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(א) אֵלּוּ דְבָרִים שֶׁאֵין לָהֶם שִׁעוּר. הַפֵּאָה, וְהַבִּכּוּרִים, וְהָרֵאָיוֹן, וּגְמִילוּת חֲסָדִים, וְתַלְמוּד תּוֹרָה. אֵלּוּ דְבָרִים שֶׁאָדָם אוֹכֵל פֵּרוֹתֵיהֶן בָּעוֹלָם הַזֶּה וְהַקֶּרֶן קַיֶּמֶת לוֹ לָעוֹלָם הַבָּא. כִּבּוּד אָב וָאֵם, וּגְמִילוּת חֲסָדִים, וַהֲבָאַת שָׁלוֹם בֵּין אָדָם לַחֲבֵרוֹ, וְתַלְמוּד תּוֹרָה כְּנֶגֶד כֻּלָּם:

(1) These are the things that have no definite quantity: The corners [of the field]. First-fruits; [The offerings brought] on appearing [at the Temple on the three pilgrimage festivals]. The performance of righteous deeds; And the study of the torah. The following are the things for which a man enjoys the fruits in this world while the principal remains for him in the world to come: Honoring one’s father and mother; The performance of righteous deeds; And the making of peace between a person and his friend; And the study of the torah is equal to them all.

Peah
Leket
Shich'chah
Ol'lelot
Peret
Maaser Ani

(ו) מִדָּה זוֹ אֲמוּרָה בְּכֹהֲנִים וּבִלְוִיִּם וּבְיִשְׂרְאֵלִים. הָיָה מַצִּיל, נוֹטֵל מֶחֱצָה וְנוֹתֵן מֶחֱצָה. הָיָה לוֹ דָבָר מֻעָט, נוֹתֵן לִפְנֵיהֶם, וְהֵן מְחַלְּקִין בֵּינֵיהֶם:

(ז) אֵין פּוֹחֲתִין לֶעָנִי הָעוֹבֵר מִמָּקוֹם לְמָקוֹם מִכִּכָּר בְּפוּנְדְיוֹן, מֵאַרְבַּע סְאִין בְּסֶלַע. לָן, נוֹתְנִין לוֹ פַּרְנָסַת לִינָה. שָׁבַת, נוֹתְנִין לוֹ מְזוֹן שָׁלשׁ סְעֻדּוֹת. מִי שֶׁיֶּשׁ לוֹ מְזוֹן שְׁתֵּי סְעֻדּוֹת, לֹא יִטֹּל מִן הַתַּמְחוּי. מְזוֹן אַרְבַּע עֶשְׂרֵה סְעֻדּוֹת, לֹא יִטֹּל מִן הַקֻּפָּה. וְהַקֻּפָּה נִגְבֵּית בִּשְׁנַיִם, וּמִתְחַלֶּקֶת בִּשְׁלשָׁה:

(ח) מִי שֶׁיֶּשׁ לוֹ מָאתַיִם זוּז, לֹא יִטֹּל לֶקֶט שִׁכְחָה וּפֵאָה וּמַעְשַׂר עָנִי. הָיוּ לוֹ מָאתַיִם חָסֵר דִּינָר, אֲפִלּוּ אֶלֶף נוֹתְנִין לוֹ כְאַחַת, הֲרֵי זֶה יִטֹּל. הָיוּ מְמֻשְׁכָּנִים לְבַעַל חוֹבוֹ אוֹ לִכְתֻבַּת אִשְׁתּוֹ, הֲרֵי זֶה יִטֹּל. אֵין מְחַיְּבִין אוֹתוֹ לִמְכֹּר אֶת בֵּיתוֹ וְאֶת כְּלֵי תַשְׁמִישׁוֹ:

(6) This measure (the maaser ani or poor tithe) was stated for the priest, Levite and Israelite alike. If he was saving some [to give to his poor relatives], he can retain half and give the other half away. If he has only a small amount, then he must place it before them and they then divide it among themselves.

(7) They may not give a poor person wandering from place to place less than a loaf worth a pundion at a time when four seahs [of wheat cost] one sela. If he spends the night [at a place], they must give him the cost of what he needs for the night. If he stays over Shabbat they must give him enough food for three meals. He who has the money for two meals, he may not take anything from the charity dish. And if he has enough money for fourteen meals, he may not take any support from the communal fund. The communal fund is collected by two and distributed by three people.

(8) One who possesses two hundred zuz, may not take gleanings” the forgotten sheaf, peah or the poor man’s tithe. If he possesses two hundred minus one denar, then even if a thousand [men] each give him at the same time, he may accept. If he had [two hundred zuz] mortgaged to a creditor or to his wife’s ketubah, he may take. They do not force him to sell his house or his tools.

And I, the author, say that there is no distinction between the forgotten sheaf, the corner and the poor tithe on the one hand, and other charity on the other.
Or Zarua, 13th century Vienna
§ In connection with the previous discussion concerning charity distribution, the Gemara cites a baraita in which the Sages taught: Money for the charity fund is collected by two people and distributed by three people. It is collected by two people because one does not appoint an authority over the community composed of fewer than two people. And it is distributed by three people, like the number of judges needed in cases of monetary law, since the distributors determine who receives money and who does not, as well as how much each person receives.
Bava Batra 8b
It is a positive commandment to give charity to the poor among the Jewish people, according to what is appropriate for the poor person if this is within the financial capacity of the donor, as [Deuteronomy 15:8] states: "You shall certainly open your hand to him." [Leviticus 25:35] states: "You shall support him, a stranger and a resident and they shall live with you," and [ibid.:36] states: "And your brother shall live with you." Mishneh Torah, Gifts to the Poor 7:1

(ג) לְפִי מַה שֶּׁחָסֵר הֶעָנִי אַתָּה מְצֻוֶּה לִתֵּן לוֹ. אִם אֵין לוֹ כְּסוּת מְכַסִּים אוֹתוֹ. אִם אֵין לוֹ כְּלֵי בַּיִת קוֹנִין לוֹ. אִם אֵין לוֹ אִשָּׁה מַשִּׂיאִין אוֹתוֹ. וְאִם הָיְתָה אִשָּׁה מַשִּׂיאִין אוֹתָהּ לְאִישׁ. אֲפִלּוּ הָיָה דַּרְכּוֹ שֶׁל זֶה הֶעָנִי לִרְכֹּב עַל הַסּוּס וְעֶבֶד רָץ לְפָנָיו וְהֶעֱנִי וְיָרַד מִנְּכָסָיו קוֹנִין לוֹ סוּס לִרְכֹּב עָלָיו וְעֶבֶד לָרוּץ לְפָנָיו שֶׁנֶּאֱמַר (דברים טו ח) "דֵּי מַחְסֹרוֹ אֲשֶׁר יֶחְסַר לוֹ". וּמְצֻוֶּה אַתָּה לְהַשְׁלִים חֶסְרוֹנוֹ וְאֵין אַתָּה מְצֻוֶּה לְעַשְּׁרוֹ:

(3) We are commanded to give a poor person according to what he lacks. If he lacks clothes, we should clothe him. If he lacks household utensils, we should purchase them for him. If he is unmarried, we should help him marry. And for an unmarried woman, we should find a husband for her.
Even if the personal habit of this poor person was to ride on a horse and to have a servant run before him to announce his coming. and then he became impoverished and lost his wealth, we should buy a horse for him to ride and a servant to run before him. Ketubot 67b relates that a person from a dignified family became impoverished and the great Sage Hillel would hire a servant to run before him and announce his coming. Once Hillel could not find such a servant and performed this service himself. [This is implied by Deuteronomy 15:8 which] speaks [of providing him with] "enough to [fill the] lack that he feels." Because of his previous lifestyle, this person feels a severe lack if he does not have these conveniences. You are commanded to fill his lack, but you are not obligated to enrich him. Thus there are times when providing a certain person with what he feels are his needs will require a greater expense than providing another with what he views as luxuries.

(ה) בָּא הֶעָנִי וְשָׁאַל דֵּי מַחֲסוֹרוֹ וְאֵין יַד הַנּוֹתֵן מַשֶּׂגֶת נוֹתֵן לוֹ כְּפִי הַשָּׂגַת יָדוֹ וְכַמָּה עַד חֲמִישִׁית נְכָסָיו מִצְוָה מִן הַמֻּבְחָר. וְאֶחָד מֵעֲשָׂרָה בִּנְכָסָיו בֵּינוֹנִי. פָּחוֹת מִכָּאן עַיִן רָעָה. וּלְעוֹלָם לֹא יִמְנַע עַצְמוֹ מִשְּׁלִישִׁית הַשֶּׁקֶל בְּשָׁנָה. וְכָל הַנּוֹתֵן פָּחוֹת מִזֶּה לֹא קִיֵּם מִצְוָה. וַאֲפִלּוּ עָנִי הַמִּתְפַּרְנֵס מִן הַצְּדָקָה חַיָּב לִתֵּן צְדָקָה לְאַחֵר:

(5) When a poor person comes and asks for his needs to be met and the giver does not have the financial capacity, he should give him according to his financial capacity.
How much? The most desirable way of performing the mitzvah is to give one fifth of one's financial resources.This also reflects an upper limit. As Ketubot 50a states: "Even a person who distributes money to charity with largess should not distribute more than a fifth." This concept is derived from Jacob's vow to tithe (Genesis 28:22 . There the verb which conveys the promise to tithe is repeated, allowing for the concept of giving two tithes. See also Hilchot Arachin 8:13 which cites Leviticus 27:28 which speaks of a person designating a dedication offering "from all that is his." The Rambam continues:
[Implied is that he should not give] "all that is his," as our Sages explained. This is not piety, but foolishness, for he will lose all his money and become dependent on others. We should not show mercy to such a person. In a similar vein, our Sages said: "A man of foolish piety is among those who destroy the world." Instead, a person who distributes his money for mitzvot should not distribute more than a fifth, and he should conduct himself as our Prophets advised [cf. Psalms 112:5]: "He arranges his affairs with judgment," both with regard to matters involving Torah and worldly concerns.
Yayin Malchut notes that in his Commentary to the Mishnah (Pe'ah 1:1), the Rambam writes that as an act of piety, a person may give more than a fifth. Nevertheless, there is not necessarily a contradiction between the two. In his Commentary to the Mishnah, the Rambam is speaking about giving to a needy person who asks for alms. In response to that acute need, one may give more that a fifth. Here the Rambam is speaking about giving to charity when there is no acute need. Hence a limit can be established. See also Ketubot 67b which states that these restrictions apply during a person's lifetime. He may leave a greater percentage of his resources to charity in his will.
In Iggeret HaTeshuvah, Rav Shneur Zalman of Liadi states that one may give more than a fifth of his resources to charity to atone for his sins, for just as one is not concerned with the amount one gives when it comes to healing a physical wound or blemish, so too, one should not be worried about cost when healing a spiritual blemish.

Giving one tenth is an ordinary measure.13The Sifri derives this from the fact that Deuteronomy 14:22, the verse that conveys the Biblical command to tithe repeats the verb, implying an obligation to tithe - not only one's produce - but all income. Giving less [than that] reflects parsimony. A person should never refrain from giving less than a third of a shekel a year. This is slightly less than seven grams of silver. A person who gives less than this has not fulfilled the mitzvah. Even a poor person who derives his livelihood from charity is obligated to give charity to another person.

(א) כָּל עִיר שֶׁיֵּשׁ בָּהּ יִשְׂרָאֵל חַיָּבִין לְהַעֲמִיד מֵהֶם גַּבָּאֵי צְדָקָה אֲנָשִׁים יְדוּעִים וְנֶאֱמָנִים שֶׁיִּהְיוּ מַחְזִירִין עַל הָעָם מֵעֶרֶב שַׁבָּת לְעֶרֶב שַׁבָּת וְלוֹקְחִין מִכָּל אֶחָד וְאֶחָד מַה שֶּׁהוּא רָאוּי לִתֵּן וְדָבָר הַקָּצוּב עָלָיו. וְהֵן מְחַלְּקִין הַמָּעוֹת מֵעֶרֶב שַׁבָּת לְעֶרֶב שַׁבָּת וְנוֹתְנִין לְכָל עָנִי וְעָנִי מְזוֹנוֹת הַמַּסְפִּיקִין לְשִׁבְעָה יָמִים. וְזוֹ הִיא הַנִּקְרֵאת קֻפָּה:

(ב) וְכֵן מַעֲמִידִין גַּבָּאִין שֶׁלּוֹקְחִין בְּכָל יוֹם וָיוֹם מִכָּל חָצֵר וְחָצֵר פַּת וּמִינֵי מַאֲכָל אוֹ פֵּרוֹת אוֹ מָעוֹת מִמִּי שֶׁמִּתְנַדֵּב לְפִי שָׁעָה. וּמְחַלְּקִין אֶת הַגָּבוּי לָעֶרֶב בֵּין הָעֲנִיִּים וְנוֹתְנִין לְכָל עָנִי מִמֶּנּוּ פַּרְנָסַת יוֹמוֹ. וְזֶהוּ הַנִּקְרָא תַּמְחוּי:

(ג) מֵעוֹלָם לֹא רָאִינוּ וְלֹא שָׁמַעְנוּ בְּקָהָל מִיִּשְׂרָאֵל שֶׁאֵין לָהֶן קֻפָּה שֶׁל צְדָקָה. אֲבָל תַּמְחוּי יֵשׁ מְקוֹמוֹת שֶׁנָּהֲגוּ בּוֹ וְיֵשׁ מְקוֹמוֹת שֶׁלֹּא נָהֲגוּ בּוֹ. וְהַמִּנְהָג הַפָּשׁוּט הַיּוֹם שֶׁיִּהְיוּ גַּבָּאֵי הַקֻּפָּה מַחְזִירִין בְּכָל יוֹם וּמְחַלְּקִין מֵעֶרֶב שַׁבָּת לְעֶרֶב שַׁבָּת:

(1) In every city where Jews live, they are obligated to appoint faithful,1See Chapter 10, the conclusion of Halachah 8. men of renown as trustees of a charitable fund. They should circulate among the people from Friday to Friday and take from each person what is appropriate for him to give and the assessment made upon him. They then allocate the money from Friday to Friday, giving each poor person sufficient food for seven days. This is called the kupah.2The term literally means "container" and refers to the charity box in which donations were placed and by extension, to the fund financed by those collections.

(2) Similarly, we appoint trustees who take bread, different types of food, fruit, or money from every courtyard from those who make a spontaneous donation and divide what was collected among the poor in the evening, giving each poor person sustenance for that day. This is called the tamchui.3In his Commentary to the Mishnah (Keilim 13:3), the Rambam defines this term as a pot with compartments.

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(3) We have never seen nor heard of a Jewish community that does not have a kupah for charity. A tamchui, by contrast, exists in some communities, but not in others. The common practice at present is that the trustees of the kupah circulate [among the community and collect] every day and divide [the proceeds] every Friday.4So that the poor will have their Sabbath needs provided for.

The Sages taught that acts of kindness are superior to charity in three respects: Charity can be performed only with one’s money, while acts of kindness can be performed both with his person and with his money. Charity is given to the poor, while acts of kindness are performed both for the poor and for the rich. Charity is given to the living, while acts of kindness are performed both for the living and for the dead.
Sukkah 49b
And Rabbi Elazar said: Anyone who performs charity and justice is considered as though he filled the whole world in its entirety with kindness, as it is stated: “He loves charity and justice; the earth is full of the kindness of the Lord” (Psalms 33:5). Lest you say that anyone who comes to leap and perform an act of kindness may simply leap and do so without scrutiny, the verse states: “How precious is your kindness, O God” (Psalms 36:8). It is a precious and rare occurrence to perform an act of kindness properly. One might have thought that even a God-fearing individual does not always encounter the opportunity to perform acts of kindness. Therefore, the verse states: “But the kindness of the Lord is from everlasting to everlasting upon them that fear Him” (Psalms 103:17).
Sukkah 49b