I don’t know if I can answer your question entirely, but I think that both situations are important. It’s very nice to be able to give a large sum of money to an organization who helps to the poor & needy. But, not always is it financially possible to give one big lump sum to 1 place. The mitzvah isn’t to only give to 1 place a lg. lump sum. You can give to as many places even if there smaller amounts of money. (It’s like when you get in the mail these pamphlets from some organization based in Eretz Yisrael & they tell you that if you call in by a certain day & time w/ $180, $250 etc. you can have your name/s mentioned by the Kosel & other Mekomos Hakedoshim w/ a minyan of people saying Tehillim for 40 days/nts & see your Yeshuah IY”H. Like how many people do you all know that can afford to always give such types of sums. Oh, w/ some of these organizations, if you want to put in more than 1 name, so you need to give at least double the amount of Money. In these difficult times w/ the economy, how many people out there can really afford to give these amounts that are being requested?) I find that when I have to give to more than one place either from organizations that I have pledged to already & other things that come in the mail, since I’m not in a position to be able to give very large sums of monies, so I try to divide it up between each organization. To some, I might give $18, & some others I might give $36. If I feel I want to give more, so I give as much as I feel I can give at that time.
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