Midrash sa Isaias 61:1: Otzar Midrashim, Eikhah Rabbah, Mekhilta DeRabbi Yishmael & Vayikra Rabbah

ר֛וּחַ אֲדֹנָ֥י יְהוִ֖ה עָלָ֑י יַ֡עַן מָשַׁח֩ יְהוָ֨ה אֹתִ֜י לְבַשֵּׂ֣ר עֲנָוִ֗ים שְׁלָחַ֙נִי֙ לַחֲבֹ֣שׁ לְנִשְׁבְּרֵי־לֵ֔ב לִקְרֹ֤א לִשְׁבוּיִם֙ דְּר֔וֹר וְלַאֲסוּרִ֖ים פְּקַח־קֽוֹחַ׃

Ang espiritu ng Panginoong Walang-Hanggan ay nasa akin, sapagkat hinirang ako ng Walang-Hanggan upang maghatid ng masayang balita sa mga mapagpakumbaba; isinugo Niya ako upang bendahan ang mga wasak ang puso, upang ipahayag sa mga bihag ang kalayaan, at sa mga nakagapos ang pagbubukas ng kanilang piitan.

Otzar Midrashim

13) And also, come and hear the humility of Moshe, for when the Holy Blessed One said to him, "Make the Tent of Meeting," he did so. And when it was done, out of the great humility that was within him he went outside. The Holy Blessed One said to him, "Why did you go outside? Go, it is pleasant that You minister to me!" And from where did the Holy Blessed One call him and say thus to him? As it is said, "And he called to Moshe, and the LORD spoke to him from the Tent of Meeting, saying..." (Leviticus 1:1). And so too the Torah testified that he was humble, as it is said, "And the man Moshe was very humble" (Numbers 12:3). Thus, Moshe merited to be given law by his hand, and for the Presence to dwell over him, for thus said Isaiah, "The spirit of the LORD is upon me, thus the LORD anointed me to herald to the humble" (Isaiah 61:1). What is written is not "to herald to the faithful," but "to herald to the humble." From here we derive that humility is the greatest commandment in the universe. The Holy Blessed One gazed upon all the mountains and found none as befitting to give the Torah on and for the Presence to dwell on like Mt. Sinai, and why did Mt. Sinai merit all this? Because it lowered itself, for when it saw that Mt. Hermon and Mt. Sirion were provoking each other — one saying "He'll dwell on me!" and the other saying "no, He'll dwell on me!" — when Sinai saw that they were provoking each other and increasing themselves, it lowered itself. Therefore the Holy Blessed One saw its lowliness and had His Presence dwell upon it, since God is high and exalted, "seeing the lowly, and loftily perceiving from afar." (Psalms 138:6)
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Eikhah Rabbah

“My eye will flow and will not cease, without respite. Until the Lord looks out and sees from Heaven” (Lamentations 3:49–50).
“My eye will flow and will not cease.… until the Lord looks out and sees from Heaven” – Rabbi Aḥa said in the name of Rabbi Shmuel bar Naḥman: In three places we found the Divine Presence connected with the redemption. What is the source? “A stomping ground for wild donkeys, a pasture of flocks” (Isaiah 32:14).76This is a reference to the Temple after its destruction. What is written thereafter? “Until a spirit will be poured upon us from on high and wilderness will become fertile land and fertile land will be considered as forest” (Isaiah 32:15). Similarly, “The smallest will become a thousand, and the youngest [a mighty nation; I am the Lord, at its time, I will hasten it]” (Isaiah 60:22), and it is written thereafter: “The spirit of the Lord God is upon me, because the Lord has anointed me” (Isaiah 61:1). And this, “My eye will flow,” and it is written thereafter: “Until the Lord looks out and sees from Heaven.”
“My eye distressed my soul over all the daughters of my city” (Lamentations 3:51).
“My eye distressed my soul” – Rabban Shimon ben Gamliel said: There were five hundred primary schools in Beitar, and the smallest among them had no fewer than three hundred children. They would say: If our enemies come against us, we will emerge and stab them with these quills. When the iniquities were the cause and the enemies came, they wrapped each and every one of them in his scroll and they burned them, and I am the only one of them who survived. I applied to myself the verse: “My eye distressed my soul over all the daughters of my city.”
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Mekhilta DeRabbi Yishmael

(Ibid.) "And Moses entered into the mist": This (his closeness to the L–rd) was a function of his humility, viz. (Numbers 12:3) "And the man Moses was extremely humble, etc." Scripture hereby apprises us that if one is (truly) humble, in the end, he will cause the Shechinah to repose upon a man upon the earth, viz. (Isaiah 57:15) "For thus said the High and Exalted, who abides forever and whose name is holy (… I dwell with the oppressed and with the lowly of spirit, etc."), and (Ibid. 61:1) "The spirit of the L–rd G–d is upon me, for the L–rd has anointed me to bring tidings to the humble, etc.", and (Ibid. 66;2) "And all of these things My hand created (… but it is to this that I look, to the poor and broken-spirited, etc."), and (Psalms 51:19) "The sacrifices of G–d are a broken spirit. A heart broken and oppressed, G–d will not despise."
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