"Homeless People Don't Deserve Your Pity"

Rav Soloveitchik, Kol Dodi Dofek

Job! You gave much charity. You did not hesitate to offer assistance ‎and support to others, and you stood by them in their hour of distress.

However, as a man blessed with a ‎good heart, you may have momentarily pitied the orphan. You had vast amounts of money and ‎you wanted for nothing, hence you gave a respectable amount of tzedakah [charity].

However, loving-kindness demands more than a momentary tear and a cold coin. Loving-kindness means ‎empathizing with one’s fellow man, identifying with his hurt and feeling responsibility for his fate.