The Gemara asks: And did Nebuchadnezzar ascend to Jerusalem? But isn’t it written with regard to Zedekiah: “And they took the king, and brought him up to the king of Babylonia, to Riblah” (II Kings 25:6), and Rabbi Abbahu says: This place called Riblah is a reference to Antioch. Apparently, Nebuchadnezzar was in Antioch, not in Jerusalem. Rav Ḥisda and Rav Yitzḥak bar Avudimi resolved this apparent contradiction. One says: An image of Nebuchadnezzar’s likeness was engraved on Nebuzaradan’s chariot, and he regarded that image as though Nebuchadnezzar were actually there. And one says: Nebuzaradan was in extreme fear of Nebuchadnezzar, and it was as though Nebuzaradan was always standing before Nebuchadnezzar. That is an example of the honor of a servant to his master mentioned in the verse.

§ The Gemara proceeds to discuss the role of Nebuzaradan in the destruction of the Temple. Rava says: Nebuchadnezzar sent to Nebuzaradan three hundred mules laden with iron axes that cut iron. All of them were incapacitated in the attempt to breach one gate of Jerusalem, as it is stated: “And now they pound its carved work together with hatchet and with hammers” (Psalms 74:6). Nebuzaradan sought to return to Babylonia and said: I am afraid. I want to ensure that they will not do to me just as they did to Sennacherib, whose downfall was in Jerusalem.

A Divine Voice emerged and said: Leaper, son of a leaper; Nebuzaradan, take the leap, as the time has arrived for the Temple to be destroyed and the Sanctuary to burn. One ax remained for him to use. He went and struck the gate with the dull end of the ax and it opened, as it is stated: “He became known as the wielder of axes upward in a thicket of trees” (Psalms 74:5). At the appropriate time the gate was breached as though the ax were cutting trees.

He was proceeding and killing until he reached the Sanctuary. When he reached the Sanctuary, he ignited a fire in it. The Sanctuary rose, seeking to enter Heaven so that it would not burn. They trod upon it from Heaven and returned it to its place, as it is stated: “The Lord has trodden the virgin, the daughter of Judah, as in a winepress” (Lamentations 1:15). Nebuzaradan became haughty, taking pride in his conquest. A Divine Voice emerged and said to him: Your haughtiness is unwarranted, as you killed a nation that was already dead, you burned a Sanctuary that was already burned, and you ground flour that was already ground, as it is stated with regard to Babylonia: “Take millstones and grind flour; uncover your locks, tuck up the train, uncover the leg, pass over rivers” (Isaiah 47:2). It was not stated: Grind wheat, but “grind flour,” indicating that all the destruction had already been wrought by God, and the role played by the enemy was insignificant.

When he reached the Sanctuary, he saw the blood of Zechariah the priest boiling. It had not calmed since he was killed in the Temple (see II Chronicles 24:20–22). Nebuzaradan said to the priests there: What is this? They said to him: It is the blood of offerings that was spilled. Nebuzaradan said to them: Bring animals and I will test to determine if the blood of the animals is similar to the blood that is boiling. He slaughtered the animals and their blood was not similar to the boiling blood. Nebuzaradan said to the priests: Reveal the source of that blood to me, and if not I will comb your flesh with an iron comb.

The priests said to Nebuzaradan: This blood is the blood of a priest and a prophet who prophesied for the Jewish people with regard to the destruction of Jerusalem and whom they killed. He said to the priests: I will pacify the blood so the boiling will stop. He brought the Sages and killed them over the blood and its boiling did not cease. He brought schoolchildren and killed them over the blood and its boiling did not cease. He brought young priests and killed them over the blood and its boiling did not cease. He continued killing until he killed 940,000 people over the blood, and its boiling did not cease.

Nebuzaradan approached the blood and said: Zechariah, Zechariah, the worthy among them I killed on your behalf. Is it satisfactory for you that I kill them all? Immediately the boiling ceased. Nebuzaradan contemplated repentance. He said: If they, who caused only one person to perish, gained atonement only after all this killing, then with regard to that man, referring to himself, what will be required for him to gain atonement? He deserted his army and dispatched a last will to his house and converted.

The Sages taught in a baraita: Naaman the Aramean (see II Kings, chapter 5) was a ger toshav, meaning that he accepted upon himself to refrain from idol worship but did not convert to Judaism. Nebuzaradan was a completely righteous convert. Among the descendants of Sisera (see Judges, chapter 4) were those who studied Torah in Jerusalem. Among the descendants of Sennacherib were those who taught Torah in public. The Gemara asks: And who are they? The Gemara answers: They were Shemaya and Avtalyon.

The baraita continues: Among the descendants of Haman were those who studied Torah in Bnei Brak. And even among the descendants of that wicked person, Nebuchadnezzar, were those whom the Holy One, Blessed be He, sought to bring beneath the wings of the Divine Presence and have them convert. The ministering angels said before the Holy One, Blessed be He: Master of the Universe: The one who destroyed Your House and burned Your Sanctuary, will You introduce him beneath the wings of the Divine Presence? The Gemara explains: That is the meaning of that which is written: “We have healed Babylonia, but she is not healed” (Jeremiah 51:9). Ulla says: This verse is a reference to Nebuchadnezzar, none of whose children converted. Rabbi Shmuel bar Naḥmani says: This is not a reference to a person; rather, these are the rivers of Babylonia, and interpret it as referring to the bitter saltwater rivers of Babylonia.

§ On a related note, the Gemara describes the events that led to the destruction of the Temple. Ulla says: Ammon and Moab were bad neighbors of Jerusalem. Once they heard the prophets who prophesied about the destruction of the Jerusalem, they sent to Nebuchadnezzar: Emerge from your dwelling place and come conquer them. Nebuchadnezzar said to them: I am afraid. I want to ensure that they will not do to me just as they did to my predecessors.

Ammon and Moab sent to him that it is written: “For the ish is not at home; he is gone on a long journey” (Proverbs 7:19), and ish is referring to no one but the Holy One, Blessed be He, as it is stated: “The Lord is an ish of war” (Exodus 15:3). Nebuchadnezzar sent to them is response: He is in a nearby location, and He will come. They sent to Nebuchadnezzar: “He has gone on a journey from afar” (Proverbs 7:19). Nebuchadnezzar said to them: They have righteous among them who will pray for mercy and bring Him to return.

Ammon and Moab sent to Nebuchadnezzar: “He has taken a bundle of kesef with him” (Proverbs 7:20), and kesef is referring to nothing other than the righteous, as it is stated: “So I bought her to me for fifteen pieces of kesef and for a kor of barley and a half-kor of barley” (Hosea 3:2). The inference is that God acquired the congregation of Israel due to the presence of righteous people among them, and Ammon and Moab sent a message to Nebuchadnezzar that God had already taken the righteous and they no longer offered protection.

Nebuchadnezzar sent to them: Perhaps the wicked will repent and become righteous and they will pray for mercy and they will bring Him to return. Ammon and Moab sent to Nebuchadnezzar: God already designated the time of their redemption, as it is stated: “On the day of the keseh, He will come home” (Proverbs 7:20), and keseh is referring to nothing other than a designated time, as it is stated: “Sound a shofar at the New Moon, at the keseh on the day of our feast” (Psalms 81:4). Since there is a time designated for redemption, until then you can do as you please. Nebuchadnezzar sent to them: It is winter now and I cannot come and conquer Jerusalem due to the snow and the rain.

Ammon and Moab sent to him: Come on the peaks of mountains, where the rain does not pool, as it is stated: “Send the lamb to the ruler of the land from the peaks of the wilderness to the mount of the daughter of Zion” (Isaiah 16:1). Nebuchadnezzar sent to them: If I come to Jerusalem, I will have no place to dwell while laying siege to the city. Ammon and Moab sent to him: Their burial caves are superior to your palaces, and you can clear the caves and dwell there, as it is written: “At that time, says the Lord, they shall remove the bones of the kings of Judea, and the bones of his princes, and the bones of the priests, and the bones of the prophets and the bones of the inhabitants of Jerusalem from their graves; and they shall spread them before the sun and the moon and all of the hosts of heaven, whom they have loved, and whom they have served, and after whom they have walked” (Jeremiah 8:1–2). Ultimately Nebuchadnezzar came to conquer Judea and removed the corpses to make room for his army.

§ Rav Naḥman said to Rabbi Yitzḥak: Have you heard when the son of giants [bar niflei] will come? Rabbi Yitzḥak said to him: Who is the son of giants? Rav Naḥman said to him: He is the Messiah. Rabbi Yitzḥak asked him: Do you call the Messiah son of giants? Rav Naḥman said to him: Yes, as it is written: “On that day I will establish