O'Kelly E. McWilliams III
Partner

Overview
O'Kelly E. McWilliams III is an attorney in Holland & Knight's Washington, D.C., office, where he advises clients on the human capital aspects of corporate transactional matters. Mr. McWilliams is experienced in providing legal counsel that impacts enterprise strategy/operations, corporate transactions, cost reduction, risk mitigation and corporate culture.
Mr. McWilliams' diverse experience working with CEOs, C-suite, boards and leadership teams across companies in the financial services, technology, food service, healthcare, private equity and startup sectors enables him to leverage a broad perspective and provide counsel that strengthens an organization's legal structure and promotes enterprise efficiencies and growth potential.
Adding to his value, Mr. McWilliams has held a number of key leadership roles, including overseeing a $120 million information technology (IT) project as board chair and trustee for a $110 billion public pension plan, starting up and running a new multimillion-dollar law firm office, and investing in high-return on investment (ROI) technology applications to facilitate enterprise efficiencies/growth.
In addition, Mr. McWilliams advises on high-level executive compensation negotiations, conducts compensation audits related to pay disparity issues, and collaborates with senior executives and boards to develop compensation metrics to align management with organizational environmental, social and governance (ESG) goals.
Prior to joining Holland & Knight, Mr. McWilliams was a partner at a large U.S. firm in its Washington, D.C., office.
Representative Experience
Credentials
- George Mason University School of Law, J.D.
- Longwood University, B.B.A., Banking, Corporate Finance and Securities Law
- District of Columbia
- Maryland
- Virginia
- Virginia Retirement System (VRS), Board of Trustees, 2017-2022 Chair, 2020-2022
- Kappa Alpha Psi Foundation, General Counsel, 2019-Present
- Virginia Bar Association, Judicial Screening – Federal Judgeships, 2010-2015
- Epsilon Zeta Boule Foundation, Chairman, 2016-2018
- Best Lawyers in America guide, Litigation – Labor and Employment, 2017-2025; Employment Law – Management, 2025
- Washington, D.C. Super Lawyers magazine, Employment & Labor; Employment Litigation: Defense; Business/Corporate, 2014-2021
- The Legal 500 USA, Employment: Employee Benefits and Retirement Plans (Design), 2019