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We want to use an installment sale under Section 453 to defer our tax hit, but our deal value is well over five million dollars. How do we deal with the Section 453A interest charge on deferred tax liabilities so it does not wipe out our tax savings?

Under Section 453A of the tax code, if your total outstanding installment obligations exceed five million dollars at the end of the tax year, the IRS imposes an annual interest charge on the deferred tax liability. This charge can significantly erode the tax-deferral benefits of an installment sale.

To mitigate this tax drag, you have a few structural options. First, if the business has multiple owners, the five million dollar threshold applies individually to each taxpayer. If you and your spouse or business partners hold ownership shares, you can structure the installment notes separately to maximize the threshold limit per person.

Second, you can negotiate with the buyer to increase the interest rate on the seller note itself. This extra yield helps offset the interest payment you must make to the IRS.

Third, coordinate your exit timeline with your long-term tax planning. Treat this tax liability as a major strategic topic on your V/TO, or Vision/Traction Organizer. By identifying this risk early, you can structure the closing date or payment tranches to spread the installment obligations across multiple tax years, keeping the outstanding balance below the threshold when possible.

Category: Valuation & Deal Structure

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