I am a Landlord. One of my tenants sued for their total deposit back. They won on technicalities. I had a large amount of legal fees owed to their attorney. My business did not have it so, I loan it to the business. I expenses the legal fee on the business side bit, I want to be paid back. Do I expense the loan payments? Or is that double dipping?
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You would not be able to expense the loan payments. On the business return, you can expense the interest paid until you are paid back, but you would have to include the interest as income on your personal return so there is no benefit.
To answer your question, "yes" it would be double dipping since you already recorded an expense when you paid the attorney fees.
What should be happening is:
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