Keith is a nimble and active trial attorney and Co-Chair of the Sports & Entertainment Group. He works with public, private, and closely-held companies, senior executives and boards across many industries. He also regularly advises prominent professional sports franchises, senior executives and athletes with regard to league investigations, business disputes and other sensitive and high-profile matters. Since 2015, he has been trial counsel for nine matters taken to verdict, award, or decision in five different jurisdictions, and in 2020 alone he has successfully represented multiple clients in investigations conducted by Major League Baseball (MLB) and the National Hockey League (NHL). He has also successfully represented clients in multiple sports-related arbitrations, including National Basketball Association (NBA) and NHL related business disputes, and a disciplinary matter before the NBA Players Association. The complex cases he has handled cover a wide range of subjects including commercial contract disputes, antitrust claims, fiduciary duties, intellectual property, corporate governance, negligence, health care, life sciences, eminent domain, insurance bad faith, and sports industry disputes and league investigations. Keith has both litigated and tried cases in numerous state and federal courts throughout the United States and has represented clients in arbitration proceedings and other alternative dispute resolution forums, including AAA and JAMS. He has also argued appeals in multiple state jurisdictions and in the U.S. Court of Appeals for the First Circuit and the Second Circuit.

Earlier in his career, Keith served as a law clerk to the Honorable Christopher F. Droney in the United States District Court for the District of Connecticut. During law school, he was Articles Editor and member of the editorial board for the Georgetown Journal of Legal Ethics.