Kaitlin O’Brien, a member of Lippes Mathias’ Litigation Team, represents clients on a diverse set of matters, with a focus on complex commercial disputes. She has experience litigating cases in New York state court involving contract disputes, life settlement transactions, estate administration, employment claims, non-compete clauses, business torts, and challenges to administrative agency decisions.  Kaitlin also represents and advises hospitals, health care providers, and skilled nursing facilities in a wide variety of guardianship matters. She is experienced in preparing complaints and motions, conducting records review and legal research, overall case preparation, and negotiating advantageous settlements. 

While in law school, Kaitlin served as a 3:03 student prosecutor for the Criminal Law Clinic at Boston University School of Law, where she independently prosecuted drug and motor vehicle related criminal offenses in Quincy District Court. Kaitlin additionally worked as research assistant during which time she researched and annotated legislative history to support an Amicus brief filed with the U.S. Supreme Court. Kaitlin also served as law clerk for the Criminal Justice Institute at Harvard Law School.

Representative Matters
  • Counsel to life settlement investor in connection with dispute involving multiple claimants to policy proceeds under undisclosed collateral assignment and verification of coverage that warranted policy was not assigned. Interpleader dispute involves claims for breach of contract, estoppel, negligent misrepresentation, and protected purchaser and securities entitlement defenses under Article 8 of the Uniform Commercial Code. 
  • Counsel to commercial landlord in dispute with commercial tenant that anticipatorily repudiated the lease agreement. Successfully moved for summary judgement on claims for anticipatory repudiation and declaratory judgement. 
  • Counsel to hospitals and skilled nursing facilities in complex Article 81 Mental Hygiene Law proceedings, including contested guardianship matters. 

  • New York
  • Massachusetts

  • Boston University School of Law, J.D., 2018
  • Allegheny College, B.A., magna cum laude, 2015

Professional Associations
  • New York State Bar Association 
  • Monroe County Bar Association
    • Leadership Academy, Inaugural class of 2023 
  • Greater Rochester Association of Women Attorneys 

Past Activities 
  • Legal Writing Fellow, Boston University School of Law
This website uses cookies to enhance user experience and to analyze traffic. To learn more about cookies and how we use them, please review our Privacy Policy. To continue use of this website, you must provide your consent to its use of cookies by clicking the "Accept" button.