Midrash on Pslams 41:2
אשרי משכיל אל דל. אמר ר' יונה: אשרי משכיל ונותן אל דל, מהו משכיל? שמסתכל וחושב עליו היאך להחיותו.
Happy is the person who is maskil in relation to the person in need (ps. 41:2) Rabbi Yonah said: Happy is the one who is maskil and gives to the person in need. What does maskil mean in this case? That the person doing tzedakah takes an intense look and considers the best way to give the person back his or her decent and dignified life. [Translation by AJWS]

Suggested Discussion Questions:

1. How does this understanding offer alternate insight into methods of giving tzedakah?

2. Does this align with your understanding of giving tzedakah? Does it enhance your understanding?

Time Period: Rabbinic (Maccabees through the Talmud)