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Pitfalls in Buying and Selling S-Corporations: F-Reorgs and 338 Elections

By INK™

S-Corporations often appear straightforward on the surface, but transactions involving S-Corp entities can involve surprisingly complex tax planning.

Two structures frequently arise in these deals: the F-reorganization and elections under Section 338(h)(10) or Section 336(e) of the Internal Revenue Code.

These mechanisms allow buyers and sellers to achieve hybrid outcomes—legally structured as stock acquisitions while generating tax treatment similar to asset purchases.

Done correctly, they can produce favorable tax results for both parties. Done poorly, they can create unexpected liabilities or invalidate intended benefits.

Transactions involving S-Corporations therefore require coordination between legal counsel, tax advisors, and financial professionals well before closing.

At INK™, we help clients evaluate transaction structures carefully, ensuring both legal and financial consequences are understood before negotiations begin.

S-Corp acquisition tax planning; 338(h)(10) election explained; F reorganization S-Corporation; selling an S-Corp business

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