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Voting is a Mitzvah
Do we have to vote?
A man once came before the Chazon Ish (a Russian-born Orthodox rabbi, 1878-1953) and explained that he didn’t have enough money to pay his taxes and, therefore, would not be allowed to vote in an upcoming election. The Chazon Ish responded: “You should sell your tefillin and pay the taxes… tefillin, you can borrow from another, but the right to vote you cannot get from someone else.”
אמר רבי יצחק אין מעמידין פרנס על הצבור אלא אם כן נמלכים בצבור שנאמר ראו קרא ה׳ בשם בצלאל אמר לו הקדוש ברוך הוא למשה משה הגון עליך בצלאל אמר לו רבונו של עולם אם לפניך הגון לפני לא כל שכן אמר לו אף על פי כן לך אמור להם הלך ואמר להם לישראל הגון עליכם בצלאל אמרו לו אם לפני הקדוש ברוך הוא ולפניך הוא הגון לפנינו לא כל שכן
With regard to Bezalel’s appointment, Rabbi Yitzḥak said: One may only appoint a leader over a community if he consults with the community and they agree to the appointment, as it is stated: “And Moses said unto the children of Israel: See, the Lord has called by name Bezalel, son of Uri, son of Hur, of the tribe of Judah” (Exodus 35:30). The Lord said to Moses: Moses, is Bezalel a suitable appointment in your eyes? Moses said to Him: Master of the universe, if he is a suitable appointment in Your eyes, then all the more so in my eyes. The Holy One, Blessed be He, said to him: Nevertheless, go and tell Israel and ask their opinion. Moses went and said to Israel: Is Bezalel suitable in your eyes? They said to him: If he is suitable in the eyes of the Holy One, Blessed be He, and in your eyes, all the more so he is suitable in our eyes.
Rabbi Moshe Feinstein
“The rights guaranteed by the constitution and the Bill of Rights have allowed us the freedom to practice our religion without interference and to live in this republic in safety. A fundamental principal in Judaism is Hakaras HaTov(gratitude); recognizing the benefits afforded us and giving expression to our appreciation. Therefore it is incumbent upon each Jewish citizen to participate in the democratic system which guards the freedoms we enjoy.”
The Practical Reasons

(ב) רַבִּי חֲנִינָא סְגַן הַכֹּהֲנִים אוֹמֵר, הֱוֵי מִתְפַּלֵּל בִּשְׁלוֹמָהּ שֶׁל מַלְכוּת, שֶׁאִלְמָלֵא מוֹרָאָהּ, אִישׁ אֶת רֵעֵהוּ חַיִּים בְּלָעוֹ.

(2) Rabbi Chanina, the Deputy High Priest, says: Pray for the welfare of the government, for were it not for the fear of it, man would swallow his fellow alive.

דבר אחר מה דגים שבים כל הגדול מחבירו בולע את חבירו אף בני אדם אלמלא מוראה של מלכות כל הגדול מחבירו בולע את חבירו והיינו דתנן רבי חנינא סגן הכהנים אומר הוי מתפלל בשלומה של מלכות שאלמלא מוראה של מלכות איש את רעהו חיים בלעו

Alternatively, just as in the case of fish of the sea, any fish that is bigger than another swallows the other, so too in the case of people, were it not for the fear of the ruling government, anyone who is bigger than another would swallow the other. And this is as we learned in a mishna (Avot 3:2) that Rabbi Ḥanina, the deputy High Priest, says: One should pray for the continued welfare of the government, as were it not for the fear of the government, every man would swallow his neighbor alive.
גמ׳ והאמר שמואל דינא דמלכותא דינא

GEMARA: The Gemara asks, concerning the mishna’s statement: But didn’t Shmuel say: The law of the kingdom is the law, i.e., there is a halakhic principle that Jews must obey the laws of the state in which they live?

(ב) לא תהיה אחרי רבים לרעות - אם הם דנים שלא כדין לפי דעתך ואף על פי שלא יאמינו לך כי אם למרובים.

(2) לא תהיה אחרי רבים לרעות, if, in your opinion, the majority are about to commit an error in judgment, do not remain silent because they are the majority, but state your view. This applies even if you know beforehand that they will not accept your viewpoint but that of the majority.

כל צרכי ציבור שאינן יכולין להשוות עצמן יש להושיב כל בע"ב הנותנים מס ויקבלו עליהם שכל אחד יאמר דעתו לשם שמים וילכו אחר הרוב

For any community matter on which they cannot find common ground, they should convene all taxpayers, and they should agree that each will voice his view altruistically, and they will follow the majority

The Moral Reasons

תָּנֵי רַבִּי שִׁמְעוֹן בַּר יוֹחָאי, מָשָׁל לִבְנֵי אָדָם שֶׁהָיוּ יוֹשְׁבִין בִּסְפִינָה נָטַל אֶחָד מֵהֶן מַקְדֵּחַ וְהִתְחִיל קוֹדֵחַ תַּחְתָּיו, אָמְרוּ לוֹ חֲבֵרָיו מַה אַתָּה יוֹשֵׁב וְעוֹשֶׂה, אָמַר לָהֶם מָה אִכְפַּת לָכֶם לֹא תַחְתִּי אֲנִי קוֹדֵחַ, אָמְרוּ לוֹ שֶׁהַמַּיִם עוֹלִין וּמְצִיפִין עָלֵינוּ אֶת הַסְּפִינָה.

Rabbi Shimon bar Yochai taught a parable: Men were on a ship. One of them took a drill and started drilling underneath him. The others said to him: What are you sitting and doing?! He replied: What do you care? Is this not underneath my area that I am drilling?! They said to him: But the water will rise and flood us all on this ship!

What Kind of Leaders Should We Elect?

(ט) דָּבָר אַחֵר, וַיִּשְׁמַע יִתְרוֹ, הֲדָא הוּא דִכְתִיב (ירמיה ב, ד): שִׁמְעוּ דְבַר ה' בֵּית יַעֲקֹב, זֶהוּ שֶׁאָמַר הַכָּתוּב (משלי ו, א): בְּנִי אִם עָרַבְתָּ לְרֵעֶךָ, אָמַר רַבִּי נְחֶמְיָה, נֶאֶמְרָה עַל הַחֲבֵרִים, כָּל הַיָּמִים שֶׁאָדָם חָבֵר לֹא אִכְפַּת לוֹ בַּצִּבּוּר וְאֵינוֹ נֶעֱנַשׁ עָלָיו, נִתְמַנָּה אָדָם בָּרֹאשׁ וְנָטַל טַלִּית, לֹא יֹאמַר לְטוֹבָתִי אֲנִי נִזְקָק, לֹא אִכְפַּת לִי בַּצִּבּוּר, אֶלָּא כָּל טֹרַח הַצִּבּוּר עָלָיו, אִם רָאָה אָדָם מַעֲבִיר בִּיָּיא עַל חֲבֵרוֹ, אוֹ עוֹבֵר עֲבֵרָה, וְלֹא מְמַחֶה בְּיָדוֹ הוּא נֶעֱנַשׁ עָלָיו.

As long as one is but an ordinary scholar, he has no concern with the congregation and is not punished [for its lapses], but as soon as he is appointed head and dons the cloak [of leadership], he must no longer say: ‘I live for my own benefit, I care not about the congregation,’ but the whole burden of the community is on his shoulders. If he sees a man causing suffering to another, or transgressing, and does not prevent him, then he is held punishable.

מַלְכָּהּ שֶׁל תּוֹרָה, בְּמִשְׁפָּט שֶׁהוּא עוֹשֵׂה, מַעֲמִיד אֶת הָאָרֶץ... אִם מֵשִׂים אָדָם עַצְמוֹ כִּתְרוּמָה הַזּוּ שְׁמוּשְׁלֶכֵת בְּזָוִיוֹת הַבָּיִת וְאוֹמֵר: מָה לִי בְּטוֹרַח הַצִּבּוּר ?מָה לִי בְּדִינֵיהֶם? מָה לִי לִשְׁמוֹעַ קוֹלָם? שָׁלוֹם עָלֶיךָ נַפְשִׁי! הֲרֵי זֶה מַחֲרִיב אֶת הָעוֹלָם.

Midrash Tanchuma, Mishpatim 2:1

If a person of learning participates in public affairs and serves as judge or arbiter, that person gives stability to the land... But if a person sits in their home and says to themselves, “What have the affairs of society to do with me?... Why should I trouble myself with the people’s voices of protest? Let my soul dwell in peace!”—if one does this, they overthrow the world. [translation by Hazon]

(ט) אֵ֚לֶּה תּוֹלְדֹ֣ת נֹ֔חַ נֹ֗חַ אִ֥ישׁ צַדִּ֛יק תָּמִ֥ים הָיָ֖ה בְּדֹֽרֹתָ֑יו אֶת־הָֽאֱלֹהִ֖ים הִֽתְהַלֶּךְ־נֹֽחַ׃
(9) This is the line of Noah.—Noah was a righteous man; he was blameless in his age; Noah walked with God.—
(ב) בדרותיו. יֵשׁ מֵרַבּוֹתֵינוּ דּוֹרְשִׁים אוֹתוֹ לְשֶׁבַח, כָּל שֶׁכֵּן אִלּוּ הָיָה בְדוֹר צַדִּיקִים הָיָה צַדִּיק יוֹתֵר; וְיֵשׁ שֶׁדּוֹרְשִׁים אוֹתוֹ לִגְנַאי, לְפִי דוֹרוֹ הָיָה צַדִּיק וְאִלּוּ הָיָה בְדוֹרוֹ שֶׁל אַבְרָהָם לֹא הָיָה נֶחְשָׁב לִכְלוּם (סנה' ק"ח):
(2) בדורותיו IN HIS GENERATIONS — Some of our Rabbis explain it (this word) to his credit: he was righteous even in his generation; it follows that had he lived in a generation of righteous people he would have been even more righteous owing to the force of good example. Others, however, explain it to his discredit: in comparison with his own generation he was accounted righteous, but had he lived in the generation of Abraham he would have been accounted as of no importance (cf. Sanhedrin 108a).

רבי יהודה נשיאה ורבנן חד אמר דור לפי פרנס וחד אמר פרנס לפי דורו

R. Yehudah HaNasi and the Rabbis disagreed on how to interpret this verse. One says: 'A generation parallels that of its leader.' And one says: 'A leader parallels that of his generation'

A Prayer for Voting
“May it be Your will, Dear God, on this day of our election, to guide us towards peace.
By voting, we commit to being full members of society, to accepting our individual responsibility for the good of the whole.
May we place over ourselves officials in all our gates…who will judge the people with righteousness (Deuteronomy 16:18), and may we all merit to be counted among those who work faithfully for the public good.
Open our eyes to see the image of God in all candidates and elected officials, and may they see the image of God in all citizens of the earth.
Grant us the courage to fulfill the mitzvah of loving our neighbors as ourselves, and place in our hearts the wisdom to understand those who do not share our views.
As we pray on the High Holidays, “May we become a united society, fulfilling the divine purpose with a whole heart.”
And as the Psalmist sang, “May there be shalom within your walls, peace in your strongholds. For the sake of my brothers and sisters and friends, I will speak peace to you.” (Psalms 122:7-8)”
https://www.truah.org/resources/a-meditation-on-voting/