I have Schizophrenia. I had a psychotic break where I felt spiritually obligated to give money to homeless people.

I typically give $200 every month. I withdraw that amount in 20s and 50s and distribute the money to people who are bartering for money. I live in a city with a lot of homeless population.

This month I am going to give $300. I know this isn't a ton of money but I was simply wondering how much I should give? I don't know if giving more people smaller amounts or less people larger amounts will be better.  

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When I used to work with homeless clients, one said that the $500 her parents gave her was "enough rope to hang myself with" - enough for a lot of drugs but not enough for a security deposit on an apartment. So given your wish to give to this population, I'd probably go with smaller amounts to more people.