Senior Trial Attorney

Plymouth Rock AssuranceBoston, MA
$115,000 - $160,000Onsite

About The Position

Plymouth Rock Assurance Company is seeking a highly experienced Senior Attorney to join our Boston office. This role is ideal for a seasoned litigator with 7+ years of insurance defense experience, able to handle a substantial bodily injury caseload and serve as a key contributor within our legal team. The Senior Attorney will represent civil defendants across Massachusetts, with primary venues in Middlesex, Suffolk, Essex, and Norfolk counties. This position requires strong litigation skills, strategic case management, and the ability to handle a high-volume, complex caseload in both virtual and in-person settings.

Requirements

  • JD from an accredited law school and active license to practice in Massachusetts.
  • 7+ years of litigation experience, with a strong focus on insurance defense.
  • Proven ability to independently manage a high-volume caseload with minimal supervision.
  • Demonstrated leadership, sound judgment, and strategic thinking in complex litigation.
  • Exceptional written and oral communication skills, with the ability to influence stakeholders.
  • High level of integrity, professionalism, and accountability.
  • Strong interpersonal skills and a collaborative mindset.
  • Willingness to travel throughout Massachusetts as required.

Responsibilities

  • Independently manage and analyze complex lawsuits referred from Claims, draft answers, motions, and other responsive pleadings.
  • Serve as lead trial attorney on matters, including cases involving significant exposure and complexity.
  • Conduct depositions and represent clients at court conferences, arbitrations, motions, and trials.
  • Build and maintain strong relationships with clients, claims professionals, and internal legal team members.
  • Provide strategic legal advice, research, and guidance to Claims on liability, damages, and risk exposure.
  • Exercise independent judgment in file handling, while keeping Legal Management informed of case strategy and developments.
  • Maintain proficiency in a paperless environment, including litigation management systems and virtual proceedings.

Benefits

  • Paid time off
  • Free onsite gym at our Boston location
  • Tuition reimbursement
  • Low cost and excellent health insurance coverage options that start on Day 1 (medical, dental, vision)
  • Robust health and wellness programs
  • Auto and home insurance discounts
  • Matching donation opportunities
  • Annual 401(k) employer contribution
  • Various Paid Family leave options including Paid Parental Leave
  • Resources to promote professional development
  • Convenient locations and pre-tax commuter benefits

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What This Job Offers

Job Type

Full-time

Career Level

Mid Level

Education Level

Ph.D. or professional degree

Number of Employees

501-1,000 employees

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