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RHDe'ot (sources)
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Rebuke's Place in Judaism RHDe'ot (sources)

(יז) לֹֽא־תִשְׂנָ֥א אֶת־אָחִ֖יךָ בִּלְבָבֶ֑ךָ הוֹכֵ֤חַ תּוֹכִ֙יחַ֙ אֶת־עֲמִיתֶ֔ךָ וְלֹא־תִשָּׂ֥א עָלָ֖יו חֵֽטְא׃

(17) You shall not hate your kinsfolk in your heart. Reprove your kinsman but incur no guilt because of him.

(ו) כְּשֶׁיֶּחְטָא אִישׁ לְאִישׁ לֹא יִשְׂטְמֶנּוּ וְיִשְׁתֹּק כְּמוֹ שֶׁנֶּאֱמַר בָּרְשָׁעִים (שמואל ב יג כב) "וְלֹא דִבֶּר אַבְשָׁלוֹם אֶת אַמְנוֹן מְאוּמָה לְמֵרָע וְעַד טוֹב כִּי שָׂנֵא אַבְשָׁלוֹם אֶת אַמְנוֹן". אֶלָּא מִצְוָה עָלָיו לְהוֹדִיעוֹ וְלוֹמַר לוֹ לָמָּה עָשִׂיתָ לִי כָּךְ וְכָךְ וְלָמָּה חָטָאתָ לִי בְּדָבָר פְּלוֹנִי. שֶׁנֶּאֱמַר (ויקרא יט יז) "הוֹכֵחַ תּוֹכִיחַ אֶת עֲמִיתֶךָ".

וְאִם חָזַר וּבִקֵּשׁ מִמֶּנּוּ לִמְחֹל לוֹ- צָרִיךְ לִמְחֹל. וְלֹא יְהֵא הַמּוֹחֵל אַכְזָרִי שֶׁנֶּאֱמַר (בראשית כ יז) "וַיִּתְפַּלֵּל אַבְרָהָם אֶל הָאֱלֹהִים":

(6) If one man commit a sin against another man, the one sinned against shall not remain in silent hate against the sinner, as it is said of the wicked: "And Absalom spoke unto Amnon neither good nor bad; for Absalom hated Amnon" (Second Samuel. 13.22); but, on the contrary, it is obligatory upon him to make known to him and say unto him: "Why have you done to me thus and such, and wherefore have you sinned against me in that particular matter?"; for, it is said: "And thou shalt indeed rebuke thy neighbor" (Lev. 19.17).

And, if the sinner did repent and begged to be forgiven by him, he must forgive him; and in doing so he should not be cruel, for it is said: "And Abraham prayed unto God" (Gen. 20.17).6For Abimelech, who sinned against him. G.

(ח) הַמּוֹכִיחַ אֶת חֲבֵרוֹ תְּחִלָּה לֹא יְדַבֵּר לוֹ קָשׁוֹת עַד שֶׁיַּכְלִימֶנּוּ שֶׁנֶּאֱמַר (ויקרא יט יז) "וְלֹא תִשָּׂא עָלָיו חֵטְא". כָּךְ אָמְרוּ חֲכָמִים יָכוֹל אַתָּה מוֹכִיחוֹ וּפָנָיו מִשְׁתַּנּוֹת תַּלְמוּד לוֹמַר וְלֹא תִשָּׂא עָלָיו חֵטְא.

מִכָּאן שֶׁאָסוּר לָאָדָם לְהַכְלִים אֶת יִשְׂרָאֵל וְכָל שֶׁכֵּן בָּרַבִּים. ..... כָּךְ אָמְרוּ חֲכָמִים (גמרא סנהדרין קז א) "הַמַּלְבִּין פְּנֵי חֲבֵרוֹ בָּרַבִּים אֵין לוֹ חֵלֶק לָעוֹלָם הַבָּא". לְפִיכָךְ צָרִיךְ אָדָם לְהִזָּהֵר שֶׁלֹּא לְבַיֵּשׁ חֲבֵרוֹ בָּרַבִּים בֵּין קָטָן בֵּין גָּדוֹל. וְלֹא יִקְרָא לוֹ בְּשֵׁם שֶׁהוּא בּוֹשׁ מִמֶּנּוּ. וְלֹא יְסַפֵּר לְפָנָיו דָּבָר שֶׁהוּא בּוֹשׁ מִמֶּנּוּ. בַּמֶּה דְּבָרִים אֲמוּרִים בִּדְבָרִים שֶׁבֵּין אָדָם לַחֲבֵרוֹ. אֲבָל בְּדִבְרֵי שָׁמַיִם אִם לֹא חָזַר בּוֹ בַּסֵּתֶר מַכְלִימִין אוֹתוֹ בָּרַבִּים וּמְפַרְסְמִים חֶטְאוֹ וּמְחָרְפִים אוֹתוֹ בְּפָנָיו וּמְבַזִּין וּמְקַלְּלִין אוֹתוֹ עַד שֶׁיַּחֲזֹר לַמּוּטָב כְּמוֹ שֶׁעָשׂוּ כָּל הַנְּבִיאִים בְּיִשְׂרָאֵל:

(8) He who rebukes a friend, at the beginning, no hard words should be used against him to shame him, for it is said: "And thou shalt bear no sin upon him" (Lev. 19.17). Thus did the wise men say: "Understand it not by rebuking him thou mayest cause his countenance to change expression; for, it is said: 'And thou shalt bear no sin upon him'" (Ibid.; Arakin, 16b);

herefrom we learn that it is forbidden to put an Israelite to shame, needless to say publicly. ... Even so did the wise men say: "He who publicly puts his fellow's countenance to shame has no share in the world to come" (Pirke Abot, 3.15). A man is, therefore obliged to guard himself against putting his fellow to shame publicly, regardless of whether he be young or old; not to call him by a name of which he feels ashamed, nor tell aught in his presence of which he is ashamed. However, all these refer to matters touching the relationship between man and man; but if it concern heavenly matters, if the sinner does not repent after being rebuked privately, he should be shamed publicly, and his sin should be proclaimed, and harsh words should be used in his presence, and he should be shamed and cursed till he repent and take up the good path, even as all of the prophets in Israel did with the wicked.8Baba Mezi’a 59a; Yoma, 86b. C. G.

Constructive Criticism by Rabbi Shraga Simmons
Remember the story of Joseph and his brothers? After being sold into slavery, and then rising to the position of prime minister, Joseph again meets up with his brothers when they come to Egypt searching for food. (The brothers don’t recognize Joseph because he’s aged and grown a beard.) Joseph gives them a hard time and threatens to take Benjamin hostage. Judah protests vehemently, saying that their father Jacob will be unable to survive the loss of a son.
This is chapter 44---> chapter 45

(א) וְלֹֽא־יָכֹ֨ל יוֹסֵ֜ף לְהִתְאַפֵּ֗ק לְכֹ֤ל הַנִּצָּבִים֙ עָלָ֔יו וַיִּקְרָ֕א הוֹצִ֥יאוּ כָל־אִ֖ישׁ מֵעָלָ֑י וְלֹא־עָ֤מַד אִישׁ֙ אִתּ֔וֹ בְּהִתְוַדַּ֥ע יוֹסֵ֖ף אֶל־אֶחָֽיו׃ (ב) וַיִּתֵּ֥ן אֶת־קֹל֖וֹ בִּבְכִ֑י וַיִּשְׁמְע֣וּ מִצְרַ֔יִם וַיִּשְׁמַ֖ע בֵּ֥ית פַּרְעֹֽה׃ (ג) וַיֹּ֨אמֶר יוֹסֵ֤ף אֶל־אֶחָיו֙ אֲנִ֣י יוֹסֵ֔ף הַע֥וֹד אָבִ֖י חָ֑י וְלֹֽא־יָכְל֤וּ אֶחָיו֙ לַעֲנ֣וֹת אֹת֔וֹ כִּ֥י נִבְהֲל֖וּ מִפָּנָֽיו׃ (ד) וַיֹּ֨אמֶר יוֹסֵ֧ף אֶל־אֶחָ֛יו גְּשׁוּ־נָ֥א אֵלַ֖י וַיִּגָּ֑שׁוּ וַיֹּ֗אמֶר אֲנִי֙ יוֹסֵ֣ף אֲחִיכֶ֔ם אֲשֶׁר־מְכַרְתֶּ֥ם אֹתִ֖י מִצְרָֽיְמָה׃ (ה) וְעַתָּ֣ה ׀ אַל־תֵּעָ֣צְב֗וּ וְאַל־יִ֙חַר֙ בְּעֵ֣ינֵיכֶ֔ם כִּֽי־מְכַרְתֶּ֥ם אֹתִ֖י הֵ֑נָּה כִּ֣י לְמִֽחְיָ֔ה שְׁלָחַ֥נִי אֱלֹהִ֖ים לִפְנֵיכֶֽם׃

(1) Joseph could no longer control himself before all his attendants, and he cried out, “Have everyone withdraw from me!” So there was no one else about when Joseph made himself known to his brothers. (2) His sobs were so loud that the Egyptians could hear, and so the news reached Pharaoh’s palace. (3) Joseph said to his brothers, “I am Joseph. Is my father still well?” But his brothers could not answer him, so dumfounded were they on account of him. (4) Then Joseph said to his brothers, “Come forward to me.” And when they came forward, he said, “I am your brother Joseph, he whom you sold into Egypt. (5) Now, do not be distressed or reproach yourselves because you sold me hither; it was to save life that God sent me ahead of you.

Constructive Criticism by Rabbi Shraga Simmons
At this point, Joseph reveals himself to his brothers by saying, “I am Joseph; is my father still alive?” (Genesis 45:3) This was Joseph’s toch'acha: “You say that our father won’t survive the loss of a son -- but did you consider that when you tore me away from our father 22 years ago?!”
Nobody likes to be told what to do. Therefore it is the act of self-realization which eliminates the defensive reaction... and produces effective toch'acha. Joseph got the brothers to realize the internal contradiction of their own argument...... Toch’acha is not harsh. Rather, toch’acha is the beauty of reality staring us squarely in the face.
The Midrash (Tanna d’Bei Eliyahu, Eliyahu Zuta 14, Pa'am) tells the story of Elijah the Prophet meeting up with a fisherman.

(א) פעם אחת הייתי מהלך ממקום למקום ומצאני אדם אחד שלא היה בו לא מקרא ולא משנה והיה מתלוצץ ומלעיג בדברים ובא כנגדי ואמרתי לו

בני מה אתה משיב לאביך שבשמים ליום הדין

ואמר לי רבי יש לי דברים שאני משיבו בינה ודעת לא נתנו לי מן השמים שאקרא ואשנה

ואמרתי לו בני מה מלאכתך

ואמר לי ציד אני

ואמרתי לו בני מי למדך

ואמר לך שתביא פשתן ותארגהו מצודות ותשליכהו לים ותעלה הדגים מן הים.

ואמר לי רבי בזה נתנו לי בינה ודעת מן השמים

ואמרתי לו ומה להביא פשתן ולארוג מצודות ולהשליך לים ולהעלות דגים מן הים נתנו לך בינה ודעה מן השמים ולדברי תורה שכתוב בה (דברים ל׳:י״ד) כי קרוב אליך הדבר מאד בפיך ובלבבך לעשותו לא נתנו לך בינה ודעה מן השמים.

..

“Do you study Torah?” Elijah asked.

“No,” replied the fisherman, “I’m just a simple man, not endowed with any measure of talent or intelligence.”

“Tell me,” said Elijah, “how do you prepare your fishing net?”

“Well,” said the man, “It’s actually quite complicated. First I have to select the proper gauge rope, and then I weave the net in a particular pattern to ensure the proper balance of strength and flexibility.”

“How do you go about actually catching the fish?” inquired Elijah.

“Oh,” said the man, “that involves many complex factors like water depth, temperature, speed of the current, season of the year, time of day, type of fish and location. I've spent years mastering these techniques, and I’m able to earn a good living from fishing.”

“When you get to heaven,” said Elijah, “you said you plan to testify that you didn’t study Torah study because you’re just a simple man, not endowed with any talent or intelligence. But your expertise as a fisherman refutes your very own claim!”

Did you ever hear someone say he doesn’t have time to study wisdom, visit his mother, or do volunteer work? Yet what about all the hours of TV he watched?

This is toch’acha -- incontrovertible proof.

Constructive Criticism by Rabbi Shraga Simmons
If you really love someone, you can’t stand to see them living a misguided life. Who gives you the most criticism? Those who love you the most -- your parents. It’s because they love you that they can't simply ignore you by saying, "He's wasting time but I don't care."

(טז) לֹא־תֵלֵ֤ךְ רָכִיל֙ בְּעַמֶּ֔יךָ לֹ֥א תַעֲמֹ֖ד עַל־דַּ֣ם רֵעֶ֑ךָ אֲנִ֖י יְהוָֽה׃ (יז) לֹֽא־תִשְׂנָ֥א אֶת־אָחִ֖יךָ בִּלְבָבֶ֑ךָ הוֹכֵ֤חַ תּוֹכִ֙יחַ֙ אֶת־עֲמִיתֶ֔ךָ וְלֹא־תִשָּׂ֥א עָלָ֖יו חֵֽטְא׃

(16) Do not deal basely with your countrymen. Do not profit by the blood of your fellow: I am the LORD. (17) You shall not hate your kinsfolk in your heart. Reprove your kinsman but incur no guilt because of him.
It's our obligation as a moral human being and as a jew to care.

(יח) כָּל הַמְזַכֶּה אֶת הָרַבִּים, אֵין חֵטְא בָּא עַל יָדוֹ. וְכָל הַמַּחֲטִיא אֶת הָרַבִּים, אֵין מַסְפִּיקִין בְּיָדוֹ לַעֲשׂוֹת תְּשׁוּבָה. משֶׁה זָכָה וְזִכָּה אֶת הָרַבִּים, זְכוּת הָרַבִּים תָּלוּי בּוֹ, שֶׁנֶּאֱמַר (דברים לג) צִדְקַת ה' עָשָׂה וּמִשְׁפָּטָיו עִם יִשְׂרָאֵל. יָרָבְעָם חָטָא וְהֶחֱטִיא אֶת הָרַבִּים, חֵטְא הָרַבִּים תָּלוּי בּוֹ, שֶׁנֶּאֱמַר (מלכים א טו) עַל חַטֹּאות יָרָבְעָם (בֶּן נְבָט) אֲשֶׁר חָטָא וַאֲשֶׁר הֶחֱטִיא אֶת יִשְׂרָאֵל:

(18) Whoever causes the multitudes to be righteous, sin will not occur on his account; And whoever causes the multitudes to sin, they do not give him the ability to repent. Moses was righteous and caused the multitudes to be righteous, [therefore] the righteousness of the multitudes is hung on him, as it is said, “He executed the Lord’s righteousness and His decisions with Israel” (Deut. 33:21). Jeroboam, sinned and caused the multitudes to sin, [therefore] the sin of the multitudes is hung on him, as it is said, “For the sins of Jeroboam which he sinned, and which he caused Israel to sin thereby” (I Kings 15:30).

If you were an author and you can get the best editor to read your book would you want them to?
Constructive Criticism by Rabbi Shraga Simmons
My cousin tells a story about his great-great-grandfather, the revered Rabbi Yitzhak Meir, known as the “Chiddushe HaRim” (19th century Poland). When the rabbi’s grandson (known as the Sfas Emes) was about 12 years old, he stayed awake all night learning Torah with a friend. When dawn broke, they prayed the morning service at the earliest time, and went to bed. A few hours later, the boys awoke and returned to the yeshiva, where they encountered Rabbi Yitzhak Meir. He did not know that his grandson had stayed awake all night studying, and proceeded to rebuke him for not having attended the regular morning service. The rebuke lasted a few minutes, throughout which the Sfas Emes stood and listened attentively, not uttering a word.
When the grandfather had left, the boy’s friend expressed disbelief: “Why didn't you defend yourself against this unwarranted rebuke?!” “Because,” replied the Sfas Emes, “it’s not every day that I get such personalized feedback from my revered grandfather. And I wasn’t about to miss such an opportunity!”
No doubt this is what King Solomon meant when he said, “Give toch’acha to a wise person – and he’ll love you!” (Proverbs 9:8)
(ח) אַל־תּ֣וֹכַח לֵ֭ץ פֶּן־יִשְׂנָאֶ֑ךָּ הוֹכַ֥ח לְ֝חָכָ֗ם וְיֶאֱהָבֶֽךָּ׃
(8) Do not rebuke a scoffer, for he will hate you; Reprove a wise man, and he will love you.
Let's Review:
One should express negative feelings instead of keeping them inside and hating the person, but also be forgiving and not over rebuke. Proper rebuke is when you are doing it for the benefit of the other because you care for them and therefore it shouldn't be done in a way that embarasses them in public or in a harsh tone. It should be in a gentle voice and in a way that helps them come to the realization on their own like Yosef and Eliyahu and the fisherman. Lastly it is important to care about another and care about yourself enough to want criticism and with that I thank you for coming.