tyler-smith.com · Questions & Answers

We want to use a Section 453 installment sale to spread our tax liability over four years, but the buyer is insisting on a clawback provision that lets them reduce the future payments if their post-close revenue dips. How do we protect our deferred payments from these performance-based adjustments?

Structuring an installment sale under Section 453 is an excellent strategy to defer capital gains taxes, but allowing the buyer to link these deferred payments to post-closing operational performance defeats the purpose of the transaction. An installment note is a debt instrument, not an earnout. If the buyer wants a performance-based price adjustment, that belongs in a separate earnout bucket, not as a clawback on your fixed seller note.

To protect your deferred payments, you must establish a strict division between indemnity claims and your installment notes. Insist that the buyer use a third-party escrow account as their primary source of recovery for any post-closing representation and warranty breaches. If they demand offset rights against the seller note, negotiate a clause that prevents any unilateral withholding of payments. Specify that no offset can occur unless a third-party arbitrator or court has issued a final, non-appealable judgment confirming that you breached a specific representation.

Additionally, require the buyer to provide financial security for the installment note. This can be achieved by securing a junior lien on their accounts receivable or obtaining a personal guarantee from the buyer's principals. By keeping your installment sale strictly categorized as a fixed debt obligation and forcing any performance disputes into a structured arbitration process, you protect your deferred proceeds and keep your tax strategy intact.

Category: Valuation & Deal Structure

← All questions