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Overview

Penn’s practice focuses on federal, state, local and international taxation matters, with emphasis on business transactions and planning, tax controversy work and tax-exempt organizations. He has extensive experience in acquisitions and divestitures, corporate restructurings, joint ventures, financings and international investments, including transactions in the financial services, energy, publishing, aggregates, healthcare, real estate, life sciences, media, telecommunications, specialty food and specialty chemicals industries. He also handles transactions involving historic, alternative energy and low-income housing tax credits, state & local economic development incentives and compliance issues. His corporate counsel experience includes projects in governance, compensation & benefits, risk management and government relations.

Penn routinely handles tax controversy matters before administrative agencies and judicial tribunals, including favorable resolution of numerous tax audits of income, estate, personal property, real property, business license and sales and use tax disputes. He also provides legislative representation before the Virginia General Assembly, the United States Congress and local governing bodies, including successful advocacy of tax incentives for companies expanding their operations in Virginia and numerous sales and property tax exemption matters.

In his representation of tax-exempt organizations, Penn counsels numerous entities on organizational and operational issues. His non-profit clients have included a statewide historic preservation organization, a preschool, a private secondary school, an educational foundation, a nonpartisan political advocacy group and a web-based campaign finance information provider.

Recognition

Named a Best Lawyers' "Lawyer of the Year," Richmond, VA, Litigation & Controversy - Tax Law, 2013, 2016 and 2019

Listed among The Best Lawyers in America® for Tax Law and Litigation & Controversy - Tax Law, 2006–2019

Recognized as a "Top Rated Lawyer in Mergers and Acquisitions" by Corporate Counsel and The American Lawyer magazines, 2013

Listed by Virginia Business magazine as one of Virginia’s “Legal Elite” in Taxes/Estates/Trusts/Elder Law

Recognized as a "Virginia Super Lawyer, "Tax Law, 2006–2018; Top 50 Virginia Super Lawyers, 2010 - 2011, Top 100 "Virginia Super Lawyers," 2012

Fellow, American Bar Foundation

AV Rating, Martindale

  • 2019 "Best Law Firms" Badge Artwork
  • American Bar Foundation Fellows
  • Virginia Legal Elite

Perspectives

Community

Community

Professional Affiliations

  • American Bar Association Section on Taxation: State & Local Tax Committee, Capital Recovery & Leasing Committee
  • Virginia State Bar: Tax Section, Chair 2001–2003
  • Virginia Bar Association: Tax Section, Council Member, 2005–present
  • District of Columbia Bar Association,Tax Section
  • Private Business Study Group, Richmond, Virginia, Convenor, 2009–2010
  • National Association of Property Tax Attorneys (NAPTA), Virginia Member  

Civic Organizations and Involvement

  • Founding Trustee, St. Mary’s Episcopal School, Richmond, Virginia, 2000–2006; 2009–2013
  • Trustee, The University of the South, Sewanee, Tennessee, 1991–1994, 2004–2007
  • Vestry, Treasurer & Finance Committee Chair, St. Mary’s Episcopal Church, Richmond, Virginia, 1999–2003
  • Leadership Metro Richmond, Class of 2002
  • Director, The READ Center, Richmond, Virginia, 1998–2001
  • President, Associated Alumni, The University of the South, 1991–1993
  • Ethics Commission, City of Annapolis, Maryland,1983–1988

LL.M., Taxation, New York University School of Law
J.D., St. John's University School of Law
B.A., English, cum laude, The University of the South

  • Virginia
  • Maryland
  • District of Columbia
  • New York
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