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Tax Considerations in

Buying or Selling a Business

By Charles A. Wry, Jr.

September 2005

Overview

The after-tax consequences of buying or selling a business can vary dramatically depending on how the transaction is structured. Often, what’s good for one party is bad for the other. The structure of the transaction, therefore, can be driven by the relative bargaining positions of the parties and, in any event, should be taken into account in determining the price. The consequences of the transaction to employees and other service providers should be considered as well.

Article Outline

I. Taxable Transaction

A. Stock Purchase

B. Asset Purchase

C. Stock Purchase Treated as Asset Purchase

II. Tax-Free Transaction

III. Deferred or Contingent Payments; Holdbacks and Escrows

A. Original Issue Discount

B. Installment Method

C. “Tax-free” Reorganization

IV. Outstanding Options and Restricted Stock

A. ISOs

B. NQSOs

C. Restricted Stock

D. Golden Parachute Issues

V. Covenants Not to Compete; Consulting and Employment Arrangements

A. Consequences to the Acquiror

B. Consequences to the Recipient

To read the full article, Tax Considerations in Buying or Selling a Business, please download the PDF.

For more information, please contact the author Chip Wry.


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