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If I have money, I give it to them if they aren't raising any danger flags. Like there's one woman who just screams "I'M HUNGRY" at people, and I'm sure that's true, but I don't engage with her because it feels unsafe. There's one whose name I learned, and another couple we recognize each other now.
I used to make good money (low six figures). Giving away $20/week to people asking for it wasn't even noticeable in my budget. I could probably have done $200/week without noticing. I think my peers are just bad at budgeting though.
I've been unemployed for a while now, so I don't always have cash to give. I tell them the truth.
I don't expect people who have nothing to give a lot. But I know many of my six figure salary peers could give without even noticing the money, and they don't. They don't give to charity, either. They just buy video games they don't play, run the AC so they have to wear a hoodie inside, and so on.