Alejandro Guadarrama

Alejandro Guadarrama

Counsel, Tax Controversy and Litigation
Alejandro Guadarrama has spent the last 15 years advising corporate and individual clients across various industries and sectors — including technology, pharmaceutical and financial services — on complex, multifaceted tax controversies.


Mr. Guadarrama provides guidance and implements fact-finding strategies aimed at securing best outcomes for taxpayers involved in IRS audits, administrative proceedings and tax litigation. With significant experience in e-discovery and complex cross-border discovery, clients turn to him for multilayered document review and analysis of client records. Utilizing cost-effective and cutting-edge tools, Mr. Guadarrama identifies requisite case-sensitive materials and develops the detailed case knowledge that is essential in resolving high-stakes situations.

A first-generation Latinx lawyer, Mr. Guadarrama also devotes significant efforts to mentoring and empowering diverse lawyers. He participates in Skadden’s Latinx Affinity Network and serves as a member of its Steering Committee. In addition, he is an enthusiastic member of the Hispanic Bar Association of the District of Columbia and the Hispanic National Bar Association (HNBA). Mr. Guadarrama also participates in Skadden’s recruiting efforts, actively pursuing diversity in the firm’s talent pipeline. Additionally, he maintains meaningful connections with Latinx students and diverse local law student associations.

He devotes part of his time to pro bono efforts, representing clients in matters involving immigration, civil rights and human rights. In 2021, the HNBA named Mr. Guadarrama as its Pro Bono Lawyer of the Year. He was an inaugural member of Skadden’s Immigration Impact Project, which, since 2017, has recruited over 900 attorneys to represent over 600 immigrant clients. Mr. Guadarrama also maintains close ties with local nonprofit organizations, and currently serves on the board of directors of Ayuda, which provides legal, social and language services to low-income immigrants in the District of Columbia, Virginia and Maryland.

Mr. Guadarrama also works to heighten awareness of physical and mental disabilities in the legal profession. He has served as commissioner of the American Bar Association Commission on Lawyer Assistance Programs since 2021, in addition to serving as chair of its Diversity, Equity & Inclusion Committee. He also routinely volunteers with the D.C. Bar’s Lawyers Assistance Program, which offers confidential counseling for lawyers facing mental health challenges. In 2020, he joined the Lawyers Depression Project, a group of legal professionals working to break the stigma around attorney mental health. As part of this initiative, he facilitates bimonthly online peer-to-peer support group meetings that offer members the option of anonymity.



  • LL.M., University of Miami School of Law, 1999
  • J.D., Universidad Catolica Andres Bello, 1997


  • New York
  • District of Columbia
  • U.S. District Court for the District of Columbia
  • U.S. Tax Court
  • Venezuela


  • Member, Hispanic National Bar Association
  • Member, Hispanic Bar Association of D.C.
  • Member, American Bar Association Section of Taxation
  • Member, DC Bar Taxation Community


  • English
  • Spanish

Alejandro Guadarrama

Counsel, Tax Controversy and Litigation