My prayer is that God will never take away your tender heart for the needy. May God richly bless you for what you and your wife have done for this man.
I think we are called to help the needy to the point of both parties having a little of what they need. I don't think we are to put ourselves or our family in any type of jeopardy financially or otherwise. Just share what you have brother.
And I'll be blunt. You may want to consider a different church.