About

Connor D. Holliday is an associate at Olenn & Penza, LLP and a civil litigation attorney with a primary focus on personal injury, insurance defense, and insurance coverage. He also assists the firm’s partners with municipal liability, civil rights, professional liability, employment law, and wrongful death matters. His practice involves disputes where careful factual review, insurance analysis, and litigation strategy are important to protecting client interests and addressing claims in Rhode Island and Massachusetts courts.

Connor earned a B.A. from LeMoyne College and a J.D. from Roger Williams University School of Law. He is admitted to practice before all Rhode Island trial courts and the Rhode Island Supreme Court, along with all Massachusetts trial courts and the Massachusetts Supreme Judicial Court. His legal education and multistate admissions support work involving civil litigation, injury claims, insurance disputes, and liability questions that can require detailed analysis of court procedure, policy language, damages, and contested facts.

Connor joined Olenn & Penza in 2022 after gaining experience in several practice areas, including medical malpractice, disability law, real estate transactions, and real estate litigation. That earlier work broadened his exposure to both transactional and dispute-oriented matters. In his current role, he focuses on personal injury and insurance-related litigation while contributing to cases involving municipal defendants, civil rights claims, professional liability, employment issues, and wrongful death. This range gives him experience with different parties, legal theories, and litigation settings.

Connor D. Holliday is a member of the Rhode Island Bar Association and Massachusetts Bar Association. His practice combines personal injury work with insurance defense and coverage matters, supported by prior experience in medical malpractice, disability law, and real estate disputes. He works within a litigation team on cases involving individuals, insurers, professionals, municipalities, and other parties. His developing practice emphasizes careful case analysis, legal research, and coordinated advocacy across several forms of civil liability and insurance-related litigation.

Law Office Affiliations

  • Attorney, Olenn & Penza, LLP
  • Member, Rhode Island Bar Association
  • Member, Massachusetts Bar Association

Licensed State

  • Rhode Island
  • Massachusetts

Education

  • Roger Williams University School of Law
    Juris Doctor (JD)
  • LeMoyne College
    Bachelor of Arts (BA)

Awards & Badges


rhode island bar associationMassachusetts Bar Association
  • Civil Rights
  • Employment
  • Employment Litigation
  • Insurance Claims
  • Insurance Defense
  • Lawsuits & Disputes
  • Litigation
  • Medical Malpractice
  • Personal Injury
  • Products Liability
  • Professional Liability
  • Wrongful Death

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