Answers/Deal Structure

How much tax will I pay when I sell my business?

Quick Answer
When you sell a business held over a year, expect roughly 15%-20% federal long-term capital gains tax on the gain, plus your state's income tax. The 3.8% net investment income tax can apply to higher earners, but generally not to gain from a business you materially participate in (IRC §1411) — so many owner-operators land nearer 20% federal. Asset sales are usually taxed less favorably to the seller than stock sales.
Last updated: June 2026DealSeam Research

When you sell a business you've held for more than a year, the profit (sale price minus your tax basis) is generally taxed as a long-term capital gain. At the federal level that's roughly 15% to 20% depending on your total income, and almost every state adds its own income tax on top — which is why your all-in rate, and your net check, vary so much by where you live.

Two nuances trip people up. First, the 3.8% net investment income tax is often quoted as automatic, but it generally does not apply to gain from a business you materially participate in (IRC §1411), so many active owner-operators land closer to 20% federal rather than 23.8%. Second, not all of the gain is capital gain: depreciation recapture and the sale of certain assets (like equipment) are taxed at higher ordinary-income rates.

Deal structure changes the bill. Stock sales are usually more favorable to the seller — typically one layer of capital-gains tax — while asset sales (which most buyers prefer) tend to create more ordinary-income recapture and, for C-corporations, can trigger a double tax. Common ways to reduce or defer tax include installment sales via a seller note, rolling equity into the buyer's company, careful purchase-price allocation, and Section 1202 QSBS for qualifying C-corp stock.

These are general ranges, not advice. Your actual tax depends on your entity type, basis, state, and how the deal is papered, so model the after-tax number with a CPA and M&A attorney before you sign an LOI. DealSeam introduces owners to qualified buyers where there's a fit; it is not a traditional business broker and does not provide tax or legal advice.

Related questions

Is selling a business taxed as capital gains or ordinary income?

Gain on assets or stock held over a year is generally long-term capital gains (about 15%-20% federal), but parts of the deal — such as depreciation recapture and certain assets — are taxed at higher ordinary-income rates.

Do I pay the 3.8% net investment income tax when I sell?

Often not. The NIIT generally does not apply to gain from a business you materially participated in (IRC §1411); it more commonly hits passive owners or higher earners.

Is an asset sale or a stock sale better for my taxes?

Stock sales are usually more tax-favorable to the seller because the gain is taxed once at capital-gains rates. Asset sales often create more ordinary-income recapture and, for C-corps, a double layer of tax — which is why buyers tend to prefer them.

How can I lower the tax on selling my business?

Common levers include installment sales (a seller note spreads the gain over years), rolling equity into the buyer's company to defer tax on that portion, allocating price toward capital-gain assets, and Section 1202 QSBS for qualifying C-corp stock. Plan with a CPA before signing the LOI.

Does DealSeam give tax advice?

No. DealSeam introduces owners to qualified buyers where there's a fit; tax and deal structure should be reviewed with your own CPA and M&A attorney.

Sources & methodology

  • IRS Topic No. 409 — Capital Gains and Losses
  • IRS Topic No. 559 — Net Investment Income Tax
  • IRS Publication 544 — Sales and Other Dispositions of Assets
  • DealSeam guide: Taxes on Selling a Business

This is general educational information, not legal, tax, or financial advice. Consult a qualified CPA and M&A attorney about your specific situation.

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