tyler-smith.com · Questions & Answers

Our tax advisor warned us that while we want to use an installment sale under Section 453 to defer taxes, we will face an immediate tax bill at closing because of depreciation recapture on our heavy equipment. How do we structure the deal and use our operating system to manage this cash flow hit?

When you sell assets under an installment sale, Section 453 requires you to recognize all depreciation recapture as ordinary income in the year of the sale, regardless of how much cash you actually receive at close. This can create a severe cash flow squeeze if you accept a small down payment.

To solve this, you must first get clear on your numbers. Use your next quarterly planning session to review your balance sheet and identify the exact amount of depreciation recapture you face. This is a classic Issue to be solved during IDS.

Once you have the exact number, you have two options to negotiate into the deal structure. First, you can demand that the upfront cash payment at close is at least large enough to cover the entire tax liability generated by the depreciation recapture plus your transaction fees. Second, you can adjust the asset allocation. Work with your tax CPA to allocate more of the purchase price to goodwill, which qualifies for capital gains treatment and installment deferral, rather than to the depreciable equipment itself.

By using your leadership team's weekly Level 10 Meeting to keep this issue on the Issues List, you ensure your negotiation team does not agree to a payment schedule that leaves you out of pocket on April fifteenth. You must align your financial realities with your V/TO goals before signing the purchase agreement.

Category: Valuation & Deal Structure

← All questions