If you want to be compassionate to the homeless, send a check to the local shelter/food back and let the pros handle the aid. A lot of homeless people are such because they have psychological problems. I’m not saying this to be disparaging, it’s just a fact. Normal/healthy people both desire to and have the ability to maintain a place to reside. Yes, there are a lot of good people who have suffered misfortunes and end up in bad situations, but most chronicly homeless are not completely right.