakov kicked to get out. When she walked past a house of idols, Esav kicked to get out (Genesis Rabbah 63:6).

Two boys, two ways

The boys grow up. “And Esav was a skillful hunter, a man of the field; and Yaakov was a plain man, dwelling in tents” (Genesis 25:27). Rashi points out something strange about Esav the hunter. He did not only hunt animals. He also knew how to “hunt” his father with words. He would ask Yitzḥak very pious questions, like “Father, how do we give a tithe of salt and straw?” Salt and straw do not need a tithe at all. But the question made Esav sound very careful about the commandments, and his father believed it (Rashi on Genesis 25:27).

Esav’s mouth said one thing. His life said another. One day he comes in from the field, tired and hungry, and Yaakov is cooking a red lentil stew. Esav wants it now. Yaakov asks for his birthright in exchange, the special place of the firstborn son. And Esav answers, “Behold, I am at the point to die; and what profit shall this birthright do to me?” He eats, he drinks, he gets up and leaves. The Torah sums it up in four words: “Thus Esav despised his birthright” (Genesis 25:32–34).

Many years later, when Yaakov comes to his father dressed as Esav, blind Yitzḥak feels his arms and says, “The voice is Yaakov’s voice, but the hands are the hands of Esav” (Genesis 27:22). That sentence describes a lot of people. They have a holy voice and worldly hands. Their words point one way and their actions go another.

A father, two sons and a vineyard

Yeshua once told a short story that fits our parashah like a glove. He was teaching in the Temple, and the leaders had come to question him. He asked them: “But what think you? A certain man had two sons; and he came to the first, and said, ‘Son, go work today in my vineyard.’ He answered and said, ‘I will not’: but afterward he repented, and went. And he came to the second, and said likewise. And he answered and said, ‘I go, sir’: and went not. Whether of them twain did the will of his father?” (Matthew 21:28–31).

Even his opponents knew the answer: “The first.” The second son had the right words. He even called his father “sir.” But the vineyard never saw him. The first son was rude at the door, but then he thought again, changed his mind and went to work.

Then Yeshua said something that shocked his listeners. “The publicans and the harlots go into the kingdom of God before you” (Matthew 21:31). Tax collectors and prostitutes were the people everyone looked down on. But when Yoḥanan the Immerser called Israel to turn back to Hashem, those people listened and changed their lives. Many of the respected leaders said the right things and did not change at all (Matthew 21:32).

Better than “yes”

Does this mean it is good to say “no” to our Father first? Not at all. The best answer is the one Israel gave at Mount Sinai. Moshe read the book of the covenant to the people, “and they said, ‘All that Hashem has said will we do, and be obedient’” (Exodus 24:7). In Hebrew it is na’aseh v’nishma, “we will do, and we will hear.” The Talmud says that when Israel put “we will do” before “we will hear,” Hashem sent angels to crown every one of them (b. Shabbat 88a). They promised to do it, and the doing came first.

The sages loved this lesson. Shammai taught, “Say little and do much” (m. Avot 1:15). Shimon, the son of Rabban Gamliel, taught, “The main thing is not learning, but doing” (m. Avot 1:17). Yeshua said the same: “Not every one that says unto me, Master, Master, shall enter into the kingdom of heaven; but he that does the will of my Father who is in heaven” (Matthew 7:21).

At Benei Avraham we do not believe that good deeds buy salvation. Our hope rests in the mercy of Hashem and in Yeshua, the Messiah He sent. But real faith always gets up and goes to the vineyard. A tree is known by its fruit.

It is not too late

Here is the good news hidden in the story. The first son said no, but “afterward he repented, and went.” His first answer was not his last answer. The prophet Ezekiel says the same thing: “But if the wicked will turn from all his sins that he has committed, and keep all My statutes, and do that which is lawful and right, he shall surely live, he shall not die” (Ezekiel 18:21). The sages go even further: “In the place where those who return stand, even the completely righteous cannot stand” (b. Berakhot 34b).

Esav is a warning here too. When he lost the blessing, “he cried with a great and exceedingly bitter cry” (Genesis 27:34). But his tears were for what he had lost, not for what he had done. In the very next breath he planned to kill his brother (Genesis 27:41). The letter to the Hebrews says Esav “found no place of repentance, though he sought it carefully with tears” (Hebrews 12:17). Sorry feelings are not the same as teshuvah. Teshuvah is when the son gets up and goes to work.

Which son are you?

So Parashat Toldot asks us a hard question. Is there something our Father has asked of us, and we said, “I go, sir,” and never went? A promise to pray, to keep Shabbat, to honor our parents, to make peace with someone? Or is there something we said “no” to, and we have been thinking about it ever since?

Either way, the vineyard is still open. The father in the story said, “Go work today.” Not someday. Today. Let your hands match your voice. Say little, do much, and be the son or daughter who went.

Sources quoted in this drash

Tanakh

  • Genesis 25:22–23: “And the children struggled together within her … And Hashem said unto her, ‘Two nations are in your womb, and two manner of people shall be separated from your bowels.’”
  • Genesis 25:27: “And Esav was a skillful hunter, a man of the field; and Yaakov was a plain man, dwelling in tents.”
  • Genesis 25:32–34: “Behold, I am at the point to die; and what profit shall this birthright do to me?” … “Thus Esav despised his birthright.”
  • Genesis 27:22: “The voice is Yaakov’s voice, but the hands are the hands of Esav.”
  • Genesis 27:34, 41: Esav “cried with a great and exceedingly bitter cry,” then “said in his heart, ‘The days of mourning for my father are at hand; then will I slay my brother Yaakov.’”
  • Exodus 24:7: “All that Hashem has said will we do, and be obedient.”
  • Ezekiel 18:21: “But if the wicked will turn from all his sins that he has committed, and keep all My statutes, and do that which is lawful and right, he shall surely live, he shall not die.”

Brit Hadashah

  • Matthew 21:28–32: the parable of the two sons: “He answered and said, ‘I will not’: but afterward he repented, and went.”
  • Matthew 7:21: “Not every one that says unto me, Master, Master, shall enter into the kingdom of heaven; but he that does the will of my Father who is in heaven.”
  • Hebrews 12:16–17: Esav, “who for one morsel of meat sold his birthright,” afterward “found no place of repentance, though he sought it carefully with tears.”

Jewish tradition

  • Genesis Rabbah 63:6: Yaakov struggled to get out when Rivkah passed a house of Torah; Esav when she passed a house of idols.
  • Rashi on Genesis 25:27: Esav “hunted” his father with words, asking how to tithe salt and straw, so that Yitzḥak thought he was careful with the commandments.
  • b. Shabbat 88a: when Israel put “we will do” before “we will hear,” angels came and crowned each of them.
  • m. Avot 1:15, 1:17: Shammai: “Say little and do much.” Shimon son of Rabban Gamliel: “The main thing is not learning, but doing.”
  • b. Berakhot 34b: “In the place where those who return stand, even the completely righteous cannot stand.”

These are our own discussion questions for Lesson 6 of The Narrow Path, our teen and family Torah study, written around the lesson’s theme and Parashat Toldot (the lesson book’s own questions are for registered members): 15 discussion questions, one “Think about it,” one passage to look up and two prayers. Each answer gives the main point first, then supporting sources from the Tanakh, the Brit Hadashah and Jewish tradition.

Focus Section 1

Two Sons in One Womb

Discussion question 1

What happened when Rivkah was expecting, and what did Hashem tell her?

Answer: The twins struggled inside her, so she went “to inquire of Hashem.” He told her that two nations were in her womb, that one would be stronger than the other, and that “the elder shall serve the younger.” From the start, the two brothers were going two different ways.

Tanakh

  • Genesis 25:22–23: “And the children struggled together within her; and she said, ‘If it be so, why am I thus?’ And she went to inquire of Hashem. And Hashem said unto her, ‘Two nations are in your womb, and two manner of people shall be separated from your bowels; and the one people shall be stronger than the other people; and the elder shall serve the younger.’”

Jewish tradition

  • Genesis Rabbah 63:6: when Rivkah passed a house of Torah, Yaakov struggled to come out; when she passed a house of idols, Esav struggled to come out.
Discussion question 2

How does the Torah describe the two boys as they grew up?

Answer: Esav was “a skillful hunter, a man of the field”; Yaakov was “a plain man, dwelling in tents.” The word for “plain” (tam) also means whole or honest. The sages read the “tents” as tents of Torah study. Rashi adds that Esav also “hunted” his father with clever, pious-sounding questions, so his words did not match his life.

Tanakh

  • Genesis 25:27–28: “And the boys grew; and Esav was a skillful hunter, a man of the field; and Yaakov was a plain man, dwelling in tents. And Yitzḥak loved Esav, because he ate of his game; but Rivkah loved Yaakov.”

Jewish tradition

  • Rashi on Genesis 25:27: Esav asked his father, “How do we tithe salt and straw?” (things that need no tithe), so that Yitzḥak would think he was very careful with the commandments.
Discussion question 3

Why did Esav sell his birthright, and what does the Torah say about it?

Answer: Because he wanted what was in front of him right now more than a blessing he could not see. He said, “what profit shall this birthright do to me?” The Torah gives its verdict: “Thus Esav despised his birthright.” The letter to the Hebrews calls him “profane” for trading something holy for one meal.

Tanakh

  • Genesis 25:30–34: “And Esav said to Yaakov, ‘Feed me, I pray you, with that same red stew; for I am faint.’ … And Yaakov said, ‘Sell me this day your birthright.’ And Esav said, ‘Behold, I am at the point to die; and what profit shall this birthright do to me?’ … Thus Esav despised his birthright.”

Brit Hadashah

  • Hebrews 12:16: “Lest there be any fornicator, or profane person, as Esav, who for one morsel of meat sold his birthright.”

Jewish tradition

  • b. Bava Batra 16b: the sages say that on that same day, the day Avraham died, Esav turned his back on Hashem and denied the resurrection of the dead, and so he despised the birthright.
Focus Section 2

The Parable of the Two Sons

Discussion question 1

In Yeshua’s story, what did each son say, and what did each one do?

Answer: The first son said “I will not,” but afterward he changed his mind and went to work. The second son said “I go, sir,” but he never went. One had bad words and good deeds; the other had good words and no deeds.

Brit Hadashah

  • Matthew 21:28–30: “But what think you? A certain man had two sons; and he came to the first, and said, ‘Son, go work today in my vineyard.’ He answered and said, ‘I will not’: but afterward he repented, and went. And he came to the second, and said likewise. And he answered and said, ‘I go, sir’: and went not.”
Discussion question 2

Which son did the will of his father?

Answer: The first son, and even Yeshua’s opponents said so. A father wants his work done, not only a polite answer. The prophet Shmuel told King Shaul the same thing: obeying matters more than any outward show of religion.

Tanakh

  • 1 Samuel 15:22: “Has Hashem as great delight in burnt offerings and sacrifices, as in obeying the voice of Hashem? Behold, to obey is better than sacrifice, and to hearken than the fat of rams.”

Brit Hadashah

  • Matthew 21:31: “Whether of them twain did the will of his father? They say unto him, The first.”
  • Matthew 12:50: “For whosoever shall do the will of my Father who is in heaven, the same is my brother, and sister, and mother.”
Discussion question 3

Why did Yeshua say that tax collectors and prostitutes were going into the kingdom first?

Answer: Because they listened to Yoḥanan the Immerser and changed their lives, like the first son. Tax collectors came to Yoḥanan and asked, “what shall we do?” Many respected leaders heard the same call, saw these people change, and still did not repent. Yeshua was not praising sin. He was praising teshuvah.

Brit Hadashah

  • Matthew 21:31–32: “Verily I say unto you, That the publicans and the harlots go into the kingdom of God before you. For Yoḥanan came unto you in the way of righteousness, and you believed him not: but the publicans and the harlots believed him: and you, when you had seen it, repented not afterward, that you might believe him.”
  • Luke 3:12–13: “Then came also publicans to be baptized, and said unto him, Master, what shall we do? And he said unto them, Exact no more than that which is appointed you.”
Think about it

So is it all right to say “no” to our Father first, as long as we go later?

Answer: No. The first son is better than the second, but neither one is the best. The best son says “yes” and goes. That is what Israel said at Sinai: “we will do.” Saying no and then going is a step of teshuvah; saying yes and going is the goal.

Tanakh

  • Exodus 24:7: “And he took the book of the covenant, and read in the hearing of the people; and they said, ‘All that Hashem has said will we do, and be obedient.’”

Jewish tradition

  • m. Avot 1:15: Shammai said: “Make your Torah study a fixed habit; say little and do much; and greet every person with a cheerful face.”
Focus Section 3

The Voice and the Hands

Discussion question 1

What does Yeshua say about people who call him “Master” but do not do what he teaches?

Answer: That saying “Master, Master” is not enough. The one who enters the kingdom is the one who does the will of the Father. The person who hears his words and does them is like a wise man who builds his house on a rock.

Brit Hadashah

  • Matthew 7:21: “Not every one that says unto me, Master, Master, shall enter into the kingdom of heaven; but he that does the will of my Father who is in heaven.”
  • Matthew 7:24: “Therefore whosoever hears these sayings of mine, and does them, I will liken him unto a wise man, which built his house upon a rock.”
Discussion question 2

What did Israel answer at Mount Sinai, and why does the order of the words matter?

Answer: They said na’aseh v’nishma, “we will do, and we will hear.” They promised to do before they had even heard everything. The Talmud says Hashem was so pleased with this answer that angels came and crowned every Israelite. Doing comes first.

Tanakh

  • Exodus 24:3: “And all the people answered with one voice, and said, ‘All the words which Hashem has said will we do.’”
  • Exodus 24:7: “And they said, ‘All that Hashem has said will we do, and be obedient.’”

Jewish tradition

  • b. Shabbat 88a: when Israel put “we will do” before “we will hear,” 600,000 angels came and tied two crowns on each of them, and a voice from heaven asked, “Who revealed to My children this secret that the angels use?”
Discussion question 3

What do Yaakov (James) and the sages teach about faith and deeds?

Answer: Faith shows itself in what we do. Yaakov says faith without works is dead, and that we should be doers of the word, not only hearers. The sages say the main thing is not learning but doing, and that a person whose deeds are greater than his learning will keep his learning.

Where Benei Avraham stands: we do not believe that good deeds earn salvation. Our hope rests in the mercy of Hashem and in Yeshua the Messiah, whom He sent. But faith that is real always shows up in a life of obedience to the Torah.

Brit Hadashah

  • James 1:22: “But be doers of the word, and not hearers only, deceiving your own selves.”
  • James 2:17–18: “Even so faith, if it has not works, is dead, being alone. Yea, a man may say, You have faith, and I have works: show me your faith without your works, and I will show you my faith by my works.”
  • 1 John 3:18: “My little children, let us not love in word, neither in tongue; but in deed and in truth.”

Jewish tradition

  • m. Avot 1:17: Shimon son of Rabban Gamliel: “The main thing is not learning, but doing.”
  • m. Avot 3:9: Rabbi Chanina ben Dosa: “Anyone whose deeds are greater than his wisdom, his wisdom will last.”
Focus Section 4

It Is Not Too Late

Discussion question 1

What does the prophet Ezekiel say about a wicked person who turns back?

Answer: He will live. If he turns from his sins and does what is right, his old sins will not even be mentioned. Hashem takes no pleasure in anyone’s death. He wants us to turn and live.

Tanakh

  • Ezekiel 18:21–23: “But if the wicked will turn from all his sins that he has committed, and keep all My statutes, and do that which is lawful and right, he shall surely live, he shall not die. All his transgressions that he has committed, they shall not be mentioned unto him: in his righteousness that he has done he shall live. Have I any pleasure at all that the wicked should die? says the Lord Hashem: and not that he should return from his ways, and live?”
  • Ezekiel 18:31–32: “Make you a new heart and a new spirit: for why will you die, O house of Israel? For I have no pleasure in the death of him that dies, says the Lord Hashem: wherefore turn yourselves, and live you.”
Look it up

Luke 15:11–32

Read Yeshua’s other story about a father with two sons.

Comment: The younger son takes his share and wastes it, then “came to himself” and goes home, and his father runs to meet him. The older son stayed home and never broke a rule, but he is angry and will not come in to the feast. Like the parable in Matthew, it shows that the door is open to the one who turns back, and it warns the “good” son not to look down on him. The father loves both sons and goes out to both.

Brit Hadashah

  • Luke 15:18–20: “I will arise and go to my father, and will say unto him, Father, I have sinned against heaven, and before you, And am no more worthy to be called your son … And he arose, and came to his father. But when he was yet a great way off, his father saw him, and had compassion, and ran, and fell on his neck, and kissed him.”
  • Luke 15:28, 31–32: “And he was angry, and would not go in: therefore came his father out, and entreated him. … And he said unto him, Son, you are ever with me, and all that I have is yours. It was meet that we should make merry, and be glad: for this your brother was dead, and is alive again; and was lost, and is found.”
Discussion question 2

How do the sages and Yeshua describe a person who repents?

Answer: With great honor. The Talmud says that those who return to Hashem stand in a place where even the completely righteous cannot stand. Yeshua says there is more joy in heaven over one sinner who repents than over ninety-nine who think they need no repentance.

Brit Hadashah

  • Luke 15:7: “I say unto you, that likewise joy shall be in heaven over one sinner that repents, more than over ninety and nine just persons, which need no repentance.”

Jewish tradition

  • b. Berakhot 34b: Rabbi Abahu: “In the place where those who return stand, even the completely righteous cannot stand.”
Discussion question 3

Esav wept bitterly when he lost the blessing. Why was that not teshuvah?

Answer: Because he was sorry for what he lost, not for what he did. Right after his tears he planned to kill his brother. Real teshuvah means turning around: a new heart that leads to new actions. That is what the first son in Yeshua’s parable did. He did not only feel bad; he went to work.

Tanakh

  • Genesis 27:34: “When Esav heard the words of his father, he cried with a great and exceedingly bitter cry, and said unto his father, ‘Bless me, even me also, O my father.’”
  • Genesis 27:41: “And Esav hated Yaakov because of the blessing with which his father blessed him; and Esav said in his heart, ‘The days of mourning for my father are at hand; then will I slay my brother Yaakov.’”

Brit Hadashah

  • Hebrews 12:17: “For you know how that afterward, when he would have inherited the blessing, he was rejected: for he found no place of repentance, though he sought it carefully with tears.”
  • Luke 3:8: “Bring forth therefore fruits worthy of repentance.”
Prayer

Father in heaven, You have asked me to work in Your vineyard. Forgive me for the times I said “I will” and did not go, and for the times I said “no.” Give me a new heart today, and help me to get up and do Your will, in Yeshua’s name.

Comment: This prayer joins the two halves of teshuvah: admitting what we did and turning to do what is right. David prayed for a clean heart after his great sin, and Hashem does not turn away a broken heart.

Sources

  • Psalm 51:12: “Create in me a clean heart, O God; and renew a right spirit within me.” (51:10 in many English Bibles)
  • Psalm 51:19: “The sacrifices of God are a broken spirit: a broken and a contrite heart, O God, You will not despise.” (51:17 in many English Bibles)
Focus Section 5

Guard Your Birthright

Discussion question 1

What “birthright” has Hashem given Israel?

Answer: Israel is Hashem’s firstborn son. Our birthright is the covenant, the Torah and the blessing of Avraham, passed from Avraham to Yitzḥak to Yaakov. Shaul (Paul) says that Hashem does not take back His gifts and His calling.

Where Benei Avraham stands: people from the nations can share in this blessing. Living as a righteous Gentile (a Noahide or a ger toshav) is an acceptable path, and conversion is not required for salvation. But when it is possible, we encourage Gentiles to take on the whole Torah, convert and join Israel.

Tanakh

  • Exodus 4:22: “Thus says Hashem: Yisrael is My son, My firstborn.”
  • Deuteronomy 30:20: “That you may dwell in the land which Hashem swore unto your fathers, to Avraham, to Yitzḥak, and to Yaakov, to give them.”

Brit Hadashah

  • Romans 11:29: “For the gifts and calling of God are without repentance.”
Discussion question 2

How did Yaakov act when his parents sent him away, and how did Esav act?

Answer: Yaakov obeyed his father and his mother and went where they sent him. Esav noticed that his parents were unhappy with his wives, so he married one more woman from Avraham’s family, but he kept the wives he already had. It was a half step, done to look good, not a real change.

Tanakh

  • Genesis 28:6–9: “When Esav saw that Yitzḥak had blessed Yaakov … and that Yaakov obeyed his father and his mother, and had gone to Paddan-Aram; and Esav saw that the daughters of Kena’an did not please Yitzḥak his father; then Esav went unto Yishma’el, and took, besides the wives that he had, Maḥalat the daughter of Yishma’el, Avraham’s son … to be his wife.”
Discussion question 3

How can we guard our birthright today?

Answer: By choosing it again every day, in what we do. The Torah is not far away; it is in our mouth and in our heart “that you may do it.” Yeshua says that those who love him keep his commandments. Every time we choose to obey instead of grabbing what we want right now, we are choosing the birthright over the stew.

Tanakh

  • Deuteronomy 30:14: “But the word is very near unto you, in your mouth, and in your heart, that you may do it.”
  • Deuteronomy 30:19: “I have set before you life and death, blessing and cursing; therefore choose life, that both you and your seed may live.”

Brit Hadashah

  • John 14:15: “If you love me, keep my commandments.”
Prayer

Hashem, You have given us a precious birthright. Help me never to trade it for something I want right now. Turn me back to You when I wander, and let my hands match my voice.

Comment: This prayer borrows the words of Lamentations, which Jewish people sing when the Torah scroll is returned to the ark: we ask Hashem to turn us back to Him, because we cannot do it alone. Hosea gives us the words to bring.

Sources

  • Lamentations 5:21: “Turn You us unto You, O Hashem, and we shall be turned; renew our days as of old.”
  • Hosea 14:3: “Take with you words, and turn to Hashem.” (14:2 in many English Bibles)

Scripture quotations are our own translation: the King James Version in modern English, with Hebrew verse numbers and Hashem for the Divine Name (LORD), Torah for “the law,” Hebrew names (Moshe, Yoḥanan, Avraham, Shaul), Messiah for “Christ,” and Master for “Lord” when it refers to Yeshua. Abbreviations: m. = Mishnah, b. = Babylonian Talmud, Rambam = Maimonides, Ramban = Nachmanides. Rabbinic sources are given in short translation or paraphrase.

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