Since I work in Oakland, I go out for lunch pretty often. When you walk down the street, there's always pan handlers asking for money. Most of the time, I ignore them, just because I feel that they should either find a way to earn a living other than standing around the street or that they really aren't in desperate need for money, that they are
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http://www.eecm.org/help.htm
http://www.lightoflife.org/
http://www.pittsburghfoodbank.org/index2.htm
That way you are helping to ensure that the necessary resources are available to people to stay fed, stay warm, and, possibly, get back on their feet. The majority of homeless people have serious problems with mental health and addictions, so the best thing that you can do is make sure that there are places for them to go.
I know what you mean about having reservations giving people money, though. I am a total bleeding heart and I almost never give money straight to people.
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