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Asset sale vs. stock sale

Two deal structures, two very different outcomes for taxes, liability, and complexity. Here’s how to think about each.

The key difference

Structure shapes the outcome

When selling or acquiring a business, the choice between an asset sale and a stock sale is crucial. In most Main Street transactions, an asset sale is preferred—unless the business holds non-transferable contracts, like government contracts. For lower-middle and middle-market M&A, a stock sale is often the preferred method.

Asset sale

The buyer purchases the assets

In an asset sale, the buyer purchases the assets of the business while the seller retains ownership of the legal entity. It typically includes tangible and intangible assets but usually excludes cash, accounts receivable, and liabilities. If an asset secures a liability, that liability is paid off at closing and the asset transfers free and clear.

  • Buyer tax: may benefit from a step-up in tax basis, allowing increased depreciation deductions.
  • Seller tax: may face higher taxes—goodwill is taxed at capital gains rates, while certain “hard” assets can be subject to ordinary income rates.

Stock sale

The buyer purchases the shares

A stock sale involves the buyer purchasing the seller’s shares, acquiring the entire entity—including all assets, liabilities, contracts, and obligations. Stock sales are typically preferred on larger transactions for the ease of transferring ownership after closing.

Sellers generally favor stock sales because the proceeds are taxed at capital gains rates rather than ordinary income tax rates.

Side by side

Comparing the two structures

ConsiderationAsset SaleStock Sale
What transfersSelected assets; seller keeps the legal entityThe entire entity, including assets and liabilities
LiabilitiesGenerally excluded; secured liabilities paid at closingGenerally assumed by the buyer
Typical useMost Main Street transactionsLarger, lower-middle and middle-market deals
Seller tax treatmentMix of capital gains and ordinary income ratesTypically capital gains rates
Buyer benefitPotential step-up in basis, more depreciationSimpler post-closing transfer of ownership
Non-transferable contractsCan complicate an asset saleOften preserved within the entity

Waddell Mergers & Acquisitions is not a legal or CPA firm. Nothing on this page should be taken as legal or tax advice. Always consult an attorney and CPA before buying or selling a business.

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