Esther 8:5, Question 1. Why does Esther use so many conditions?

ה וַתֹּאמֶר אִםעַלהַמֶּלֶךְ טוֹב וְאִםמָצָאתִי חֵן לְפָנָיו וְכָשֵׁר הַדָּבָר לִפְנֵי הַמֶּלֶךְ וְטוֹבָה אֲנִי בְּעֵינָיו יִכָּתֵב לְהָשִׁיב אֶתהַסְּפָרִים מַֽחֲשֶׁבֶת הָמָן בֶּן הַמְּדָתָא הָאֲגָגִי אֲשֶׁר כָּתַב לְאַבֵּד אֶתהַיְּהוּדִים אֲשֶׁר בְּכָלמְדִינוֹת הַמֶּלֶךְ

5. And she said, “If it is good for the king, and if I found favor before him, and the thing is proper before the king, and I am good in your eyes, have written to return the writings thought up by Haman son of Hemdasa the Aggagite that he wrote to destroy the Yehudim who are in all of the states of the king.

  • It is important to recall that Esther’s attempt to convince Achashverosh to rescind the decree is expected to be an uphill battle. After all, It is a decree with which he agrees, and the Talmud (Megillah 14a) considers that, like a landowner with too much dirt, he would have actually instigated the genocide of all the Jews himself had it not been for Haman approaching him first.
  • The Vilna Gaon sees in Esther’s use of this many conditions three major methods to motivate somebody: the message must be pleasing to the hearer, the speaker must be likable, and the idea itself must be sensible.
  • He continues that, including the fourth condition in the next verse (Esther 8:6), these four qualifiers relate to the four letters of H-Shem’s Name. In addition to this, the verse also uses the word melech (“king”) twice, indicating that Esther was pleading before the earthly king and Heavenly King simultaneously.
  • The Ben Ish Chai writes that there are four conditions to change Achashverosh’s perspective because four is the number for changing something. This is why the Torah has four levels: pshat (“simple”), remez (“allusion”), drash (“homelies”), sod (“secret”). The Torah itself was received in 40 (4×10) days. Similarly, Noach’s Flood lasted 40 days. Also, the Jews required 40 years in the desert to be prepared to enter Eretz Yisroel. To be defined as sinful, the Rambam (Mishneh Torah, Hilchos Teshuva 3:5) writes that a congregation has to sin four times. Furthermore, a human fetus requires 40 days to develop to the point of having a gender, among other things. All of these are acts of change and development.
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Esther 7:10, Question 2. Why does the verse emphasize that Haman prepared the gallows on which he dies?

  • According to the Ben Ish Chai, the verse emphasizes that Haman prepared the gallows on which he dies because if the wood of the gallows was made from the beams of the Beis HaMikdash, and the Halacha as brought down by the Rambam (Mishneh Torah, Hilchos Shegagos 9:1) would not allow Mordechai to make use of it. However, since the wood of this beam has already been used by Haman, this removed its sanctity, making it usable to kill him.
  • According to the Ora V’Simcha the gematria of ha’eitz (“the tree”) (5+70+90=165) is the same as Haman (5+40+50=95) + 70. Seventy are the number of days Haman was in power. According to the Chida, seventy is also the number of verses between Haman’s rise to power (Esther 3:1) until his downfall (Esther 7:10). Finally, seventy is also the gematria of yayin (“wine”) (10+10+50=70). The very wine with which Haman intended to seduce the Jews of Persia to sap them of their spiritual power is what led to his undoing. This may be yet another reason for the Talmudic custom (Megillah 7b) to drink an unusually large amount of wine on Purim.
  • R’ Yechezkiel Levenstein writes that many people recognize that their suffering comes from their own sins, but they do not realize that the sin, itself, creates the punishment.

Esther 7:7, Question 3. Why does Haman approach Esther?

  • According to Megillas Sefer, Haman was saying to Esther that if she forgives him, Achashverosh will, too.
  • The Vilna Gaon writes that Haman tried to tell Esther that he didn’t know that the Jews were her people.
  • The Meshech Chochmo writes that Haman realized that the invitations came from Esther, so she is the one with the most power.
  • According to the Ben Ish Chai, Haman tried to convince Esther that he put her in this position of power by getting rid of Vashti, so she owed him a favor. The Malbim posits that perhaps Haman would not have approached her under any normal conditions, but she was the only one left, so he tried his alternative (Plan B) excuses on her. Seeing that she is a woman, and particularly a Jewish woman, he was hoping she would show Haman mercy.
  • The Sfas Emes writes that Esther fought the urge to be merciful, unlike Shaul with Agag. She accomplished this by having been exposed to Haman. In this way, she emotionally hated what she was intellectually commanded to hate. Similarly, first the verse (Devarim 25:17) commands us to remember Amalek, and only then (Devarim 25:19) to destroy it. First, one is required to have the emotion, and then to perform the act.
  • The Sfas Emes points out that, on a spiritual level, this act of Esther’s was a tikkun (“repair”) for Shaul’s error of allowing Agag to live. The Zer Zahav adds that Haman’s begging was a great test for Esther’s sense of improperly placed mercy. After all, the Rambam (Mishneh Torah, Hilchos Teshuva 2:1) writes that the ideal way to demonstrate complete repentance is to be faced with the same challenge, and to nevertheless overcome it, and this was almost a direct parallel to the story of Shaul and Agag.

Esther 6:11, Question 1. Why does the verse repeat the details of Haman’s actions?

יא וַיִּקַּח הָמָן אֶתהַלְּבוּשׁ וְאֶתהַסּוּס וַיַּלְבֵּשׁ אֶתמָרְדֳּכָי וַיַּרְכִּיבֵהוּ בִּרְחוֹב הָעִיר וַיִּקְרָא לְפָנָיו כָּכָה יֵעָשֶׂה לָאִישׁ אֲשֶׁר הַמֶּלֶךְ חָפֵץ בִּיקָרוֹ

11. And Haman took the clothing and the horse, and dressed Mordechai. And he rode him in the street of the city. And he called before him, “So will be done to the man for whom the king desires his glory.”

  • Perhaps the verse’s repetitious detailing of Haman’s actions alludes to more information about the story, as both the Talmud (Megillah 16a) and Midrash (Esther Rabba 10:4) detail in their own ways.
  • According to both sources, when Haman took the clothing and the horse to Mordechai, he found the sage teaching the laws of kemitza, the three fingersful amount of barley flour the kohanim would gather for the Temple offerings (Vayikra 2:2 and elsewhere). Rashi explains that Mordechai was discussing this topic specifically because it was the 16th of the month of Nissan, the beginning of the cycle of omer offerings.
  • According to the Ginzei HaMelech, they were specifically learning about the Omer in order to earn the merit to return to Eretz Yisroel in order to properly fulfill that mitzvah.
  • When Mordechai sees Haman coming, Mordechai warns his students to run away, but his students refuse. The Midrash has them respond that their fate should be the same as their rebbe’s. Mordechai wraps himself in a tallis, and begins to pray. While sitting and waiting for Mordechai to finish, Hamans asks the students what they are learning. They cry to him about missing the Beis HaMikdash, and explain that we would have had the kemitza of the mincha offerings to atone for us. Haman responds that this little three fingersful amount of flour pushed off the power of 10,000 loaves of silver.
  • A slight variant in the Midrash is that Haman is surprised that the worth of barley needed for kemitza was so little.
  • When Mordechai concludes praying, he tells Haman, “Wicked one! A slave who acquires something, does not his master own it?” In other words, since Mordechai was his master, the 10,000 loaves of silver Haman had offered Achashverosh for permission to destroy the Jews (Esther 3:9) did not even belong to Haman to give away.
  • Haman tells Mordechai to get up and get dressed and ride on the king’s horse. Mordechai tells him he must first have a haircut and bath before wearing the king’s crown. Since Esther had made a rule that all the barbershops and bathhouses were to be closed that day, Haman had to bathe Mordechai himself, and got scissors from his house to cut Mordechai’s hair.
  • According to the opinion that this was not the second day of Yom Tov, the Maharitz Chiyas writes that the Talmud (Moed Katan 13b) and Halacha (Shulchan Aruch Orach Chaim 531:4) allow a person to take a haircut on Chol HaMoed (if this was not, indeed, the second day of Yom Tov) if it was impossible to get earlier, as for a prisoner released on Chol HaMoed.
  • Furthermore, the Derash Avraham writes that Mordechai could take a haircut and bath even on Yom Tov in order to save lives.
  • The Vilna Gaon asks how Esther could risk so much in having the bathhouses and barbershops closed. After all, she could not have had enough advanced notice to know this event would occur. Furthermore, Esther risked giving up the guarded secret of her Jewish background.
  • R’ Yehonason Eibshutz answers that this was the second day of Yom Tov, so Esther calling Jewish barbers to stay home for Halachic reasons (Shulchan Aruch Orach Chaim 495:2). Esther felt she needed to strengthen this Rabbinic law because the Persian Jews were generally reluctant to follow Rabbinic decrees.
  • While cutting the hair, Haman was groaning. Mordechai asked, “Why are you groaning?” Haman responded that someone like himself, who is so important to the king, should not be degraded into the post of barber. Mordechai told him, “Wicked one! Were you not a barber in Kartzum for 22 years?”
  • The Beirach Yitzchak asks about the significance of the length of time. He answers that the Rambam (Mishneh Torah, Hilchos Melachim 1:6), in his list of people disqualified from royalty, includes a barber. In his commentary on the Mishneh Torah, Rav Yosef Karo in Kesef Mishnah explains that barbers in bygone days were responsible for administrating numerous medical treatments, many of which were repulsive and unseemly (http://www.history.com/news/history-lists/7-unusual-ancient-medical-techniques).
  • The Kesef Mishnah further limits this restriction to barbers who do this as a profession, not just a hobby or as a favor for someone. Therefore, answers the Beirach Yitzchak, Haman’s being a barber for such a long time indicates that it was his profession, and he could not weasel out of the fact that he was not fit for the royalty to which he aspired.
  • Furthermore, adds the Ginzei HaMelech, Mordechai was telling Haman that, had he remained contentedly a barber in Kartzum, his life would continue in relative peace. However, now that he had been elevated and become corrupted by power, Haman’s life would end tragically. When it was time to get on the horse, Mordechai was too weak from fasting, and had to climb on Haman’s back to alight on the horse.
  • Since the fast was supposed to last for three days (Esther 4:16), the Chiddushei Rashash writes that Mordechai was still fasting on this, the fourth day, because he added an extra private day of fasting for himself. The reason may be that he felt responsible for the Jews’ plight since he instigated Haman’s hatred by not bowing to him (Esther 3:5).
  • Given the opportunity, Mordechai kicked Haman in the posterior. Haman complained that it says in the TaNaCh (Mishlei 24:17) that one should not rejoice over the downfall of one’s enemies. Mordechai responded that this is true regarding Jews. However, regarding gentiles, the Torah (Devarim 33:29) writes that we can rejoice. Ginzei HaMelech wonders why it seems from this story that Mordechai and Esther appear to be working together to increase Haman’s humiliation. The answer could be, as the Ramban (to Bireishis 12:6) writes, some physical action is always necessary for us to fulfill a Divine decree. Therefore, Esther and Mordechai are performing physical actions to acquire something from the spiritual events then occurring.
  • Then, Haman begins to lead Mordechai on a horse through the streets of Shushan. An earlier Midrash (Esther Rabbah 7:7) points out that all of Rachel’s descendants are equal; just like Yosef rode in Pharoah’s second chariot through the streets of Mitzrayim (Bireishis 41:43), so too Mordechai.
  • The Midrash (Esther Rabba 10:5) details what everyone was saying during this procession. Mordechai was saying the verses (Tehillim 30:1-4) which praise H-Shem for elevating him, and not allowing his enemy to defeat him. Mordechai’s students were singing the next verses (ibid. 5-6), praising H-Shem for the change in the course of history that He controls for the sake of His righteous followers. Haman was saying the next verses (ibid. 7-8) bemoaning his fall from power. Esther said the next verses (ibid. 9-10) praying for success in her mission to save the Jews. The rest of the Jewish people were saying the next verses (ibid. 11-12), celebrating the changing tide from fear to jubilation.
  • 27,000 young men led this procession, carrying pillows and golden cups and repeating Haman’s words that this is the reward for the man whom the king wishes to honor. The M’nos HaLevi explains that the purpose of these 27,000 young men was to continue this message after Haman’s voice inevitably gave out after a while.
  • Haman’s daughter, who was on a rooftop, dumped her chamber-pot upon her father, thinking he was Mordechai.
  • According to R’ Mendel Weinbach, the reason she had a chamber pot with her on the roof is that Haman had engineered Vashti’s end and the ensuing beauty contest with the goal of having the king marry his daughter. To avoid her becoming the queen, H-Shem cursed her with chronic diarrhea, so she hid from people on roof tops, always with her chamber pot. As Haman looked up to see who had done that, his daughter became ashamed, and she jumped off the roof.
  • The Ben Ish Chai writes that she did not recognize her own father was due to his voice becoming hoarse.
  • The Einei Yitzchak writes that another reason she may not have recognized her father is that Haman may have switched clothes with Mordechai in order to make sack-clothed Mordechai more presentable, and to ironically lessen his own embarrassment.

Esther 6:4, Question 3. Why does the verse mention that the gallows were prepared “for him?”

Gallows

  • Besides stressing that the verse mention that the gallows were prepared “for him,” R’ Shlomo Kluger in Ma’amar Mordechai points out that in order to be consistent with Zeresh’s advice earlier (Esther 5:14), the verse should have written “asher asa lo” (“that he made for him”) instead of “asher heichin lo” (“that he prepared for him”).
  • The Talmud (Megillah 16a) explains that the gallows Haman had built were prepared in the ironic sense that they would unintentionally be used for his own hanging.
  • The Vilna Gaon explains that, as opposed to something whose purpose changes, the gallows were never meant for Mordechai at all, and were always for Haman. Some things historically had an intended purpose, and were then appropriated for some other use. T.N.T., for instance, was meant to be used solely for construction. Its being adopted for use in war so traumatized its inventor, Alfred Nobel, that he developed the Nobel Peace Prize for those who allegedly bring peace to the world. These gallows, by contrast, from their inception, were always intended for Haman’s downfall.
  • R’ Dovid Feinstein explains that the gallows had to be a perfect fit for Haman, since he and his sons all fit on the same gallows (see Targum Sheini to Esther 9:14). See attached chart.
  • According to the opinion that the gallows were made from the beams of the Beis HaMikdash, the Ben Ish Chai asks how Mordechai could have the right to use them as he will when he hangs Haman (Esther 7:10) since he would thereby desecrate these holy objects (Pirkei D’Rebbe Eliezer 50). However, answers the Ben Ish Chai, Haman’s using the beams first took away their sanctity, preparing the beams for use in his own death.
  • Using Newtonian physics, the Maharal points out that if an object that is thrown at a wall drops straight down upon impact, this shows the amount of force applied by the thrower. However, if the object bounces back upon impact, this means the thrower applied more force, and it was only the wall’s strength that kept the object from its intended place. Similarly, in yet another example of mida kineged mida, what happened to Haman (and his sons) reflects the vehemence with which they planned to dispatch Mordechai.
  • According to R’ Yehonason Eibshutz in Yaaros Dvash, Haman intended hang a completely different “him” – the king. After all, Haman had planned a conspiracy to take over the monarchy.
  • On a Halachic point, the Chasam Sofer notes that hachana (“preparation”) usually implies in the legal world preparing for the next days. In this case, where Haman prepared the gallows earlier that morning, why is this hachana for the same say? He answers that hachana for gentiles does not need to be for the next days since the Talmud describes them as “holech achar hayom,” that they follow a solar schedule, controlled by the sun.
  • The Belzer Rebbe adds that Halacha recognizes the need for mitzvos to have hachana; this is not true for sins. For example, consider how much planning you needed to put into learning right now, versus how much planning you would have needed to waste your time in front of a tv or computer screen, instead. Therefore, the gallows must have been for Haman since killing out the nation of Amalek is a mitzvah (Rambam, Mishneh Torah, Hilchos Melachim 6:4).

Esther 6:1, Question 1. Why does the verse stress that this happened “that night?”

א בַּלַּיְלָה הַהוּא נָדְדָה שְׁנַת הַמֶּלֶךְ וַיֹּאמֶר לְהָבִיא אֶתסֵפֶר הַזִּכְרֹנוֹת דִּבְרֵי הַיָּמִים וַיִּהְיוּ נִקְרָאִים לִפְנֵי הַמֶּלֶךְ

1. On that night, the sleep of the king was shaken. And he said to bring the book of records, the chronicles. And they were read before the king.

  • According to M’nos HaLevi, there was a miracle that occurred that night. After all the king, had just enjoyed food and drink at Esther’s feast, and he nevertheless strangely had trouble sleeping.
  • Yalkut Shimoni (1057) writes that many people had trouble sleeping that same night: Esther was up preparing the next meal, Haman was up building the gallows, and Mordechai was up learning with children.
  • Chiddushei HaRim notes that Esther was preparing the second meal instead of her servants because that second meal was to be the second seder, and her servants did not know how to prepare that.
  • The Talmud Yerushalmi writes that the verse’s use of the word “halayla,” (“the night”) alludes to the fact that this was the anniversary of the night on which Sarah was abducted by Avimelech (Bireishis 20:2-3), which the Torah describes also using the word, “halayla.” It also alludes to the idea that this was the same historic date on which H-Shem killed all of the firstborn of Egypt, since the verse that describes this (Shemos 21:29) also utilizes the word “halayla.” This was also the very night on which all the Jews – old and young – gathered together to repent.
  • R’ Dovid Feinstein writes that this was specifically the second night of Pesach because the very reason behind our celebrating the second day of Pesach as a Holy Day in the diaspora is due to our being in exile. Similarly, the situation in which Esther found herself was a function of exile, as well.
  • In his commentary on Megillas Esther, Rambam writes (in an uncharacteristic mystical fashion) that this particular night was the night anger was turned into mercy.

Esther 4:16, Question 3. Why and how are the Jews expected to fast for Esther specifically?

  • The M’nos HaLevi writes that the reason Esther wanted the Jews to fast for her is, as it says in the Talmud (Baba Kama 92a), when we pray for someone else to have rachamim (“pity”), we earn rachamim, too.
  • R’ Dovid Chadida points out that Esther is really the only person in danger now. The Jews, after all, are only threatened in a year from this point. To answer why Esther wants the people to fast specifically for her, he quotes the Rambam’s commentary on the Mishna (Taanis 1:5) that a city can only establish a fast day for itself for one day. This only applies when it is a city in danger. However, when we pray for one person, the fast can last for multiple days.
  • The Me’am Loez brings another Mishnah (Taanis 2:1) that fasting alone is meaningless; the point is to pray, cry ,and perform teshuva (“repentance”).
  • Esther’s emphasis on fasting is to help the Jews realize that attending Achashverosh’s feast was the act for which they were to repent. Assuming she did not attend the feast, then, Ginzei HaMelech asks why Esther has to fast. He suggests the Jews went to the party because, on some level, they had a lack of faith in their relationship with H-Shem, thinking they were unworthy of His love and concern. According to the Ginzei HaMelech, Esther has been displaying a similar lack of faith in herself.
  • Incidentally, the Ben Ish Chai writes that she asked the Jews to fast eilai, for her, which can be spelled ayin (seventy) lee (“for me”), meaning that she, herself would only fast for seventy hours, which will be explained later, G-d Willing.