§453 · Structured Installment Sale Vs Seller Financing

How is a structured installment sale different from seller financing?

Both get the same tax treatment: gain is reported under IRC §453 as payments arrive. The difference is who owes you. With seller financing, the buyer owes you on a note, and you carry their credit, default and foreclosure risk. In a structured installment sale, the buyer pays all cash at closing and an assignment company owes the payments.

§453 Mechanic: How the Money Flows

Buyer cash → Assignment Co. → fixed annuity → You, on schedule

BUYER pays full cash at closing ASSIGNMENT CO. owes you the payments purchases annuity LIFE INSURER Fixed annuity from a highly rated life insurer owned by the assignment co. SELLER (you) paid on chosen 5-30 yr schedule Closing day: one wire, one assignment Gain recognized proportionally each year per IRC §453 (Treas. Reg. §15A.453-1)

Hans Goldstein structures installment sales for sellers and works alongside their CPAs. Email hans@goldsteinco.net or call 213-340-2018.

What do the two have in common?

The tax side is the same law. An installment sale is any sale where at least one payment is received after the close of the tax year of the sale (§453(b)(1)). Whether the payments come from the buyer or from an assignment company, you:

  • Report the sale on Form 6252 in the year of sale and each year you receive a payment (IRS Pub 537).
  • Apply one gross profit ratio (gross profit divided by contract price) to every payment, including cash at closing (Temp. Treas. Reg. §15a.453-1(b)(2)).
  • Pay tax on §1245 recapture in the year of sale, in full, even with no cash received (§453(i)). Unrecaptured §1250 gain spreads with the payments and comes out first (Treas. Reg. §1.453-12).
  • Treat interest on the payments as ordinary income.

So the choice between them is not about tax. It is about who stands behind the payments for the next 10 or 20 years.

Where do they differ?

Seller financing (buyer's note)Structured installment sale
What the buyer pays at closingDown payment onlyThe full price, in cash
Who owes you the balanceThe buyer (a person or an LLC)An assignment company, typically an insurer affiliate
What funds the paymentsThe buyer's future income and the propertyA fixed annuity from a highly rated life insurer (A or better by A.M. Best or equivalent)
Your securityA deed of trust or lien, if you negotiated oneNone specific; you are an unsecured creditor of the assignment company
If payments stopYou chase the buyer, then foreclose or repossessThe buyer is already out of the deal
ServicingYou collect, track late payments, issue statementsPayments arrive on the contract schedule
Can terms be renegotiated later?Often, by agreement with the buyerNo; the schedule is locked at closing
Interest rateNegotiated with the buyerSet by the insurer's pricing on the day the annuity is bought
Buyer's costPrice paid over timeSame as an all-cash purchase
Before you read further

What is the tax bill on your sale going to be?

Send me the sale price and rough basis. Within one business day I'll email you the actual number and the Seller's Guide to §453. If it doesn't fit your deal, I'll tell you that plainly.

No retainer · no obligation. Hans Goldstein, a licensed insurance agent (CA Insurance License #4273294), will contact you and may discuss insurance products, including annuities.

The buyer usually prefers the structured sale too. They close like any cash buyer, through their own lender or funds, and owe you nothing afterward.

What can go wrong with a buyer's note?

Over a 10 to 25 year note, the buyer can die, divorce, get sued, file bankruptcy, lose the business, or simply stop paying. A bankruptcy filing stops collection. A foreclosure costs legal fees and months of time, and hands you back a property the buyer may have under-maintained, often in a weak market, since that is when buyers default. If the buyer was depreciating the property, you are now the owner again with a fresh sale to run.

Repossession also has its own tax rules. Getting real property back under §1038 triggers gain recognition on some of the cash you already collected, and your CPA has to recompute basis. None of that is a reason seller financing never works. It works well when the buyer is strong, the down payment is large and the term is short. It is a reason to price the risk honestly.

See the longer list at why not just take payments from the buyer.

What does it look like with real numbers?

Illustrative: you sell a building for $2,000,000 and want income over 10 years.

  • Seller financing: the buyer puts $400,000 down and signs a $1,600,000 note. Your $1,600,000 depends on that buyer for a decade, secured by the building.
  • Structured installment sale: the buyer pays $2,000,000 at closing. You take, say, $400,000 in cash and have $1,600,000 paid to the assignment company, which buys a fixed annuity to fund your 10 years of payments. The buyer's credit stops mattering the day escrow closes.

In both cases the gain is spread the same way under §453. The interest rate will differ: a note rate is whatever you negotiate, while the structured rate comes from the insurer's pricing at closing. Your CPA should confirm the stated interest is adequate under §§483 and 1274 in either case.

When is seller financing still the better fit?

  • You want a higher rate than an insurer will pay, and you will accept buyer risk for it.
  • The amount is below the insurer's minimum for a structure.
  • You may want to renegotiate, take the property back, or sell the note later (selling or pledging it has tax consequences under §453B and §453A(d)).
  • The buyer cannot get financing to pay all cash at closing. A structured sale needs the full price at closing.

Have your CPA review your facts before you pick either route.

Frequently asked

Q: Is the tax treatment the same for both? A: Yes. Both use the installment method under §453 and Form 6252. The gross profit ratio, recapture rules and interest treatment are the same.

Q: Can I convert my existing seller-financed note into a structured sale? A: No. A structured installment sale must be set up before closing. Selling or transferring an existing note is a disposition that can trigger the deferred gain under §453B.

Q: Does the buyer pay more in a structured sale? A: No. The buyer's cost is the same as an all-cash purchase. The commission is built into the annuity pricing, not added to the price.

Q: Do I get a lien on anything in a structured sale? A: No. You are an unsecured general creditor of the assignment company. The payments depend on the claims-paying ability of the assignment company and the insurer behind it.

What should you read or run next?

Who wrote this?

About the author

Hans Goldstein works with sellers on IRC §453 installment sales. Tax and exit-planning analysis: Hans Goldstein: Tax & Exit Planning. Annuity placement for structured installment sales: Goldstein & Co. LLC dba Goldstein Insurance Services, CA ins. lic. #4273294. Hans is not a CPA or attorney, and this page is education, not tax or legal advice; have your CPA review your facts. A commission is paid only if a structured installment sale is funded.

Last updated September 30, 2026.

Talk to Hans: hans@goldsteinco.net · 213-340-2018

Hans Goldstein, NPN 20602398

Find out what your sale is really going to cost you in tax, and what you can do about it

No retainer. On a funded structure, the insurer pays a one-time commission of about 4% of the amount structured to the brokerage firm that places it (Hans’s share is about 2.4%; no trail). It is built into the annuity pricing, not a separate fee.

Send me the sale price and roughly what you paid. Within one business day I’ll come back with the number you’re actually looking at and whether a structured installment sale can push it down. If it can’t, I’ll say that just as plainly.

You'll also get the plain-English Seller's Guide to §453: the math, the alternatives, and the cases where it does not work.

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📞 Hans Goldstein · 213-340-2018 · CA Insurance License #4273294 · Independent §453 specialist · Goldstein & Co. LLC

Hans Goldstein, a licensed insurance agent (CA Insurance License #4273294), will contact you and may discuss insurance products, including annuities.

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