Midrash for Lamentations 2:17

“How does the greatly crowded city sit alone? She has become like a widow. Great among the nations, a princess among the states: She has become a vassal” (Lamentations 1:1).
“How [eikha] does…sit [alone].” Three prophesied with the term eikha: Moses, Isaiah, and Jeremiah. Moses said: “How [eikha] can I bear alone…” (Deuteronomy 1:12). Isaiah said: “How [eikha] did [the faithful city] become a harlot?” (Isaiah 1:21). Jeremiah said: “How [eikha] does [the greatly crowded city] sit alone?” Rabbi Levi said: This is analogous to a noblewoman who had three friends. One saw her in her tranquility, one saw her in her debauchery, and one saw her in her disgrace. So, Moses saw them in their glory and their tranquility and said: “How [eikha] can I bear alone your troubles?” Isaiah saw them in their debauchery and said: “How [eikha] did [the faithful city] become a harlot?” Jeremiah saw them in their disgrace and said: “How [eikha] does [the greatly crowded city] sit [alone]?”
They asked ben Azai, saying to him: ‘Our teacher, expound for us one matter from the scroll of Lamentations.’ He said to them: ‘Israel was exiled only after they denied the Unique One of the world, circumcision that was given after twenty generations, the Ten Commandments, the five books of the Torah; the numerical value of eikha.’¹Alef—the Unique One of the world; yod—the Ten Commandments; kaf—twenty generations; heh—five books of Moses.
Rabbi Levi said: Israel was exiled only after they denied the thirty-six instances of karet in the Torah and the Ten Commandments, the numerical value of “how does…sit solitary [eikha yasheva badad]?”²Eikha: Alef -1, yod – 10, kaf – 20, heh – 5 = 36. Badad: Beit – 2, dalet – 4, dalet – 4 = 10.
Rabbi Berekhya [said] in the name of Rabbi Avdimai of Haifa: [This is analogous] to a king who had a son. When he would perform his father’s will, [the king] would clothe him in fine silk, and when he would not perform his will, he would clothe him in the garments of an olive-press worker [badad]. So too Israel, as long as they would perform the will of the Holy One blessed be He, it is written: “I clothed you in embroidery” (Ezekiel 16:10). Rabbi Sima said: Purple garments. Onkelos translated: Embroidered garments. But when they do not perform the will of the Holy One blessed be He, He clothes them in the garments of olive-press workers. That is what is written: “How does…sit solitary [badad]?”
Rav Naḥman said that Shmuel said in the name of Rabbi Yehoshua ben Levi: The Holy One blessed be He summoned the ministering angels and said to them: ‘A flesh and blood king, when a relative of his dies and he mourns, what does he typically do?’ They said to Him: ‘He hangs sackcloth on his entrance.’ He said to them: ‘I, too, will do so.’ That is what is written: “I clothe the heavens in blackness and I place sackcloth as their garment” (Isaiah 50:3). ‘A flesh and blood king, what [else] does he typically do?’ They said to Him: ‘He extinguishes the lamps.’ He said to them: ‘That is what I will do,’ as it is stated: “The sun and the moon darkened and the stars withdrew their shining” (Joel 4:15). ‘A flesh and blood king, what does he typically do?’ ‘He overturns the beds.’ ‘That is what I will do,’ as it is stated: “Until thrones were set in place and the Ancient One sat” (Daniel 7:9), [implying,] as it were, that they had been overturned.³Beds were a general term for anything one would sit on. The fact that the thrones, in this verse, were set in place, implies that previously they had been overturned as a sign of mourning. ‘A flesh and blood king, what does he typically do?’ ‘He walks barefoot.’ ‘That is what I will do,’ as it is stated: “His path is in tempest and in storm, and clouds are the dust of His feet” (Nahum 1:3). ‘A flesh and blood king, what does he typically do?’ ‘He rends his purple garments.’ ‘That is what I will do,’ as it is stated: “The Lord accomplished what He devised; He implemented [bitza] His statement [emrato]” (Lamentations 2:17). Rabbi Yaakov of Kefar Ḥanan explained it: What is bitza emrato? It is that He rent His purple garments.⁴The word rent, or tear, in Aramaic, biza, is similar to bitza. The word emrato is spelled the same as imrato, which in rabbinic parlance means the edge of one’s garment (Matnot Kehuna). ‘A flesh and blood king, what does he typically do?’ ‘He sits in silence.’ ‘That is what I will do,’ as it is stated: “Let him sit alone and be silent” (Lamentations 3:28). ‘A flesh and blood king, what does he typically do?’ ‘He sits and weeps.’ ‘That is what I will do,’ as it is stated: “The Lord, God of hosts, called on that day for weeping and for lamentation and for baldness” (Isaiah 22:12).
Another matter: Eikha, Jeremiah said to them: ‘What did you see in idol worship that you are so enthusiastic to follow it? If it had a mouth to engage in debate, we would have said this.⁵We would have proven the falseness of idolatry and the idols themselves would have had to concur. The word eikha is being interpreted as two words: Ei, ka, “if…this” (Etz Yosef). Instead, we will speak of it and we will speak of Him.’ We will speak of it, “So said the Lord: Do not learn the way of the nations, and from the signs of the heavens do not be frightened, though the nations are frightened by them” (Jeremiah 10:2). We will speak of Him: “Tell them this: The gods who did not make the heavens and the earth shall vanish from the earth and from under these heavens. [He makes the earth with His might]” (Jeremiah 10:11–12). “The Portion of Jacob is not like these, for He is the one who forms everything, and Israel is the tribe of His inheritance, the Lord of hosts is His name” (Jeremiah 10:16).
Rabbi Yehuda and Rabbi Neḥemya, Rabbi Yehuda says: The term eikha is nothing other than an expression of reproof. That is what is written: “How [eikha] can you say: We are wise, and the law of the Lord is with us...”? (Jeremiah 8:8). Rabbi Neḥemya says: The term eikha is nothing other than an expression of lamentation. That is what is written: “The Lord God called to the man, and said to him: Where are you [ayeka]?” (Genesis 3:9), woe are you [oy lekha]. When was the scroll of Lamentations composed? Rabbi Yehuda says: It was composed in the days of Yehoyakim.⁶This was before the destruction of Jerusalem and the Temple. This is consistent with Rabbi Yehuda’s view that the term eikha is a term of reproof. In his view, Lamentations, or Eikha, was composed as a warning before the destruction. Rabbi Neḥemya said to him: ‘Does one weep over the dead before he dies? Rather, when was it composed? After the destruction of the Temple. This is its solution: “How [eikha] does…sit solitary?”’⁷This phrase implies that Jerusalem was already desolate.

[partial transl.] - [regarding II Sam. 23:1] [regarding II Sam. 23:1] "The utterance of is David the son of Ishai, and he utterance of the person who stands" on the mountains of learning, who accepted upon themselves the yoke of Torah and the yoke of mitzvot. What is your payment in front of Me? That you will be called 'the anointed of the God of Yaakov, and the sweet singer of Israel'. Happy is the person who sets themselves as an ox to the yoke, and as a donkey to the burden, and sits and meditates every day in Torah, always, immediately the Spirit of God rests on them, and the their Torah gets inside them, as it is written "Ho, everyone who thirsts, come for water" (Isaiah 55:1), and any mention of water really means Torah. How so? Explanation: a person reads Torah, prophets, writings, Mishnah, Halakhot, Agadot, and Midrash; and spends much time sitting, and little time in business, immediately the spirit of God is within that person, and His message are in that person's tongue, as it is written "The spirit of Ad-nai has spoken through me, His message is on my tongue" (II Sam 23:2). Happy is the person that plays with the words of the Torah and sits and chews on them like an animal that chews the cud on the field. ...

“The Lord accomplished what He devised: He implemented His statement that He commanded from the days of old; He destroyed and had no compassion. He caused the enemy to rejoice over you, raised the horn of your antagonists” (Lamentations 2:17).
“Their heart cried to the Lord: Wall of the daughter of Zion, let tears fall like a stream, day and night; do not give yourself respite, let the apple of your eye not cease” (Lamentations 2:18).
“The Lord accomplished what He devised.” Rabbi Ahava son of Rabbi Ze’eira said: From the moment that the Holy One blessed be He said: “If despite this you do not heed Me…I, too, will walk with you casually” (Leviticus 26:18, 24), did He, Heaven forbid, do so? Rather, “the Lord accomplished [what He devised: He implemented [bitza] His statement that He commanded from the days of old].” He compromised.¹²¹The term bitzua also means compromise. Rabbi Yaakov of Kefar Ḥanan said: He rent [beza] His raiment.
“He caused the enemy to rejoice over you.” Rabbi Aḥa said: In good times, He rejoiced with them, as it is written: “For the Lord will return to rejoice over you for good, as He rejoiced over your fathers” (Deuteronomy 30:9). But in bad times, He causes others to rejoice. That is what is written: “He caused the enemy to rejoice over you, raised the horn of your antagonists.” In that regard it is said: “Their heart cried to the Lord: Wall of the daughter of Zion, [let tears] fall…”¹²²God caused the enemies to rejoice but He did not rejoice with them.

Another interpretation: "See I" (Deuteronomy 11:26). I who have chosen goodness, see how different I am from the whole world, such that the creatures should not say, "When Moshe came to bless us, he blessed us a little, but when he came to curse us, he cursed us a lot." How is this? The curses in [Leviticus] were one less than thirty verses, whereas the blessing were [only] eleven. Rabbi Shmuel said, "The one who looks at them finds that the blessing are more than the curses. How is this? With the blessings, it opens with [the first letter of the alphabet,] alef [of] 'Eem bechukotai telechu' (Leviticus 26:3), and it ends with [the last letter,] tav, [of] 'veolech eetchem kommemiut' (Leviticus 26:13), as the blessings come to you from alef to tav. But the curses open with [the letter,] vav [of] 'Ve'em lo tishmaau' (Leviticus 26:14), and ends with [the letter,] hay [of] 'beyad Moshe' (Leviticus 26:46), and between vav and hay, there is nothing (as they are adjacent in the alphabet)." Rabbi Levi said, "There is a [relevant] parable about a king that had a son. He brought him into his palace and showed a kitchen full of good things, and he showed him a palace full of swords. The son said to his father, 'For whom is this kitchen?' [The father] said, 'For the one who praises me.' [The son continued asking,] 'And for whom are the swords?' [The father answered,] 'For the one that rebels against me.' So [too,] the Holy One, blessed be He, shows them blessings and curses, and they see that the blessings are few and the curses are many." Another interpretation: The Holy One, blessed be He, said to them, "If you do My will - even though the the blessings are few - I will increase them for you, and I will not bring the curses upon you. There is a [relevant] parable about a king who took on a servant with a contract. And he wrote in the contract, "If you do my will and serve me as is fit, I will give you food, drink and clothing like the rest of my servants. But if you do not do my will, I will not give you food and I will not give you drink, but I will rather put you in shackles and put you in prison." [So] the servant entered [into the contract] and did his will more than he stipulated. What did the servant do [afterwards]? He stopped doing the will of his master. His master said to him, "I stipulated with you that I would shackle you and kill you. By your life, I will make a compromise with you." So is it with Israel. The Holy One, blessed be He, wrote about them (Leviticus 26:3), "If you walk in my statutes," I will bring you these blessings. But if not, I will bring the curses upon you, as it is stated (I Kings 8:56), "Not one thing of all of His good word shall fail." And when Israel sinned in the days of Yirmiyahu, the Holy One, blessed be He, said, "I stipulated with you that I would bring the curses upon you. [But] I know that you do not have the ability to withstand them. Rather I will make a compromise with you." Rabbi Abba said that Rabbi Yirmiyah said, "'The Lord has done what He purposed, He has carried out His word' (Lamentations 2:17). 'He has carried out,' He has made a compromise with them." Hence it is written (Deuteronomy 11:26), "See I, etc." The Holy One, blessed be He, said to them, "In this world I have ordered in front of you blessings and curses, the good and the bad. But in the world to come, I will remove the curses and the bad from you and I will bless you. And all who shall see you shall say that you are a blessed people, as stated (Isaiah 61:9), 'Their offspring shall be known among the nations, their descendants in the midst of the peoples; all who see them shall recognize that they are a stock the Lord has blessed.'"

Bar Kaparah opened: And the Lord God of Hosts called [read midrashically as the Lord God called to the Hosts] on that day for crying and mourning and baring of the head, and wearing sackcloth. (Isaiah 22:12). The Holy One, Blessed be He, said to the ministering angels: A human king who mourns, what does he do? They said to him, he hangs sackcloth on his entrance. He said to them, I too will do this: “I clothe the skies in darkness [and make sackcloth their covering]” (Isaiah 50:3). And he asked them further: A human king who mourns, what does he do? They said to him, he covers the torches. He said to them, I too will do this: “The sun and moon are darkened and the stars withdraw their shining” (Joel 4: 15). And he asked them further: A human king who mourns, what does he do? They said to him, he goes barefoot. He said to them, I too will do this: “The Lord’s way is in whirlwind and storm and the clouds are the dust on his feet” (Nahum 1:3). And he further asked them: A human king who mourns, what does he do? They said to him, he sits and is silent. He said to them, I too will do this: “He sits alone and is silent for he has imposed it” (Lamentations 3:28). And he further asked them: A human king who mourns, what does he do? They said to him, he overturns the couches. He said to them, I too will do this: “I watched as thrones were set in place” (Daniel 7:9). And he further asked them: A human king who mourns, what does he do? They said to him, he rends his garments. He said to them, I too will do this: “The Lord has done as he intended; he has fulfilled his word” (batzah emrato) (Lamentations 2:17). What does “he has fulfilled his word” mean? Rabbi Ya’akov of Kefar Hanan said, he rends (mevazei’a) his garment. And he further asked them: A human king who mourns, what does he do? They said to him, he sits and wails. He said to them, I too will do this: “How does it sit desolate?!” (Lamentations 1:1).