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잠언 9:8의 Musar

אַל־תּ֣וֹכַח לֵ֭ץ פֶּן־יִשְׂנָאֶ֑ךָּ הוֹכַ֥ח לְ֝חָכָ֗ם וְיֶאֱהָבֶֽךָּ׃

거만한 자를 책망하지 말라 그가 너를 미워할까 두려우니라 지혜있는 자를 책망하라 그가 너를 사랑하리라

Shaarei Teshuvah

The third section: One who always mocks things and actions, but he does not intend to disgrace those associated with them. Rather he pushes off things that should not be pushed off and pushes off the [possibility of] results from actions that have hope for results. And about this is it stated (Proverbs 13:13), “He who disdains a thing will be injured thereby.” And they said (Avot 4:3), “Do not disdain any man, and do not discriminate against anything; for there is no man that has not his hour, and there is no thing that has not its place.” And what brought this scoffer to this bad trait is his being wise in his [own] eyes. And sometimes this trait brings a person to heresy, to mock the commandments - like the matter that is stated (Psalms 119:51), “Though the arrogant have cruelly mocked me, I have not swerved from Your teaching.” And this third section is a group that does not accept reprimand, as it is stated (Proverbs 9:8), “Do not reprimand a scoffer, for he will hate you.” And it is [also] stated (Proverbs 9:7), “To rebuke a scoffer is to call down abuse on oneself.” And it is [further] stated (Proverbs 19:25), “Beat the scoffer and the simple will become clever.” And that which causes this group not to listen to reproof is that the trait that leads to this [type of scoffing] is that a person is wise in his [own] eyes. And this trait controls him so much until he scorns the intellect of anyone besides himself. And it is a trait that has no hope, as it is stated (Proverbs 26:12), “If you see a man who thinks himself wise, there is more hope for a dullard than for him.”
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Shaarei Teshuvah

The seventh section: One who sees the people of his place [being] a stiff-necked people, and says in his heart, “Perhaps they will not listen if I speak [words of] integrity with them and fill my mouth with reprimands.” Hence he saves his mouth [from speaking]. Yet he surely bears his sin, for he did not try to reprimand and warn [them] - (indeed) [maybe] if the city is pitied, they will awake from the slumber of their stupidity and their error will not [continue to] lay with them. And our Rabbis, may their memory be blessed, said (Shabbat 55a) about that which is written (Ezekiel 9:4), “and set a mark (tav) upon the foreheads of the men that sigh and that cry, etc.”: The attribute of justice said, “[Even though these are full-fledged righteous people and keep the Torah,] it was in their hands to protest, and they did not protest. [The Holy One, blessed be He,] said, “It is revealed and known before Me that had they protested, they would not have accepted [it] from them.” [The attribute of justice] said, “Master of the Universe, if it is revealed before You, [they did not know if the people would listen to their voice or ignore them].” So afterwards God, may He be blessed, commanded (Ezekiel 9:4), “and begin from My Temple (Mikdash)” - and that is the dedicated (mekudash) righteous ones. And it is stated (Leviticus 19:17), “you shall surely reprimand your countryman and not bear sin because of him.” But if the matter is revealed to all, known, tested and analyzed that the sinner hates rebuke and will not listen to the voice of his teachers and will not bend his ear to his instructors - about this is it stated (Proverbs 9:8), “Do not rebuke a scoffer, for he will hate you.” And they said (Yevamot 55b), “Just as it is a commandment to say something that will be heard, so is it a commandment to not say something that will not be heard.” And they said (Beitzah 30a), “It is better that they be inadvertent, and not be intentional.”
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Shenei Luchot HaBerit

When Moses commenced to admonish the people, he spoke of their virtues and their accomplishments, that they were to present him with distinguished men who were to serve as judges, etc. (1,13). He did so because we know already from Solomon in Proverbs 9,8: אל תוכח לץ פן ישנאך, הוכח לחכם ויאהבך, "Do not rebuke the scoffer for he will hate you; rebuke a wise man and he will love you." You need to impress the person whom you wish to rebuke with the fact that you esteem him highly; otherwise he will not accept your rebuke. You must convince such a person that it is shameful for a person of his niveau to act in a manner that ruins his image.
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Shenei Luchot HaBerit

והוכיח אברהם את אבימלך . Rabbi Yossi in the name of Rabbi Chaninah says that admonition eventually produces a feeling of love for the one who admonishes. We know this from Proverbs 9,8: "Admonish the wise and he will love you." Rabbi Yossi firmly believed that any "peace" that does not include admonition is no true peace (Bereshit Rabbah 54,3).
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Orchot Tzadikim

The third type is the one who scoffs at things, although he has no intention to humiliate those who do them. Yet by his scoffing he hinders work that has hope of success and might be achieved. This type of scoffer is wise in his own eyes, and everything that he himself has not begun he considers folly and mocks it. This trait can even lead him to heresy, mocking the Commandments themselves, as it is written, "The proud have had me greatly in derision; yet have I not turned aside from Thy law" (Ps. 119:51). And this type of a scoffer does not accept rebuke, as it is said, "Reprove not a scorner, lest he hate thee" (Prov. 9:8). And it is said, "He that correcteth a scorner getteth to himself shame" (Prov. 9:7). And inasmuch as he is wise in his own eyes he mocks the work of another man, and this is a trait for which there is no hope, as it is said, "Seest thou a man wise in his own eyes? There is more hope of a fool than of him" (Prov. 26:12).
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Orchot Tzadikim

However, if it is a thing known to everybody and it has been searched out and tested and established that the sinner hates correction and will not listen to those who rebuke him, concerning this it is said, "Reprove not a scorner, lest he hate thee" (Prov. 9:8).
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Shenei Luchot HaBerit

When the Torah urges הוכח תוכיח, it moderates it by adding: ולא תשא עליו חטא, "incur no guilt because of him." I understand this to mean that in the process of rebuking your fellow you are to stress your surprise that a good man such as he should become guilty of the misdemeanor you are rebuking him for. You are to rebuke only those people who are intelligent enough to realize that you have their interest at heart and who will love you for it. Solomon spoke about this distinction in Proverbs 9,8. The Alshich elaborates on this in his commentary on the Book of Proverbs, [see my translation of this commentary, pages 173-4. Ed.]
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Kav HaYashar

The obligation to give rebuke falls in particular upon the rabbis, scholars and judges of every town. If there is no rabbi, Torah authority or permanent judge, then the obligation falls upon each individual Jew to rebuke his neighbor. Through this he causes himself to be beloved both On High and down below, in fulfillment of the verse, “Rebuke the wise and he will love you” (Mishlei 9:8). He also merits entering the Gate of Love, Amein.
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