David Medalia advises clients on general corporate matters, and specializes in mergers and acquisitions for government contractors. He provides counsel on transactional matters for businesses, including asset and stock acquisitions, mergers, spin-offs, and corporate restructurings. He has expertise in the tax ramifications of corporate transactions, and counsels clients on the pros and cons of various business entity types.

Mr. Medalia additionally has experience with government contracts, and represents clients on bid protests, size determination appeals, and structuring joint ventures for 8(a) set-aside awards. He assists clients draft subcontract agreements, and provides counsel on registration of securities.  

Prior Experience

Prior to joining PilieroMazza, Mr. Medalia worked as an Associate in PwC’s Mergers and Acquisitions Tax Group. While at PwC, Mr. Medalia worked on a wide range of M&A transactions, including inbound acquisitions, corporate reorganizations, tax-free liquidations, spin-offs, and divestitures. Mr. Medalia’s clients included private equity funds and multinational corporations seeking tax counsel on ways to most efficiently structure various transactions. Mr. Medalia additionally drafted diligence reports on targets ranging from C corporations to partnerships to LLCs.  

Mr. Medalia previously served as a Foreign Service officer for the United States Agency for International Development. While at USAID, Mr. Medalia worked as a contracting officer, and was based in Addis Ababa, Tel Aviv, and Washington DC, respectively. In this role, Mr. Medalia gained insight into the procurement process from the government point of view, insight which he shares with his clients when problems arise related to the contract award process.


Mr. Medalia speaks Italian, Arabic, and Thai.


  • Georgetown University Law Center, LL.M. in International Taxation, 2016
  • Vanderbilt University Law School, J.D., 2010
  • Lafayette College, B.A., 2005




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