Kenny N. Jefferson

District of Columbia

Holland & Knight LLP
800 17th Street N.W.
Suite 1100
Washington, DC 20006

Tel: 202.469.5216


Kenny Jefferson is a private wealth services attorney in Holland & Knight’s Washington, D.C., and Los Angeles offices. Mr. Jefferson focuses his practice on advising high-net-worth individuals and families on complex estate, gift and generation-skipping transfer (GST) tax planning issues, managing tax compliance challenges and achieving non-tax goals.

Mr. Jefferson has experience drafting core estate planning documents, including wills, all manner of trusts, financial powers of attorney (POA) and healthcare directives. He advises and helps implement trust modification techniques, probate matters and high-net-worth estate administration, business planning and entity formation. Additionally, Mr. Jefferson regularly drafts business entity governing documents such as limited liability company (LLC) operating, partnership and buy-sell agreements.

In addition to his legal practice, Mr. Jefferson is serving a two-year fellowship with the American Bar Association (ABA) Real Property, Trust and Estate Law Section. The program aims to develop future leaders and provide a deepening of knowledge through mentorship by top trust and estates attorneys.

Prior to joining Holland & Knight, Mr. Jefferson was a tax, trusts and estates attorney at a Washington, D.C., boutique law firm. Before entering private practice, Mr. Jefferson worked as an attorney examiner for the IRS in the estate and gift field enforcement division, where he examined numerous estate, gift and fiduciary income tax returns. He routinely leverages this experience in advising clients and their advisors. In addition, he clerked at the Federal Deposit Insurance Corporation (FDIC) and in the U.S. Office of Special Counsel (OSC).

As a former NCAA Division I football player, Mr. Jefferson now applies the same diligence and determination that he displayed on the field to every matter in working to achieve clients’ goals.

Honors & Recognition

  • The Best Lawyers in America guide, Washington, D.C. Trusts and Estates Ones to Watch, 2021-2023
  • Rising Star, Washington, D.C., Super Lawyers magazine, 2022-2023
  • Holland & Knight Pro Bono All-Star, 2021


  • Georgetown University Law Center, LL.M., Taxation with Estate Planning Certificate
  • Howard University School of Law, J.D.
  • Virginia Polytechnic Institute and State University, B.S., Economics

Bar Admissions

  • California
  • District of Columbia


  • Associate Advancement Academy for Excellence, National Bar Association
  • Washington, D.C. Estate Planning Council, 2020-Present
  • American Bar Association, Real Property, Trust and Estate Law Section, Member, 2016-Present; Fellow, 2020-Present; Tax Section, Member, 2016-Present
  • District of Columbia Bar Association, Estates, Trusts and Probate Law Section, 2018-Present; Taxation Section, 2018-Present
  • National Bar Association, 2018-Present
  • Sports Lawyers Association, 2018-Present
  • Black Entertainment and Sports Lawyers Association (BESLA), 2018-Present

Holland & Knight attorneys are leaders in the tax sections of international, national, state and local bar associations. We serve on various committees charged with raising the ethical and professional conduct of attorneys in this area of practice. We constantly monitor our internal activities to ensure that advice rendered to our clients in tax-related matters is of the highest level of quality and integrity.

Our clients range from the largest Fortune 100 companies to individuals protecting their personal and business assets. The firm’s multi-office platform enables us to draw on experienced practitioners in every major market center to deliver extensive knowledge and capabilities from across a wide range of industries and business formats. The value that we bring is the coordinated efforts of professionals with a wide range of backgrounds, experiences and viewpoints to help ensure that our clients receive the most up-to-date interpretations of tax and business opportunities available anywhere. We are ready to help you to resolve your most vexing tax questions and disputes.

At Holland & Knight, we put our legal knowledge to work for you in a practical manner. We know that in order to be the best value to you, we must first provide personalized solutions tailored to your needs. With more than 1,600 lawyers in our U.S. and international offices and legal colleagues in over 40 countries around the world, Holland & Knight serves clients globally. Our clients recognize the ability of our firm to consistently provide excellent value in a variety of areas that range from commercial litigation, regulatory matters, mergers and acquisitions, real estate and government advocacy.

With 30 offices around the globe, we are committed to providing the highest quality legal counsel combined with the utmost in client service – across state and national borders – in a seamless, cost-effective manner. This level of legal guidance, combined with our interdisciplinary structure and the firm’s global network, is your assurance of high-quality resources when and where you need them.

Our lawyers are consistently recognized as leaders in the legal profession, earning accolades for service, responsiveness, results and pro bono commitment.

Our mission is to provide seamless, efficient client-centric services over a wide range of industries. Collaboration across practices and offices, along with highly focused management of matters and cases, enables us to deliver dynamic legal support, regardless of location

Every action we take is based on providing dedicated service with the most thorough knowledge and experience for each particular client need – whether it is a matter or transaction that can be resolved quickly, or a complex national or international dispute involving a broad range of legal services reaching across jurisdictions and borders.

Our approach enables us to be highly responsive with proactive, innovative strategies that help to create opportunities and transform your needs and goals into successes, agile with extensive industry-relevant knowledge, enabling us to provide comprehensive counsel – not just legal advice in a business vacuum, and connected to the latest industry trends and related business issues, making significant investments to stay abreast of the issues that are most important to our clients.