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  • J.D., Harvard Law School, 1976, magna cum laude
  • B.A., Yale University, 1970, summa cum laude, Phi Beta Kappa

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Stafford Smiley

Senior Counsel, Washington D.C.
(202) 862-5093
ssmiley@capdale.com | v-card | PDF
Stafford Smiley is a Senior Counsel in Caplin & Drysdale's Washington, D.C. office and a Professor in the Graduate Tax LLM Program at Georgetown University Law Center.

Mr. Smiley began his legal career as a law clerk to Judge Arnold Raum of the United States Tax Court. He joined Caplin & Drysdale in September 1978 and became a member of the firm in January 1983.

Mr. Smiley's practice focuses on the taxation of partnerships, S corporations, and other pass-thru entities. He also works generally on business taxation issues and issues relating to the ownership and transfer of assets for tax purposes. He has extensive experience as tax counsel in international financing, leveraged lease, and other transactional settings.

Mr. Smiley represents a number of large family-held businesses, for whom he provides not only business tax advice but also general business, trust, estate, and gift advice.

Mr. Smiley also represents a number of international finance organizations, for whom he does international tax planning work, primarily in the areas of international structured finance and transfer pricing matters (including especially advanced pricing agreements).

Mr. Smiley has taught in the Graduate Tax Program at Georgetown University Law Center as an Adjunct Professor since 1996.  He became a Visiting Professor in 2008 and a Professor in 2010. In the Spring of 2012 he will be teaching a course on Income Tax Accounting. Prior to teaching at Georgetown, he was an Adjunct Professor at the George Washington University Law Center. Mr. Smiley has lectured at the New York University Annual Institute on Federal Taxation, the University of Virginia Law School, and other tax-oriented educational institutions. He holds a Professorship at the University of Lodz (Poland) and teaches and lectures extensively in tax programs at universities abroad. Also, he has instructed a two-week master class on U.S. International Tax in the Public Finance Masters program at Moscow State Institute of International Relations (MGIMO).

Mr. Smiley served for many years as the International Developments Editor for the Journal on Partnership Taxation, and now serves as International Developments Editor for Corporate Taxation. In 2006, Mr. Smiley became the Examiner in U.S. Tax Law for the Chartered Institute of Accounts in the United Kingdom.