Big Sale TaxHans Goldstein: Tax & Exit Planning
Hans Goldstein, the big sale tax guy

Selling for $1 million or more? Know your real after-tax number before you sign.

Seller financing and tax deferral consulting. One independent analysis of every deferral path open to your sale, side by side, with a written comparison and a recommendation.

$5,000 flat fee101 variables checked21+ tax tools analyzed

One sale. One year. Stacked.

Top rates that can hit a California seller in the sale year

Federal long-term capital gains20%
Net investment income tax3.8%
California income tax13.3%
Unrecaptured Section 1250 gainup to 25%
Medicare premiums two years laterIRMAA
Top combined rate on a long-term gain in California37.1%
The problem

A lifetime of gain, taxed in one year.

Sell for cash and the whole gain usually lands in a single tax year, stacking federal, state, net investment income tax and recapture on top of each other. The price on the letter of intent says nothing about what you keep.

101variables that can change your after-tax number
9exit paths compared side by side
51state rule sets: all 50 states plus DC
21+tax tools analyzed, including the ones to avoid
Estimator

One year, or spread over several?

A quick look at how a Section 453 installment sale changes the tax on the same gain. Every number comes from the same tax engine used in the full analysis.

Cash sale, one year$0
Spread, total tax$0
Difference$0
Coral: cash sale tax in one yearGold: tax each year when spread

Gain in this example: $0. Federal and state income tax, net investment income tax and AMT from the engine, 2026 law, later years at the engine's projected brackets. Simplified: equal principal each year, unrecaptured Section 1250 gain taken first, no interest income, no time value of money, no Section 453A interest charge, no Social Security or Medicare effects, no selling costs. The full analysis models all of these. Education only, not tax advice.

The levers

Six ways sellers keep more of a big sale.

Not every lever fits every sale. The analysis shows which ones fit yours, with your numbers, and what each one costs you.

Spread the gain

Section 453 installment sale

Take the gain as the payments arrive instead of all in one year. Each year's slice can land in a lower bracket.

Read the analysis
Exchange it

1031 exchange and boot

Defer the gain you reinvest in like-kind real estate. Boot is taxed, and part of it can sometimes be spread.

Read the analysis
Time it

Closing date and year-end

December or January moves the gain between tax years, brackets, estimated payments and state rules.

Read the analysis
Offset it

Loss harvesting

Carryforwards, harvested losses and stuck passive losses can be put to work against the gain.

Read the analysis
Reinvest it

Opportunity Zones

Invest only the gain within 180 days to defer it, with a basis step-up and exclusion after ten years.

Read the analysis
Give some of it

Charitable trusts

Income for life, a deduction now and a gift later, if charity is already part of the plan.

Read the analysis

Browse all 21+ tax tool analyses

Seller financing and tax deferral consulting

The Big Sale Tax Analysis

$5,000flat fee

Invoice after the scoping call. No checkout, no retainer, no obligation to use any strategy.

Independent: the fee pays for analysis only. You can implement anywhere, or nowhere.

What you get

  • Your baseline: the after-tax number for a cash sale, line by line
  • Every deferral path that fits, side by side: installment sale, seller financing, 1031 and boot, Opportunity Zones, deferred sales trust, Delaware statutory trust, charitable trusts and more
  • Year-by-year tax, including Social Security, IRMAA and state rules
  • Seller-financing terms that protect you: security, note terms, escrow
  • A written comparison and a recommendation your CPA and attorney can check
See the full scope
How it works

Three steps, before you sign.

1

Scoping call

Fifteen minutes on price, timeline, what you are selling and what the money is for. You hear on the call whether the analysis is worth it for your sale.

2

Send the numbers

Basis, depreciation, last year's return and the deal terms. A rough version is fine to start. See the list.

3

Comparison and recommendation

Your number for each path, year by year, plus a written recommendation, then a walk-through with you and, if you like, your CPA and attorney.

Next step

Know your number before you sign.

The Big Sale Tax Analysis is a flat $5,000. Start with a free scoping call; you are invoiced only after it, and only if you go ahead.

Prefer email? Request the analysis by email.

Book a callCall Hans