I think the answer is definitely a "no", with the assumption that the homelessness we talk is a certain mental condition (not necessarily an illness) rather tha

I think the answer is definitely a "no", with the assumption that the homelessness we talk is a certain mental condition (not necessarily an illness) rather than somebody "normal" who's going through economical problem. People in the former condition tend to be detached from the common way of living in the society; the paradoxical effect is that you may give them money, and they don't know what to do with it (see the homeless coder), or you give them shelter, and they live in it exactly the way they would live in a street (for example, on a mattress laid down on the floor, and without taking care or "using" the place they live in).