Deal Structure

338(h)(10) Election

A tax election allowing the buyer and seller to treat a stock sale as if it were an asset sale for federal income tax purposes — giving the buyer a stepped-up tax basis while preserving the stock sale's operational benefits.

Key Insight

A 338(h)(10) election is how buyers get asset sale tax treatment (stepped-up basis) without giving up the operational benefits of a stock sale (no contract assignments, licenses transfer cleanly).

The Problem It Solves

In a standard stock sale:

  • Buyer doesn't get a stepped-up tax basis — they inherit the seller's depreciated asset values
  • No depreciation reset, so no near-term tax benefit from the purchase price

In a standard asset sale:

  • Buyer gets a stepped-up basis and full depreciation benefit
  • But every contract, license, and permit must be assigned individually — operationally complex and potentially disruptive

A 338(h)(10) election allows a stock acquisition to be treated as a deemed asset purchase for tax purposes — the buyer gets the stepped-up basis as if they had bought assets directly, while the legal mechanics of the transaction remain a stock purchase.

When It Applies

The 338(h)(10) election is available when:

  • The target is an S-corporation (most common in SMB) or certain C-corp subsidiaries
  • The buyer is a corporation
  • Both parties make a joint election — it requires seller's agreement, which means negotiating it into the deal

The Tax Impact on the Seller

The 338(h)(10) election generally results in higher taxes for the seller compared to a standard stock sale — the gain is treated as if it were an asset sale, which may result in more ordinary income treatment on certain components. Sellers typically require a gross-up (additional compensation) to offset this incremental tax cost.

Practical Use in SMB Deals

Most common in acquisitions of S-corps where:

  • The business has significant licensure or permitting that makes a stock sale operationally preferable
  • The buyer is a corporation or PE firm that benefits from the stepped-up basis
  • The parties can negotiate the tax cost-sharing arrangement

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