Business & farm

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:

  • You record a liability on your books; debit cash and credit loan
  • Next you debit legal fees and credit cash
  • You should prepare a proper loan document with appropriate interest between yourself and the business
  • Any repayment of the loan to yourself will be a combination of principle and interest.  Only the interest will be deductible.
  • Depending on the repayment schedule, the IRS could reclassify the "loan" as a capital contribution.  So make sure you have a repayment plan and actually make payments to yourself.
*A reminder that posts in a forum such as this do not constitute tax advice.
Also keep in mind the date of replies, as tax law changes.