This is known as a "false dichotomy" and is very lame.

Do you think they’d stop being bad people if they couldn’t make an honest living? Would it be better or worse if they were on the street? Do you think they might resort to criminality also?

I don't think anyone deserves living in the street. I don't think they will stop being bad people whether or not I support them. It seems you're trying to move the goal post.

Do you feel better knowing they aren’t getting your money? Even at the cost of them ever doing anything good for anyone?

I feel better that they aren't getting my money because they cannot be empowered to hurt the people I care about. I think they can do good things without my support. This seems like a weird thing to say.

Also, this is clearly sealioning. It's really not a good way to make conversation.