Have you spoken to him? I only ask because there are a few guys around here that I talk to often and they are homeless by choice. I still go out of my way to drop them Mc Donalds and I have just started driving around with new shoes in my truck in the hopes that I get lucky and they fit one of the two guys I always talk with.
They have monthly checks they get and have money, they still get turned away from Mc Donalds due to their looks. I have not went as far as inviting them into our home as I have small children but 2 years ago we did take them Thanksgiving dinner to the benches where they sleep. Last year we had a 20 day old and did not get the chance.
I don't think I could feel right about giving a brand new account this contest money as there are many steemit users already bad off. I would be willing to support this new user with votes and possibly purchasing some artwork from him through the mail.
I am in Argentina, of course I've talked to him. He discovered that he could paint in order to sell his art in the street, he don't recieve nothing from the govt, I will post pictures later.
But yes, now that you said that, I think that someone that have been here longer should recieve the help.