“The letter gimmel represents the benefactor or the giver of charity. [Its] design is explained in the Talmud as a rich man running to give charity to a poor person.
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The word gimmel in Aramaic is gamla, or bridge. One can say that the bridge… represent[s]the merger… between the material world and the reality of G-d.
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Your money doesn’t really belong to you; G-d loaned it to you so that when a poor person comes along, you can give him his money. You even have an obligation to run after him and ‘return’ the money; it never belonged to you in the first place…
You’re obligated to create a bridge between the poor person and yourself. You shouldn’t remain two separate, segregated entities…
The greatest level of charity is to set a person on his feet, nourish him until he’s ripe…”