tyler-smith.com · Questions & Answers

The buyer is offering to pay our asking price but wants a zero-interest seller note for twenty percent of the deal, claiming the premium multiple covers the cost of money. How do we structure this note to avoid IRS imputed interest penalties without lowering our valuation?

If you accept a seller note with an interest rate below the Applicable Federal Rate, the IRS will step in under Section 1274 and impute interest. This means you will be taxed as if you received interest income anyway, but without the actual cash to show for it. It also reduces your capital gains portion and turns it into ordinary income, which carries a higher tax rate.

Do not let a buyer convince you that a high multiple offsets zero interest. Instead, bring this back to your leadership team to run the math. If the buyer insists on zero interest, you must recalculate the purchase price upward to compensate for the tax friction of imputed interest. Use your spreadsheet to model the net cash proceeds after tax.

Alternatively, structure the note to state the required Applicable Federal Rate interest but negotiate an offsetting reduction in another area of the deal, or structure the interest to accrue and pay at maturity rather than monthly. This keeps your cash flow manageable for the buyer while protecting your tax position.

In your weekly Level 10 Meeting, assign a Rock to your financial seat to run these scenarios before your next negotiation session. Having hard data allows you to hold your ground. If the buyer is unwilling to pay the legal minimum interest or adjust the purchase price, they are trying to claw back your valuation through the back door.

Category: Valuation & Deal Structure

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