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We are structuring a five-year installment sale under Section 453, but the buyer is offering a below-market interest rate on the unpaid balance. How do we negotiate the interest rate and principal split to avoid IRS imputed interest penalties while maintaining our target enterprise value?

When structuring an installment sale under Section 453, the IRS requires that you charge a minimum interest rate, known as the Applicable Federal Rate. If you agree to a below-market interest rate, the IRS will reclassify a portion of your principal payments as interest income under Section 483 or Section 1274. This is a problem because interest income is taxed at higher ordinary income rates, whereas principal payments are taxed at lower capital gains rates.

To avoid this tax penalty, you must ensure the interest rate on your installment note is at least equal to the Applicable Federal Rate at the time of closing. If the buyer is pushing for a lower rate to preserve their cash flow, you can negotiate a higher overall purchase price to offset the tax impact. Alternatively, you can structure the note with a stepping interest rate that starts low and increases over time.

Work with your tax advisor to calculate the exact principal and interest split that maximizes your after-tax proceeds. By proactively managing these IRS rules during negotiations, you protect your target enterprise value and ensure your tax deferral strategy works as intended.

Category: Valuation & Deal Structure

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