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Olivia Bensinger

Associate

Olivia Bensinger

Olivia Bensinger (she/her) is a skilled litigation attorney with a focus on business and employment law, school investigations, and other civil litigation matters. Olivia is dedicated to protecting her clients’ rights and takes a detail-oriented approach to casework that ensures her clients feel confident that they are in good hands.

Olivia works with both employers and employees to provide advice and litigate employment matters when necessary. Experience on both the defendant and claimant side allows Olivia to leverage dual perspectives when advocating for her clients and building a trial strategy. She also represents individuals and businesses in various types of civil litigation, including commercial breach of contract matters.

Olivia’s clients also include students, faculty, and staff in school/university disciplinary matters, such as plagiarism, hazing, sexual harassment, and other Title IX proceedings. She brings unique experience negotiating and litigating these matters, with a record of favorable results for her clients.

Prior to joining Shaheen & Gordon, Olivia had a prestigious clerkship with the U.S. District Court, Northern District of Alabama and gained private practice experience with a top international law firm based out of New York City, working on various litigation and international arbitration matters.

Languages: English, Spanish

  • New Hampshire State Bar
  • Massachusetts State Bar
  • New York State Bar
  • U.S. Court of Appeals for the Second Circuit
  • U.S. District Court, Southern District of New York
  • Associate Attorney, Shaheen & Gordon, 2021–present
  • Law Clerk, U.S. District Court, Northern District of Alabama, 2020–2021
  • Associate Attorney, Hughes Hubbard & Reed LLP, 2017–2020
  • Blackburn Institute’s Fellows Involvement Network
    • Advisory Board, 2022–present
    • Internal Vice Chairperson, 2020–2022
  • New York City Bar Council on Intellectual Property, Secretary, 2019–2020
  • Next Gen Council for the Trust for Public Land, Member, 2018–2020
  • Selected to Super Lawyers Rising Stars 2025
  • Recognized in Best Lawyers: Ones to Watch® in America 2025 and 2026 for Commercial Litigation, Labor and Employment Law – Employee, Litigation – Labor and Employment, Workers’ Compensation Law – Claimants, Workers’ Compensation Law – Employers 
  • University of Alabama’s 30 Under 30 Alumni, 2018
  • Completed Greater Concord Chamber Connections
  • B.A., University of Alabama, Phi Beta Kappa, summa cum laude, 2014
    • Fellow, The Blackburn Institute
  • J.D., Harvard Law School, 2017
    • Managing Editor, Harvard Environmental Law Review
    • Vice President of Finances and Community Outreach Co-Chair, La Alianza
    • Treasurer, Environmental Law Society
    • Student Attorney, Tenant Advocacy Project

Prior results do not guarantee a similar outcome. Each case is different and case results referred to in this website are not intended to be, nor should they be understood as, a representation that equivalent results will be achieved in any given case.

Asylum Granted Won a contested asylum case before the Boston Immigration Court. In an extremely rare development, the Immigration Judge granted asylum without even allowing the parties to make closing statements. The nationwide immigration court asylum success rate is around 14%.

Settlement Reached Successfully settled a federal lawsuit for a New Hampshire firefighter who reported harassment throughout her career due to her gender.

Olivia Bensinger

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