When you give a gift to a beggar, don’t shout about it as the hypocrites do—blowing trumpets in the synagogues and streets to call attention to their acts of charity! I tell you in all earnestness, they have received all the reward they will ever get. Matthew 6:2
I came across this hierarchy of charity many years ago in graduate school. It is from the writings of the great Medieval Jewish philosopher Moses Maimonides. I found it fascinating that he was able to define the levels of charity toward others, basing it upon the dignity of the recipient, which reflected directly upon the dignity of the giver.
I hope it blesses you…
There are eight levels of charity, each greater than the next.  The greatest level, above which there is no greater, is to support a fellow Jew by endowing him with a gift or loan, or entering into a partnership with him, or finding employment for him, in order to strengthen his hand so that he will not need to be dependent upon others . . .
 A lesser level of charity than this is to give to the poor without knowing to whom one gives, and without the recipient knowing from who he received. For this is performing a mitzvah solely for the sake of Heaven. This is like the “anonymous fund” that was in the Holy Temple [in Jerusalem]. There the righteous gave in secret, and the good poor profited in secret. Giving to a charity fund is similar to this mode of charity, though one should not contribute to a charity fund unless one knows that the person appointed over the fund is trustworthy and wise and a proper administrator, like Rabbi Chananyah ben Teradyon.
 A lesser level of charity than this is when one knows to whom one gives, but the recipient does not know his benefactor. The greatest sages used to walk about in secret and put coins in the doors of the poor. It is worthy and truly good to do this, if those who are responsible for distributing charity are not trustworthy.
 A lesser level of charity than this is when one does not know to whom one gives, but the poor person does know his benefactor. The greatest sages used to tie coins into their robes and throw them behind their backs, and the poor would come up and pick the coins out of their robes, so that they would not be ashamed.
 A lesser level than this is when one gives to the poor person directly into his hand, but gives before being asked.
 A lesser level than this is when one gives to the poor person after being asked.
 A lesser level than this is when one gives inadequately, but gives gladly and with a smile.
 A lesser level than this is when one gives unwillingly.
(Credit to Chabad.org)