Assuming the SMLLC is a disregarded entity, he has no basis in it. And if the loan is, under state law, a recourse loan, and parents don't intend it as a gift, and it has the characteristics of a loan, he's at risk for it and can deduct losses that are financed by the loan. If the parents want the loan to be secured by the "facility", and even if not, read and apply carefully section 465(b) and let us know where you come down with your specific facts.