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Updated almost 5 years ago,
Selling a property that I bought to help a friend
I have a friend who had been in a rent-to-own agreement for 3 years. He had built quite a bit of potential equity, due to part of his rent applying to the purchase and due to the house rising in value. His option was expiring, he couldn't qualify for a mortgage, and was about to lose this potential gain. I stepped in and bought the house on Feb 28, 2019 for $136,000. I am selling it on March 2, 2020 for $187,800. He has lived in the house during this time. I plan to give him the net proceeds after deducting my costs and any taxes that I will have to pay.
I have assumed that I will have to pay long term capital gains tax.
He talked to a CPA who told him that if we had a signed agreement showing that I only did this transaction for him, that he received the money, and that I was not doing it as an investment or to make any profit, then I wouldn't have to pay taxes on the transaction. I talked to another CPA and he said, "NO WAY". I would appreciate any opinions on this situation from a qualified professional or someone who has encountered a similar situation.