Although you had a previous situation that made you feel that way, there are ways to protect your investment/cash. Privately lending money isn't about loosening ALL credit standards, it's about loosening maybe one standard but still lending prudently. If your parents had taken a large enough downpayment, they would have been happy to get rid of him and sell it again. There's nothing better than selling something for a profit twice!
One of the keys is don't do it for freinds and family. Make it a business decision and you should end up just fine.
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