Every Deferral Strategy, Compared Honestly
Eight strategies, one table: legal footing, real costs, what you hold, and what your heirs get.
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The industry's central repository for structured installment sale compliance and strategy.
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Eight strategies, one table: legal footing, real costs, what you hold, and what your heirs get.
Same acronym, opposite ends of the legal-certainty spectrum. How to tell which one you're being pitched.
Identical tax treatment. The question is whether your buyer or an insurance carrier owes you for the next decade.
What the government has actually said and done — proposed rules, Dirty Dozen listings, and a DOJ injunction suit.
Open the full calculator in a new tab.
Your exact 45-day and 180-day dates — including the tax return due date that shortens late-year exchanges.
See what the $250K/$500K exclusion covers — and what's left taxable.
What's left after debt, fees, and taxes — and how much of it actually arrives at closing.
For obligations above $5 million — applicable percentage, deferred tax liability, and the annual charge.
Your exchange fell through — you may still defer the gain. Five rescue options compared, with the deadline that governs each.
The gross profit percentage formula explained, with a $2M business sale worked example comparing lump-sum vs. 10-year installment tax bills.
Side-by-side comparison on asset eligibility, deadlines, depreciation recapture, income flexibility, and which strategy wins for your situation.
How structured installment sales work: the §453 legal basis, the assignment-company mechanism, annuity backing, step-by-step process, and who qualifies.
The gross profit percentage formula, depreciation recapture rules, §453A interest charge on large obligations, and Form 6252 reporting — all in plain English.
Seven strategies ranked by impact: structured installment sale, stock vs. asset deal, goodwill allocation, QOFs, CRTs, DAFs, and timing.
§1250 depreciation recapture rules, GPP calculation for rental and commercial property, and a worked duplex example comparing lump-sum vs. installment tax.
How farm sale gains are taxed, what can't be deferred, and how installment structures fit a retiring landowner.
When the tax bill is smaller than you fear, when it isn't, and how heirs can structure a sale.
Two deferral paths with opposite endgames — including the strongest case for the one we don't sell.
Why 1031s don't apply to your residence, and how the installment method spreads the gain the exclusion doesn't cover.
Royalties vs. sale proceeds, the retained-interest trap, and spreading the gain the buyers' tax pages never mention.
Carrier insolvency risk, IRS compliance, liquidity constraints, estate considerations, and how each risk is addressed in a properly structured arrangement.
IRS compliance posture, payment security, investment flexibility, fees, and the 2023 listed-transaction risk for DSTs — a frank comparison for sellers evaluating both.
California taxes capital gains as ordinary income at up to 13.3% — no preferential rate. See how the installment method can cut the combined CA + federal rate from 37% to under 25%.
NY state taxes cap gains as ordinary income at up to 10.9%. NYC residents add up to 3.876% local tax. Installment deferral can save $200K+ on a typical $2M sale.
NJ's 10.75% top rate kicks in at $1M — a threshold any sizeable business sale crosses immediately. Bracket management through an installment sale can save $230K+ on a $2M deal.
Oregon has no preferential capital gains rate. Portland Metro sellers also face the 1% SHS and 1.5% PFA surcharges. The installment method can eliminate all three by keeping annual income below thresholds.
Minnesota's 9.85% top rate plus a new 1% surcharge on NII over $1M makes lump-sum sales expensive. The installment method can eliminate the surcharge and save $195K+ in combined taxes.
Who escapes Iowa tax entirely, who doesn't, and how installment structures fit the rest.
No state exclusions, an early-triggering estate tax, and how installment timing helps.
Ohio's business income question, no state estate tax, and how installment structures fit — from an Ohio-based consultant.
DSO acquisitions are accelerating in 2026. A structured installment sale on the goodwill-heavy portion of a dental practice sale can save six figures in combined taxes while delivering guaranteed retirement income.
Hospital systems and PE groups are aggressively buying physician practices. The installment method spreads goodwill-heavy gain across years, potentially saving $150K+ per physician in combined taxes.
27+ PE platforms are buying HVAC companies in 2026. Equipment recapture creates a large ordinary income bill in year one — but goodwill and customer relationships can be deferred. See the numbers.
Multifamily sales trigger §1250 recapture at 25% plus capital gains tax. A structured installment sale defers both — without forcing another real estate purchase. Side-by-side comparison with the 1031.
Professional firms are 50–80% personal goodwill — a capital-gain asset ideal for installment deferral. PE is now actively buying accounting practices. See how to maximize after-tax proceeds.
Practical framework for evaluating and structuring installment sale exits.
BizBuySell learning center—why SIS is a business seller's new best friend and how it works.
How capital gains and NIIT apply to business sales, and how structured installment sales can help.
How SIS works for small business sales—case studies and resources from MetLife.
Introduction to SIS and a case example showing how it benefits buyer and seller.
How SIS works for real estate, property, and land sales—defer capital gains and secure guaranteed income.
As featured in Accounting Today—how SIS helps defer capital gains and convert proceeds into steady income.
For buyers—how SIS works, documents required, and how MetLife manages the payment stream.
Compare SIS with 1031 exchanges, DSTs, deferred sales trusts, opportunity zones, and other alternatives.
Whitepaper comparing SIS with 1031 exchanges, DSTs, deferred sales trusts, and other tax-deferral options.
Annuity-funded SIS for business and real estate—IRC §453, iStructure, and implementation from Independent Life.
Tax Notes Federal—how compliant SIS differs from monetized installment sales and IRS scrutiny.
Independent Life on non-qualified assignments and how they support SIS transactions.
iStructure’s international assignment company—Swiss tax treaty, regulation, and SIS market role.
Official IRS guidance on installment sales, the installment method, Form 6252, and reporting.
IRS tax topic on installment sales, when the method applies, and how to report on Form 6252.
IRS Form 6252 (accessible PDF)—for reporting installment sale income in the year of sale and each year payments are received.
LB&I Process Unit on when and how to compute interest on deferred tax under the installment method.
Treasury regulation on deferred like-kind exchanges: 45-day identification period, exchange period, qualified intermediary, and coordination with section 453 (installment treatment).
U.S. Code Title 26, Section 453—statutory text for the installment method of accounting.
U.S. Code Title 26, Section 453 in PDF—installment method statutory text (2024).
U.S. Code Title 26, Section 453B—rules for gain or loss when installment obligations are disposed of.