Exit tax

How Much Tax Will I Pay Selling My Business?

A plain-English walkthrough of the inputs that decide the tax bill on a business sale: entity type, asset vs stock structure, basis, state residency, and installment terms.

Written by Matt Reese, CPA

The short answer

There is no single tax rate on the sale of a business. The bill is a stack of smaller numbers driven by entity type, the structure of the deal (asset vs stock), the basisyou’ve built up in what’s being sold, the state where the gain is sourced, and the terms — installment, earnout, rollover equity — that control the timing.

The exit tax calculator on the homepage is the fastest way to get a rough number. This article walks through what sits inside that number so you can see which levers actually move it.

Entity type sets the baseline

Your entity is the first thing that decides how a sale is taxed.

  • S-corp: Generally a single layer of tax at the shareholder level. In an asset sale, the gain flows through to the owners and keeps its character (capital vs ordinary) based on the assets sold.
  • Partnership / LLC taxed as partnership:Similar single-layer treatment, but §751 “hot assets” can convert part of what looks like a capital gain into ordinary income.
  • C-corp: Two layers of tax on an asset sale — at the corporate level and again when the proceeds are distributed. Qualifying C-corp stock may be eligible for the §1202 QSBS exclusion at sale, which changes the math significantly.

Asset sale vs stock sale

Buyers usually want asset sales; sellers usually want stock sales. Asset sales produce ordinary-income recapture on depreciated assets; stock sales generally produce long-term capital gain on the equity (and leave historic liabilities with the buyer, subject to indemnification).

Two otherwise identical deals can produce materially different after-tax outcomes based on structure alone. Our asset vs stock sale explainer walks through the mechanics.

Goodwill and allocation

Within an asset sale, how the price is allocated across equipment, inventory, non-compete, and goodwill drives the tax character of the proceeds. Personal goodwill, where it applies and is supportable, can produce capital-gain treatment outside the corporate tax net. The allocation is reported on Form 8594 by both sides and should match.

The goodwill allocation guide covers this in more depth.

State and residency

California taxes a business sale at ordinary rates and does not offer a preferential capital-gains rate. Moving states shortly before a sale raises residency questions the state actively audits. Other states vary — some have no income tax, some source gain to where the business operates, some have their own pass-through entity tax (PTET) considerations.

See the California business sale tax article for more detail.

Installment, earnouts, and rollover equity

Deferred compensation can spread the tax across years and smooth the bracket — at the cost of post-close risk. Rollover equity can defer part of the gain entirely, depending on structure, but ties a portion of proceeds to the buyer’s future performance.

None of these are one-size-fits-all. They’re modeled inside the overall deal — not bolted on at the end.

The honest answer for most owners

The all-in effective rate on a typical California asset sale — federal long-term capital gain, depreciation recapture, net investment income tax, and California ordinary-rate state tax — often lands in the 25–35% range of the gain, before any planning. Planning moves measured in multiple points of that number are common when the work starts 18–36 months before close.

What to do with the number

Start with the exit calculator for a rough figure. If the number is within range of what actually matters to you, the next step is a planning conversation — ideally well before an LOI is on the table, so the decisions that move the biggest percentage of that number still have leverage.

Frequently asked

Questions owners actually ask

Is there a simple rule of thumb?
Not really. The quick heuristic — federal long-term capital gain of ~20% plus California ~9–13% — applies only to gain that actually qualifies as long-term capital gain. A sizable share of most deals is taxed at higher, ordinary rates because of depreciation recapture and allocations to non-capital assets. The calculator on our homepage gives a more honest ballpark in about 60 seconds.
What if the deal is an earnout or installment?
Installment reporting can spread gain across years and smooth the bracket, but it also shifts risk and timing. Whether to elect it depends on the terms, the buyer's credit, and the rest of your income picture — it is not automatic and is not always the right call.
Does QSBS apply to my business?
The §1202 qualified small-business stock exclusion applies only to certain C-corp stock, held for more than five years, with eligibility tested at the time of original issuance. Most S-corps and LLCs don't qualify in their current form. If a sale is more than five years out, there may still be time to consider a structure change — with real tradeoffs.
Why is California so different?
California taxes gain on a business sale at ordinary income rates, with a top bracket above 13% and no preferential capital-gains rate. Residency and sourcing also matter — the state is active on auditing the timing of moves that coincide with sales.

Take the next step

Estimate the number for your own deal, or walk through it with us.

Educational content only.This article is for informational purposes and does not constitute tax, legal, or investment advice. Every owner’s facts are different; consult a qualified CPA and advisor before acting. Tax and accounting services are provided through Matt Reese, CPA; investment advisory services are provided through Measured Risk Portfolios, a registered investment adviser. Matt Reese, CPA and Measured Risk Portfolios are separate entities; clients are not required to engage both.