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Asset sale vs stock sale: the seller's tax

Buyers usually want an asset sale; sellers usually want a stock sale. The difference is how much of the price is taxed as ordinary income instead of capital gain, and, for a C corporation, whether the money is taxed once or twice. The entity type and the purchase price allocation decide most of it.

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Short answer

Who wants which, and why

Asset saleStock (or membership interest) sale
What is soldThe company sells its equipment, inventory, contracts and goodwillThe owner sells the shares; the company keeps everything, including its history
Buyer's viewPreferred: new basis in the assets to depreciate and amortize, fewer inherited liabilitiesLess attractive: no new basis, takes on past liabilities
Seller's taxEach asset taxed by its own character: some ordinary income, some capital gainUsually all long-term capital gain
C corporationTaxed twice: 21% at the company, then again when the cash is paid outTaxed once, at the shareholder level
S corporation or LLCTaxed once (passes through), but character follows each assetTaxed once; LLC interest sales still pull out ordinary income for "hot assets"

Asset sale: where the price goes

Purchase price allocation decides the tax

In an asset sale, buyer and seller allocate the price across seven classes and both report it on IRS Form 8594 with the return for the year of sale (IRC 1060, residual method). The same dollar can be taxed at 20% or at 37% depending on where it lands.

What the price is allocated toSeller's tax character
Cash, receivables (Classes I to III)Usually little gain; receivables of a cash-basis business are ordinary income
Inventory (Class IV)Ordinary income on any gain
Equipment, vehicles, furniture (Class V)Gain up to past depreciation is ordinary income (Section 1245 recapture); any excess is Section 1231 gain
Buildings (Class V)Gain from past straight-line depreciation taxed at up to 25%; the rest capital gain
Non-compete, customer lists, licenses (Class VI)Non-compete payments are ordinary income to the seller; other self-created intangibles are generally capital
Goodwill and going concern (Class VII)Long-term capital gain for self-created goodwill held more than a year
Consulting or employment agreement (not part of the price)Ordinary income plus payroll or self-employment tax

Buyers prefer more allocated to equipment (fast write-offs) and less to goodwill (15-year amortization, IRC 197). Sellers prefer the reverse. It is negotiated, and it should be written into the purchase agreement.

Worked example

A $3,000,000 business, four ways

Owner's basis in the company (stock) $300,000, equal to the company's basis in its assets. Asset sale allocation: equipment $400,000 (adjusted basis $100,000, so $300,000 of recapture), inventory $200,000 (at cost), non-compete $150,000, goodwill $2,250,000. Seller assumed to be in the top bracket; state tax not included.

StructureHow it is taxedFederal taxSeller keeps
S corp or LLC, stock or interest sale$2,700,000 long-term gain at 20%$540,000$2,460,000
S corp or LLC, asset sale$450,000 ordinary (recapture + non-compete) at 37%; $2,250,000 goodwill at 20%$616,500$2,383,500
C corp, stock sale$2,700,000 gain at 20% + 3.8% NIIT$642,600$2,357,400
C corp, asset sale then liquidation$2,700,000 at 21% inside the company ($567,000), then $2,133,000 liquidation gain at 23.8% ($507,654)$1,074,654$1,925,346

Illustrative and rounded. Rates: 37% top ordinary rate and 20% top long-term rate (IRC 1(j) and 1(h), brackets per IRS Rev. Proc. 2025-32 for 2026; the 37% top rate was made permanent by Pub. L. 119-21, July 4, 2025); 21% corporate rate (IRC 11(b)); 3.8% NIIT (IRC 1411). The S corp and LLC rows assume an owner who materially participates, so NIIT generally does not apply to the business gain (IRC 1411(c)(4)); a passive owner would add 3.8%. C corp stock gain is investment income and carries the 3.8%.

The entity rules, briefly

What changes by entity type

  1. C corporation. An asset sale is taxed at 21% inside the company, and the cash is taxed again when distributed. That double tax is why C corp owners push for a stock sale. Stock in a qualifying C corp held long enough may also qualify for the Section 1202 (QSBS) exclusion; for stock issued after July 4, 2025 the holding periods are tiered at 3, 4 and 5 years with a $15,000,000 cap (Pub. L. 119-21).
  2. S corporation. One layer of tax either way, but in an asset sale each asset's character flows through to the owner, so recapture and non-compete dollars come out as ordinary income. If the company converted from a C corp within the last 5 years, built-in gains tax can apply to an asset sale (IRC 1374).
  3. LLC or partnership. Selling the membership interest is mostly capital gain, but the part tied to receivables, inventory and depreciation recapture ("hot assets") is ordinary income anyway (IRC 751).
  4. Sole proprietor. There is no stock to sell; every sale is an asset sale, allocated the same way.
  5. Section 338(h)(10) and 336(e) elections. These let a sale of S corp stock (or a subsidiary's stock) be treated for tax as a sale of assets. The buyer gets the new asset basis it wants; the seller is taxed as if the assets were sold. 338(h)(10) needs a corporate buyer and a joint election on Form 8023; 336(e) also works with non-corporate buyers. Sellers often ask for a price gross-up to cover the extra ordinary income.
  6. Personal goodwill. When the value really comes from the owner's own relationships and skill, part of the price may be sold by the owner directly as personal goodwill, which can avoid the C corp's first layer of tax. It needs real facts and careful documents.

Six questions to bring to your CPA

  1. Is the buyer offering an asset or a stock deal, and does the LOI say so?
  2. What allocation does the buyer propose, class by class?
  3. How much of the equipment price is depreciation recapture?
  4. Is the non-compete or consulting payment taxed as ordinary income?
  5. Would a 338(h)(10) or 336(e) election apply, and is a gross-up worth asking for?
  6. If paid over time, which part is taxed in year one (recapture is taxed in the year of sale even on an installment sale, IRC 453(i))?

The deadlines that decide it

  • Structure: set in the letter of intent, before due diligence.
  • Allocation: written into the purchase agreement.
  • Form 8594: filed by buyer and seller with the return for the year of sale.
  • 338(h)(10) election: Form 8023 due by the 15th day of the 9th month after the acquisition month.

Read selling a business: the taxes, or run your numbers in the free capital gains tax calculator.

Common questions

Straight answers

Is an asset sale or a stock sale better for the seller?

Usually a stock sale: the gain is generally all long-term capital gain and, for a C corporation, taxed only once. Asset sales can turn part of the price into ordinary income through depreciation recapture and non-compete payments.

Why do buyers want an asset sale?

The buyer gets a new tax basis in the assets to depreciate and amortize, and leaves most of the company's past liabilities behind.

What is Form 8594?

The IRS form both buyer and seller file to report how the price of a business sold as assets was allocated across seven classes, from cash to goodwill. The allocations should match.

What is a 338(h)(10) election?

A joint election that treats a qualifying stock purchase of an S corporation or a subsidiary as an asset purchase for tax. The buyer gets asset basis; the seller is taxed as if assets were sold.

Is goodwill taxed as capital gain?

Self-created goodwill held more than a year is generally long-term capital gain to the seller. A non-compete payment is ordinary income.

Related: Selling a business: the taxes · Capital gains tax calculator · Depreciation recapture calculator · QSBS Section 1202

Audit trail

Sources and review

Reviewed for the Retirement Literacy Foundation, a 501(c)(3) education nonprofit. Prepared by Hans Goldstein, retirement educator; IRS Special Enrollment Examination Parts 1, 2 and 3 passed, enrollment pending. Informational only. Not tax, legal or investment advice. Every figure below cites its source so your CPA or attorney can check it.

Figures are 2026 federal amounts unless stated. Examples are illustrative and rounded; your numbers will differ. By , founder, Retirement Literacy Foundation. Last reviewed .

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