Paul Caiola

Paul Caiola is a Partner with a respected record in complex commercial litigation and real estate litigation. He represents entities and individuals in federal and state matters, bringing first-chair trial experience, careful judgment, and a strong commitment to ethical advocacy. His work reflects a reputation for legal excellence built through disciplined preparation, clear strategy, and steady service to clients facing demanding civil disputes.

Paul served a judicial clerkship with United States District Court Judge Walter E. Black before entering private practice. Prior to law school, he served in the United States Peace Corps, teaching mathematics and English to students in Malawi, Africa. This background reflects discipline, service, and the ability to communicate clearly across challenging settings. His education includes Washington University, BA, 1987, and the University of Maryland School of Law, JD, Order of the Coif, 1995.

Paul handles matters involving Litigation, Appellate issues, Creditors’ Rights and Bankruptcy, and Land Use and Government Affairs. His practice is shaped by deep courtroom experience, strong research, and practical case planning. Each matter is approached with attention to facts, legal risk, client priorities, and the most effective path toward resolution. Through thorough preparation and focused advocacy, Paul works to protect confidential information, reduce uncertainty, and pursue results aligned with each client’s needs.

Paul is admitted in Maryland and before the Maryland State Courts, the United States District Court for the District of Maryland, the United States District Court for the District of Columbia, the United States Court of Appeals for the Fourth Circuit, and the United States Supreme Court. He is a member of the American Bar Association, Federal Bar Association, Maryland Chapter, Board of Trustees, Fourth Circuit Judicial Conference, and Maryland State Bar Association, Construction Law Committee.

Paul Caiola has earned recognition from Best Lawyers in America for 2020, Maryland Super Lawyers since 2011, Baltimore Magazine as a Top Lawyer for Commercial Litigation in 2026, Chambers USA 2024 in Litigation, and The Daily Record “Leadership in Law” award in 2017. His civic service includes leadership with the University of Maryland School of Law Board of Visitors, Public Justice Center, Inc., Maryland Chapter of the Federal Bar Association, Equal Justice Council, and United States Peace Corps.

Law Office Affiliations

• Partner, Gallagher LLP
• Member, American Bar Association
• Board of Trustees, Federal Bar Association, Maryland Chapter
• Member, Maryland State Bar Association, Construction Law Committee

Licensed State

• Maryland

Education

• University of Maryland School of Law
  Juris Doctor (JD)
• Washington University
  Bachelor of Arts (BA)

Awards & Badges