Goldstein & Co.The Two Engines · SIS
GOLDSTEIN & CO. · §453 STRUCTURED INSTALLMENT SALE
Let’s use your numbers.

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

$
$
→ your real basis is $0
after $0 of depreciation
$
$
$
$
$
$
$

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 (loan payoff above basis + closing costs paid from proceeds + cash taken, × the ratio) · structured: $0 · is not modeled here — 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.
draw →
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 — the whole $2M keeps working The IRS gets more — or less. That's the whole game.
draw →
ENGINE 1 · TAX COMPRESSION Where does the sale land on the tax ladder? combinedtax rate $0 CA 2–8% · 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 — one year SIS — 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
draw →
HOW GRADUATED TAX WORKS · YOUR NUMBERS
Watch your gain fill the brackets.
$
$
$
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%.
next →
TAX ON THE GAIN · ONE YEAR, OR SPREAD The 25% slice comes off the front.
draw →
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¢.
draw →
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 → SIS 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.
draw →
THE CATCH · SAME RATE, SAME YEARS, DIFFERENT STARTING LINE Both sides grow — the question is growing from what? SIS — 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 — 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.
draw →
YOUR DEAL · THE BOTTOM LINE 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.
draw →
GOLDSTEIN & CO. · §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 · Goldstein & Co. 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 issuing life carrier, backed by its claims-paying ability.
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 issuing life insurance carrier and depend on its claims-paying ability; rates are illustrative and change.
click / draw next back R redraw slide F fullscreen 19 jump P print PDF