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About us
The independent guide to structured installment sales
Education-first guidance on deferring capital gains tax under IRC §453 — for sellers of businesses and appreciated real estate, and the advisors who serve them.
Licensed consultant
Rated carriers
No-pitch education
Meet the Founder
Sean Whitehead
Founder and structured settlement consultant
NPN: 20798815
License Number: 1521500
Sean spent his career in the structured settlement industry — the assignment companies, annuity carriers, and payment architecture that have secured injury settlements for decades. StructuredSales.org applies that same infrastructure to a different problem: the capital gains tax bill on selling a business or appreciated real estate. He works directly with sellers, and alongside their CPAs, attorneys, and brokers, to evaluate whether a structured installment sale fits — and to implement it before closing when it does.
Areas of focus
- Structured installment sales and the IRC §453 installment method
- Capital gains tax deferral on business and real estate sales
- Comparisons with 1031 exchanges and deferred sales trusts
- State-specific capital gains considerations
- Risk, carrier strength, and compliance for deferral structures
How this works — and how we're paid
Compensation transparency, up front.
When a structured installment sale is implemented, we're compensated by the annuity issuer through the funding transaction — never as an hourly or upfront fee, and at no added cost to buyer or seller. All education here is free either way.
Model
Run your sale's numbers together.
Review
Your CPA and attorney stay in the loop at every step.
Close
The structure is documented before closing.
Why sellers and advisors trust this site
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Trade-offs covered, not buried
Depreciation recapture, liquidity limits, and carrier risk get the same weight as the tax savings.
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Plain English, real mechanics
Gross profit percentage, payment schedules, and gain recognition explained the way the installment method actually works.
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Carrier-backed, per-carrier rated
Funding carriers are listed by name with their current AM Best ratings, dated.
See your own numbers
Free calculator — no signup, no phone call required.
Education only — not tax, legal, or financial advice.