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The mitzvah of giving charity is one of the hallmarks of Judaism. The number of charitable organizations members of our community have formed and the donors who support them are a testament to our dedication to helping our brethren. But even greater than how much we give is how we give it. A Jew must do his utmost to ensure that the recipient does not feel shamed or embarrassed for his neediness. As we say in Shabbos davening, “Who is like Your people Israel, one nation in the land?”

If there shall be a destitute person among you… you shall not harden your heart or close your hand against your destitute brother… You shall surely give him, and let your heart not feel bad when you give him, for it is because of this matter that Hashem, your G-d, will bless you in all your deeds and in your every undertaking” (Devarim 15:7-8).

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The Sages constantly stressed the tremendous importance and merit involved in giving charity:

  1. We are obligated to be careful in regards to the mitzvah of charity, more so than any other obligatory mitzvah… The throne of Israel is not prepared, and the law of truth does not stand except with charity… Israel will not be redeemed except with charity… (Rambam, Matnos Aniyim 10:1).
  1. The mitzvah of charity is tantamount to all other mitzvos (Bava Basra 9a).
  1. One is obligated to give charity with joy and a good heart (Sefer HaChinuch, mitzvah 479).
  1. One who gives charity with a doleful face loses his merit (Rambam, Matnos Aniyim 4).
  1. We do not recite a blessing when giving charity because we are obligated to give joyfully and most people lack that level of joy and enthusiasm when giving (Meor V’shmesh, Parshas Pinchas).

Why is this mitzvah so valuable that it is equal to all other mitzvos? Also, why are there so many nuances and additives involved in giving charity? Isn’t it hard enough to give up one’s hard-earned money? Why should one be obliged to give joyfully?

Nesivos Sholom explains that charity is not merely about giving away money. The ability to give away one’s own resources in order to help another must be rooted in faith in G-d. If one truly believes that he will get whatever he is destined to receive from G-d (as long as he does his part) it will be far easier for him to give.

This idea is expressed in the Mishna: “Rabi Elazar of Bartosa said: Give Him from His own, for you and what is yours are His” (Avos 3:18). Whenever a person gives charity he is essentially giving back to G-d what is His. G-d ensures that money and resources are granted to whomever He deems should have them. Our role in giving charity is the opportunity to overcome our nature and receive merit and reward for taking part in G-d’s Work, as it were. But in the end, our actions and efforts notwithstanding, every penny only ends up where, and with whom, G-d wants. This attitude and mindset is an integral part of giving charity.

A person who gives charity dolefully or begrudgingly demonstrates that his faith is somewhat wanting and he has not fully fulfilled the mitzvah of giving charity. On the other hand, a person who is able to feel joy when giving demonstrates that his faith in G-d is strong. Such a person has essentially achieved the underlying goal of all mitzvos, i.e. to fulfill the Word of G-d by subjugating ourselves to His Will and demonstrating our faith in Him. Therefore, when fulfilled properly, the mitzvah of giving charity is equivalent to all other mitzvos.

Every Jew is innately kindhearted and benevolent. It is part of our genetic makeup, dating back to our patriarch Avrohom. But there are certain Jews who dedicate their lives to being charitable and helping others. The truest level of chessed is accomplished by one who seeks to help others altruistically, for the sole purpose of being a giver.

The great chassidic master, Reb Mendel of Rimanov, was once learning with his students when he was interrupted by an impoverished individual begging for charity. The man appeared bedraggled and disheveled, his clothing was torn, and his face looked gaunt. Reb Mendel immediately turned to his gabbai and instructed him to go into his private room and take a gold coin from his coat to give to the poor man. When the poor man received the sparkling and expensive coin, his face lit up. He thanked the Rebbe profusely and left in a state of great joy.

Reb Mendel immediately resumed his studies. But about five minutes later he stopped again. After a moment of silence, the Rebbe again called over his gabbai. He asked him to please hurry and find the poor man who had just left his home and ask him to return immediately. The gabbai rushed out and soon found the poor man wandering through the market place, apparently trying to decide the best way to spend the generous donation he had just received. When the poor man heard that the Rebbe wanted him to return he looked crestfallen. He was certain that the Rebbe realized that he had given him too much and wanted to exchange it for a silver coin.

The poor man begrudgingly made his way back to the Rebbe, his eyes downcast. But as soon as he walked in, the Rebbe apologized for bothering him to return and handed him a second gold coin. The poor man was beside himself with joy and confusion. “Holy Rebbe, if the Rebbe had intended to give me such a magnanimous donation in the first place why didn’t the Rebbe just do so?”

Reb Mendel explained, “When I originally gave you the gold coin it was given wholeheartedly. However, after you left I realized that I had really given it to you out of compassion. I felt pained by your appearance and was struck by pangs of compassion. That would mean that I had given the coin to you in order to assuage my conscience.

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Rabbi Dani Staum, LMSW, is a popular speaker and author as well as a rebbe in Heichal HaTorah in Teaneck, NJ. He has recently begun seeing clients in private practice as part of the Rockland CBT group. For appointments and speaking engagements, contact 914-295-0115 or [email protected]. Archives of his writings can be found at www.stamtorah.info.