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Getting employed and staying employed when you're homeless is a lot more difficult. Psychiatric and substance abuse problems don't help either; even if you're a homeless person and lucky enough not to be struggling with one of those, jobs available are often patronizing and demeaning (shit jobs).

Well he never really asked for money and I didn't give him a chance to refuse it :)

Too many times I've heard this as an excuse to do nothing at all, that I've a hard time believing this really means what we'd think it does. Nevertheless I enjoyed the story and would like to think this is something I would have done. Which I doubt. It is my shame that I can identify better with the homeless man than MIT_Hacker.