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Sydney B. Brady



Sydney Brady’s practice focuses on complex estate and trust litigation matters including breach of fiduciary duty, undue influence, trustee removal, will contests, equity actions, claims involving the overlap between divorce and probate law, estate and trust administration, and guardianship and conservatorship matters for adults and minors. At the request of certain clients, Sydney also handles family law matters.

A strategic and effective advocate, Sydney works closely with clients to create “outside the box” solutions uniquely tailored to each case. She prioritizes candid communication, so clients have an informed say in all strategic decisions. Conscious of the personal nature of fiduciary litigation matters, Sydney approaches each issue with compassion and understanding of the emotional toll, guiding clients to a resolution during difficult times.

Prior to joining Rubin and Rudman, Sydney worked as an attorney practicing in the areas of probate litigation and family law.

Recognition and Awards

  • Listed, The Best Lawyers in America: Ones To Watch®, Family Law, 2024
  • Social Justice Mediation Certification, Social Justice Mediation Institute in Amherst, MA

Professional and Community Involvement

  • Board of Trustees, Friends School Mullica Hill in Mullica Hill, New Jersey
  • Member, Boston Bar Association
  • Senior Associates Forum Member, Boston Bar Association

Publications and Speaking Engagements

  • Speaker, “Dating and Introducing the Kids After Divorce,” Vesta Divorce Boston (May 2024)
  • Speaker, “Finding Hidden Assets in Divorce,” Vesta Divorce Boston (April 2024)
  • Speaker, “The Mid-Life Divorce,” Vesta Divorce Boston (March 2024)
  • Guest Lecturer, “Trusts and Estates Course – Will Contests,” Suffolk University School of Law (March 2024)
  • Panelist, “Career Day,” Huntington YMCA (February 2024)
  • Speaker, “How to Successfully Navigate Divorce,” Vesta Divorce Boston (February 2024)
  • Speaker, “Probate and Family Court’s Fiduciary Litigation Session Year-in-Review,” Social Law Library (January 2024)
  • Panelist, “Meet the Small/Midsize Firms,” Boston University School of Law First Generation Professionals (November 2023)
  • Speaker, “Ask the Experts,” Jane Does Well (May 2022)
  • Speaker, “Ask the Experts,” Jane Does Well (December 2022)