Jon-Michael Dougherty Of Counsel

Jon has over a decade of experience representing clients embroiled in complex, high-stakes disputes, appearing regularly on behalf of Plaintiffs and Defendants in federal and state courts, government agencies, and in alternative dispute resolution proceedings.  He has led pre-litigation investigations, shepherded matters through intensive, protracted discovery and motions practices, prepared and executed trials in state and federal court, and negotiated favorable settlements.  Jon brings a broad, diverse skill set from his time at two top Am Law 100 firms to Gilbert’s active, insurance recovery and bankruptcy portfolio.

Jon also has a robust pro bono practice that pairs his litigation expertise with a commitment to equal justice under the law.  He has worked extensively with local and national civil rights groups to protect the rights of vulnerable individuals and communities across the nation.


  • Led trial team in civil litigation in federal court, challenging novel government theory of property seizure.  Representation included critical cross-examination cited by jury in awarding client total victory.
  • Led corporate investigation in matter involving significant Congressional and regulatory oversight, anticipated litigation, and extensive public interest.  Representation led to regulatory declination of further action.
  • Managed multi-year litigation involving 90 named clients collectively sued for breach of contract in connection with sports team relocation.
  • Led, with national civil rights co-counsel, Section 1983 class action against municipality challenging police department’s stop-and-frisk practices, resulting in consent decree and resignations of police and civilian oversight leadership.
  • Created factual foundation for class action litigation against municipality asserting Fourth and Fifth Amendment claims concerning the destruction of property owned by persons experiencing homelessness.


  • 2012 – J.D., Georgetown University Law Center
    • Cum Laude
    • Managing Director, Barrister’s Council
  • 2009 – B.S., East Carolina University


  • New York
  • District of Columbia
  • U.S. District Court for the Southern District of New York
  • U.S. District Court for the Eastern District of Wisconsin


  • Secretary, Board of Directors, Washington Legal Clinic for the Homeless