Homeless Friend

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So my friend has been on a downward spiral for a while now, about 2 years. He went from living with his grandparents when I first met him (15 years ago), to living with his great aunt when they died, and when she died he ended up living in a motel (provided by welfare). A year after that, he ended up in a homeless shelter in a bad neighborhood, when welfare refused to pay for the motel any longer. Before his great aunt died, he used to drive her car, and when she died, my dad got him a car and put him on his employee's insurance (which was relatively inexpensive). A few days ago he got into a car accident, my dad had already warned him that if he got into an accident, he'd have to get his own insurance, which is impossible because he's never had his own insurance before and it'd be too expensive for him (he literally has $300 to his name and makes $150 a month from welfare). I foresaw all this years ago and told him he could live with me, but than I found out he's a sex offender (shortly before his great aunt died), something I had no idea of for over a decade. I'm feeling quite guilty about the whole thing, after his car accident I had to drive him to his homeless shelter and it was extremely depressing. I can't stop thinking about it.