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 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 2:10, Question 1. Why does Esther not reveal this information?

י לֹאהִגִּידָה אֶסְתֵּר אֶתעַמָּהּ וְאֶתמוֹלַדְתָּהּ כִּי מָרְדֳּכַי צִוָּה עָלֶיהָ אֲשֶׁר לֹאתַגִּיד

10. And Esther did not reveal her nation and her lineage because Mordechai commanded her not to reveal.

  • Rashi gives two reasons for Esther to not reveal her lineage. First, if she were to reveal that she was Jewish, she would be dismissed from the contest since Jews were then seen as the lowest of the low. On the other hand, her lineage was from King Shaul, and Achashverosh might prize that information, reveling in the fact that he’s marrying Jewish royalty. Either she will get dismissed and lose the opportunity to do this important deed for her people, or she will have to sacrifice her holiness in being chosen by the king.
  • Malbim writes that this verse demonstrates that Esther resisted being swayed by the luxuries and creature comforts afforded her by Heigai (see previous verse).
  • The Binyan Ariel points out that the reason Vashti was removed to begin with is that Achashverosh wanted to show off the beauty of her nation to the dignitaries at his party to prove that women of her nation were the most beautiful. If Achashverosh does not know Esther’s nationality, he would not do the same with her. If he were to have attempted this, Esther would have refused, leading to another dead queen.
  • A Purim-Torah suggestion regarding the actual word “higida” (“related”): Perhaps this word is used because, as we shall see with H-Shem’s Help when we get to 4:16, Esther and Mordechai annulled Pesach in the year of the Purim miracle (Talmud, Megillah 15a), and there was therefore no Pesach Seder with its accompanying Haggadah. Thus, “lo higida Esther” may be interpreted as “Esther annulled the Haggada.”