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.
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Esther 5:4, Question 3. Why does Esther describe the party as one she made?

  • The Malbim writes that Esther describes the party as one she made in order to parry off any objections to postpone the feast. Since it is made, she intimated, it is ready already.
  • R’ Yehonasan Eibshutz writes that, since this feast will occur on the 15th of Nisan, it is the Yom Tov of Pesach, and the meal is prepared because she had to prepare it before Yom Tov. In contrast, when Esther invites them to the second feast (Esther 5:8), she does not say she made it ready because that meal could be prepared then without the halachic restrictions of Yom Tov.
  • As a hint that this occurred on the 15th of Nisan, the M’nos HaLevi points out that the verse, itself, has 15 words.

Esther 4:17, Question 1. What does Mordechai pass in following Esther’s instructions?

יז וַיַּעֲבֹר מָרְדָּכָי וַיַּעַשׂ כְּכֹל אֲשֶׁרצִוְּתָה עָלָיו אֶסְתֵּר

17. And Mordechai passed and did like all that Esther commanded on him.

  • According to the Talmud (Megillah 15a), after hearing Esther’s response, Mordechai passed over either a river or the passed over (read: transgressed) the obligation to eat on the first night of Passover, since that night fell within the three days in which Esther asked the people to fast.
  • The Me’am Loez writes that the verse is praising Mordechai for “crossed the river,” which implies that he preferred to follow the command himself – without the use of messengers. He, himself, crossed the river to gather the Jews together in prayer, fasting, and repentance.
  • In explaining why Rashi, who usually gives a simpler explanation when available, decided to write the explanation that had to do with transgressing Pesach, the Torah Temimah gives two reasons: one is that the Torah always names an object being crossed when vaya’avor is used in relation to a physical object, and secondly, in actual fact, the fasting did occur through the first night of the Pesach seder.
  • R’ Dovid Feinstein points out that someone can fast on Shabbos to annul a bad dream if that dream is dreamed on that day (Talmud, Shabbos 11a). If so, how much more-so can one fast on Yom Tov to annul a decree, so Mordechai was not transgressing at all.
  • However, according to the opinion that he was, R’ Simcha Bunim of Peshis’cha explains that Mordechai felt his prayers would not be powerful enough to be listened to in the ordinary manner. Transgressing Pesach would get the Accuser, the Satan, involved. Once he gets involved, there would be a Heavenly tribunal. Once there is a trial, Heaven would recognize Mordechai’s good intent, and then would assist Mordechai in defending the Jews.
  • In the first chapter of Tanna D’vei Eliyahu, it says that H-Shem can ignore insults. There, it writes that Esther’s arguing was spoken in an unfit manner, and yet Mordechai let it “pass” from his mind.
  • M’nos HaLevi points out that crossing the river was as easy for Mordechai as jumping over a puddle. It was a small act, but the Torah records it for our benefit, so teach us the lesson of the power even in what may appear as minor, easy mitzvos (see Mishnah, Avos 2:1).

Esther 4:16, Question 5. Why does Esther require three days of fasting?

  • R’ Avigdor Miller points out that fasting for three days is difficult, and accomplished an unprecedented amount of teshuva.
  • The Talmud (Yevamos 121b) uses this verse to inform us that it is difficult, although not miraculous to be without food for that long.
  • The Midrash (Esther Rabbah 8:7) writes that these three days corresponded with the 13th, 14th, and 15th of Nisan, which included the first day of Pesach. When questioned regarding why Pesach should be foregone, Esther pointed out that there would be no Pesach if the Jews were wiped out.
  • The M’nos HaLevi quotes from the Yalkut Shimoni that these three days were the 14th, 15th, and 16th of Nisan. The Ohel Moshe points out that the main difference is whether or not the Jews of Persia had the second Seder.
  • The Maylitz Yosher writes that the Jews were expected to fast on Pesach in order to shock them into realizing the seriousness of their predicament.
  • The M’nos HaLevi writes that the three days correspond to three sins regarding which Esther expects to be guilty: eat non-kosher food, submit herself to Achashverosh, and partial complicity in the death of Hasach.
  • Rabbeinu Bachya writes that H-Shem only challenges tzaddikim for three days. For example, when Avraham went to potentially sacrifice his son, he found Mount Moriah in three days (Bireishis 22:4). Also, when the brothers were taken by Yosef, they were imprisoned for three days (Ibid. 42:18). Furthermore, Yonah remained inside the big fish that swallowed him for three days (Yonah 2:1). R’ Dovid Feinstein writes that the three sections of the Written Law (Torah, Nevi’im, and Kesuvim) were given to three groups of Jews (Kohanim, Levi’im, and Yisroelim) for which they needed to prepare for three days (Shemos 19:11).
  • The Ben Ish Chai writes that the Torah affects us on three different levels: thought, speech, and action. Therefore, Esther was telling Mordechai that the Jews need to prepare these three days to perform honest repentance through thought, speech, and action.
  • The Ginzei HaMelech quotes the Vilna Gaon (on Bireishis 27:13) that when Rivka told the nervous Yaakov to place the blame of his upcoming deception “eilai” (“on me”), this word can be an acronym for Eisav, Lavan, and Yosef. Those may be the greatest of Yaakov’s tests in life, that came along with the blessing he gets from his father.
  • Also, the Ginzei HaMelech points out that these are three different types of people: Eisav represents a glutton; Lavan represents idolatry, and Yosef represents the challenge of intermarriage. These same three issues are the ones for which Jewish existence was threatened in the Purim story. Pri Tzedek quotes from the Zohar on Chukas that the three patriarchs, Avraham, Yitzchak, and Yaakov, represent three characteristics: kindness, awe, and truth. These are the polar opposites of the three characteristics which, according to the Mishnah (Avos 4:21), destroy one’s life: jealousy, lust, and honor. During these three days, then, Esther wanted the Jews to perfect themselves in these three areas.
  • The Ben Ish Chai points out that three days is 72 hours, and this is the gematria of chesed, (“kindness”) (8+60+4=72). Therefore, the Jews were supposed to spend these days evoking H-Shem’s Kindness.
  • R’ Avraham Sutton points out that 72 is also the gematria of H-Shem’s four-letter Name when each letter is spelled out with all the yuds included ([10+6+4]+[5+10]+[6+10+6]+[5+10]=72).

Esther 4:16, Question 4. Why does Esther need to stress “and do not eat” after telling the Jews to fast?

  • Esther needed to stress “and do not eat” after telling the Jews to fast in order to prove, as the Yalkut says, that the decree against the Jews was punishment for their sin of attending Achashverosh’s feast.
  • To explain this, R’ Shlomo Kluger tell a parable about a pauper who stole. He was caught and fined a lot of money. The thief told the court, “The money you are fining me is little to you, but is a lot to me. Perhaps you wouldn’t mind foregoing it…” The judge answered, “The fine we imposing is not for us; it is for you. The fine is meant to teach you a lesson.” Esther is therefore telling the Jews not to eat because it is meant to teach them a lesson.
  • R’ Elisha Gallico tells us “don’t eat” means even at the Seder, since this fast would include the first day of Pesach.

Esther 3:12, Question 1. Why is Haman seemingly in a hurry to write this document?

יב וַיִּקָּרְאוּ סֹפְרֵי הַמֶּלֶךְ בַּחֹדֶשׁ הָרִאשׁוֹן בִּשְׁלוֹשָׁה עָשָׂר יוֹם בּוֹ וַיִּכָּתֵב כְּכָלאֲשֶׁרצִוָּה הָמָן אֶל אֲחַשְׁדַּרְפְּנֵיהַמֶּלֶךְ וְאֶלהַפַּחוֹת אֲשֶׁר ׀ עַלמְדִינָה וּמְדִינָה וְאֶלשָׂרֵי עַם וָעָם מְדִינָה וּמְדִינָה כִּכְתָבָהּ וְעַם וָעָם כִּלְשׁוֹנוֹ בְּשֵׁם הַמֶּלֶךְ אֲחַשְׁוֵרשׁ נִכְתָּב וְנֶחְתָּם בְּטַבַּעַת הַמֶּלֶךְ

12. And the scribes of the king were called in on the first month, on the thirteenth of it. And it was written like all that Haman commanded to the lieutenant governors of the king and to the governors of each state, and to the officials of each nation, each state as was written nation and nation like its language in the name of King Achashverosh did he write and seal with the ring of the king.

  • Especially since the decree was only to go into effect in eleven months, it seems strange for Haman to have been in such a rush to get the document written. According to the Malbim, Haman rushed the letter’s publication so that Achashverosh would not have discovered his true intent – the annihilation of a people.
  • The Chida and R’ Dovid Feinstein write that Haman was in a hurry because of the date, the thirteenth of Nisan. Due to the fact that the first twelve days of Nisan would give the Jews the spiritual merit of the princely gifts (Bamidbar 7:11-83) and the next days of Nisan would give the Jews the merits of the mitzvos of Pesach, this was the most inauspicious day for the Jews. Haman, seemingly a believer and practitioner in prognostication, wanted to publish this letter on a day when its goal would contain the fewest potential spiritual impediments.

Esther 3:7, Question 5. Why does the lot fall on the month of Adar?

  • Maamar Mordechai points out that, when the Jews were in Egypt, the ten plagues occurred for one month each. That being the case, the second to last plague, that of darkness, happened one month before Passover, which would mean it fell in Adar. Haman assumed the darkness was a plague that hurt the Jews since so many of them died then (see Rashi to Shemos 10:22 and 13:18). After all, four fifths of the Jews died in Egypt because they did not believe in their upcoming rescue. H-Shem killed these unfortunates during the plague of darkness to avoid the Egyptians seeing this, and assuming the Jews’ G-d is no longer with them.1 The Jews in Persia, by attending Achashverosh’s party, indicated that they, too, lost faith in their redemption, and this is why the lots falling on Adar so pleased Haman.
  • Adar is also the month when Moshe died. According to the Talmud (Megillah 13b), Haman knew this because it is so written in the end of Devarim (34:8) and can be calculated from the book of Yehoshua. According to our tradition, the seventh of Adar, his date of death, is also his date of birth. Rabbi Mendel Weinbach writes that Haman did not know this because, as opposed to his date of birth, his date of death is only found in the Oral Torah.
  • The Abudraham calculates that Adar 13 would mark the end of the seven-day mourning period (shiva) for Moshe. According to the Maharsha, that seven-day period of mourning continues in some mystical way the merits of the mourned. After that point, the dead only receive merit of others step up to take over their spiritual roles. Interestingly, Rabbi Dovid Feinstein notes that, Moshe having been born on 7 Adar, his bris (circumcision) would have been on 14 Adar, Purim!2

1It bespeaks a certain callousness that the Egyptians seemed not to notice the sudden disappearance of several million people.

2However, since Moshe was born complete and circumcised (Talmud, Sotah 12a), his bris would only require a symbolic pin-prick of blood called “hatafas dam bris” (Shulchan Aruch Yoreh Deah 262:1 and 264:1), and this procedure would not be help on a Shabbos (Shulchan Aruch Yoreh Deah 260:2 and 263:1). Therefore, Moshe’s symbolic bris was held on the following day, Shushan Purim.