Hans GoldsteinTax & Exit Planning · installment sale
HANS GOLDSTEIN · §453 STRUCTURED INSTALLMENT SALE
Let’s use your numbers.

Enter your deal. The whole walk-through runs on these, and you can change them anytime during the demo.

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→ your real basis is $0
after $0 of depreciation
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Gain $0 = price − basis − closing costs · adjusted basis $0 after $0 of depreciation (your CPA has the exact figure; it barely moves the answer) · §121 excluded $0 (principal residence, but §121(d)(6) does not shelter the depreciation, so the §1250 layer is still taxed) · gross-profit ratio 0% · taxed the year you close: $0 (assumed debt above basis + closing costs paid from proceeds + cash taken, × the ratio) · structured: $0 · is not modeled here, so state tax is shown as $0 · §453A interest charge (note over $5M at year end): $0 over the term, included in every number here

The note pays you $0

Rough estimate · illustrative & educational only. Not tax, legal, or investment advice. Your CPA runs the exact figures.

STRUCTURED INSTALLMENT SALE · IRC §453 Two engines. One sale. Two ways it can go, and 33% of it is on the line. 1 Tax Compression: stay in the low brackets, not the top. 2 Pre-Tax Gain: up to 100¢ stays working (100¢ on this deal), not 66¢. Whiteboard walk-through. Click to draw it, the way I'd sketch it live.
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THE SETUP You sold. Now there's a $2,000,000 gain. $2M gain Take the check Top bracket, all in one year: ≈ $667K gone Structured Installment Sale Spread it, and the whole $2M keeps working The IRS gets more or less. That's the whole game.
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ENGINE 1 · TAX COMPRESSION Where does the sale land on the tax ladder? combinedtax rate $0 CA 2 to 8% · Fed 0% Fed 15% Fed 20% + CA 13.3% + 3.8% NIIT Take the check ~73% at the top tier OUCH! ≈ 33% → $667K gone on your $2M gain, stacked on your income, in one year Installment sale: spread over up to 40 yrs ≈ 20% at your income, spread ~20 yrs stacked on your other income; lower still with senior deductions or no state tax
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HOW GRADUATED TAX WORKS · YOUR NUMBERS
Watch your gain fill the brackets.
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1 yr
73%

Federal: capital-gains brackets

Your gain stacks on your income: 0% → 15% → 20%, plus the 3.8% NIIT line.

California: taxed as ordinary (FTB)

No preferential rate. Up the CA brackets: 1 / 2 / 4 / 6 / 8 / 9.3 / 10.3 / 11.3 / 12.3%.
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BEYOND THE TAX BILL · YOUR NUMBERS
One big income year costs more than the tax.
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TAX ON THE GAIN · ONE YEAR, OR SPREAD The 25% slice comes off the front.
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ENGINE 2 · PRE-TAX GAIN How much of the dollar goes back to work? $1.00 every dollar of gain pay ~1/3 first 66¢ grows…then taxed every year on safe money (bonds / CDs), the haircut repeats keep 100¢ $1.00 the whole pre-tax $1 keeps working still taxed as it’s paid, on $1, at low brackets You put 100¢ back to work, not 66¢.
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THE RACE · BACK TO 2× YOUR NET PROCEEDS AT 5% · TAX ON THE INTEREST EVERY YEAR, BOTH SIDES Ahead from day one. Ten years sooner. $0$1M$0.7M after tax $2M 2× what you walk away with 14 24 yrs → Installment sale 100¢ of the gain deferred · ≈ 14 yrs $0$0payout done · yr 20 Take the check 33% gone on day one · ≈ 24 yrs 14 vs 24 years: a decade of your life back, on a contractual schedule.
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THE REAL DIFFERENCE · SAME RATE, SAME YEARS, DIFFERENT STARTING LINE Both sides grow but the question is growing from what? Installment sale: the whole $1M goes to work $1M 20 yrs → $2M Take the check: a third already gone $666K 20 yrs → $1.32M same rate,same years… $680K further ahead The tax didn’t just take a third off the top; it capped what that slice would ever earn. Both at 5%, interest taxed yearly, gain tax as it comes due. The rate sets the clock; the tax sets the start.
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YOUR DEAL · THE RESULT Want to know how much more you keep? $267K more in your pocket after ~20 yrs: $134K in tax saved, plus every deferred dollar working. Your 5% note interest is ordinary income, taxed every year and the payments themselves lift your bracket, so it is taxed near 32% during the term, not the 16% you pay today. It nets 3.40%. That drag is in this number. You keep 85¢ per dollar of gain, against 67¢ selling outright. 100¢ of the gain actually rides the note. Same sale. Same money. Just structured.
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HANS GOLDSTEIN · §453 STRUCTURED INSTALLMENT SALE Staring at a big tax bill? Client's exit stuck on the tax? Send me the deal. I'll run it both ways and show you the number in 24 hours. Bring me in on the case: you keep the client, I structure the §453 tax piece. Just holler. Hans Goldstein · Tax & Exit Planning hans@goldsteinco.net · goldsteinco.net · x.com/get2hans Rough estimate · educational only · not tax, legal, or investment advice · CA lic. 4273294 · Goldstein Insurance Services, org. lic. 6016830 Payments are obligations of the assignment company, funded by a fixed annuity.
ROUGH ESTIMATE · illustrative & educational only. Not tax, legal or investment advice. Built on the inputs you entered, 2026 federal + state tables held flat, ordinary vs capital-gain stacking simplified; your CPA runs the exact figures. Hans Goldstein · CA lic. 4273294 · Goldstein Insurance Services, CA org. lic. 6016830 · licensed insurance producer, not an investment adviser. Payments under a structured installment sale are obligations of the assignment company and depend on it and on the claims-paying ability of the life insurer that issues its fixed annuity; rates are illustrative and change.
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