The 3-year audit window, the 10-year collection limit, and the 30/90-day deadlines to fight back. Understand the clocks, and a Structured Installment Sale turns time into a tool.
Most people think about a big sale in terms of one number: the tax bill. But the tax code is really a game of clocks, and the sellers who win understand them. These are the three that matter, drawn from the body of knowledge tax professionals study to represent clients before the IRS.
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 IRS generally has three years from the date you file to audit a return and propose more tax. That stretches to six years if you omit more than 25% of your income, and there's no limit at all for fraud or a return you never filed.
Why it matters: a clean, well-documented SIS starts that three-year clock with nothing to find. Report each year's installment correctly, keep the paperwork, and the window simply closes.
Almost no seller knows this: even if tax is owed, the IRS generally has only ten years from assessment to collect it (the Collection Statute Expiration Date). And if you can't pay all at once, the code offers structured ways to handle it:
Why it matters: the entire point of a SIS is to make sure you never get anywhere near the collection side of the IRS. Spreading the gain across years and staying in lower brackets keeps the tax manageable and paid-as-you-go, so the collection clock never starts, the liens and levies never come, and your assets stay yours.
If the IRS ever proposes extra tax, you're not stuck:
Miss these and you lose ground. Know them and you keep every option open, which is why an advisor (or a representative like an Enrolled Agent) who knows these deadlines cold can be worth far more than the fee.
| The clock | The risk | How a well-built SIS helps |
|---|---|---|
| 3-yr audit window | A messy big-gain year invites questions | Clean, matching documentation; nothing to find |
| 10-yr collection limit | An unpayable lump-sum bill → liens, levies | Spread gain → pay-as-you-go → never reach collections |
| 30/90-day fight window | Missing a deadline forfeits your rights | An advisor who tracks deadlines and can represent you |
A major sale starts several IRS clocks. The sellers who keep the most of their money are the ones who build their sale around those clocks. A Structured Installment Sale is, at its core, a way of using time as a tool instead of letting it run against you.
Before you sign anything, run your numbers with someone who structures the deal to be tax-smart and audit-ready from day one.
Call 213-414-2808 Run the Numbers →
A plain-English guide for sellers on how a structured installment sale defers the tax when you sell a business, practice, or property. It covers the math, the alternatives, and how to tell if your deal fits.
Leave your details and the PDF downloads right away. Within one business day Hans will email a preliminary read on which structure fits your deal. 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.
📞 Hans Goldstein · 213-414-2808 · 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.