Not only is this fair for society, it's healthier for the individual's psyche, as they could feel good about the assistance they get as payment rather than charity.

We also have local charities that help underprivileged children with food and clothing.

I'm running a business, not a charity, and my sympathy ends at my wallet. 

Sounds AmazingI was building buildings with a charity worldwide since I was 15My brother worked with tons of local contractorsMy uncle had an extensive real estate careerWill follow your journey and post blogs if I canwould love to see millions of teenagers building houses

It's just now it's more along the lines of endowing a charity than buying a house I don't need. 

My offer is this: If they are within a 7-hour radius of me (I live in Richmond, VA), I will drive to them, take them to lunch + give $250 to the charity/cause of their choice in exchange for their time and advice.  

BTW I mentioned food stamp in the original post do you know why they will never go away (charity aside) ?

This gives you two advantages.  1) Charities are more likly to help a tenant catch up if they are at risk of being evicted.  

I say this, as  I am experiencing the downside of renting to a charity program like section 8, and the houses are TRASHED. 

And even if they didn’t get themselves into that position, I don’t believe in forced charity, which is what government assistance programs are.