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Senior Insurance Defense Trial Attorney - Massachusetts

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Posted Oct 15, 2026

Remote · US · ask about Worldwide Full Time
$121.3K – $202.7K/yr

Overview

The organization is seeking an experienced Trial Attorney with experience handling complex matters to join its Massachusetts staff counsel team. This role primarily handles cases venued in the Boston area and surrounding counties. Attorneys work from home and handle in-person appearances and trials as required.

Responsibilities

  • Represent clients in all areas of insurance defense practice.
  • Handle cases that are primarily moderate to high complexity and exposure and/or involve unique insurance defense issues.
  • Manage all phases of cases from intake through resolution.
  • Litigate moderate to high complexity and exposure cases and/or cases involving unique legal or procedural issues, including preparation of pleadings, motions, discovery, and briefs.
  • Serve as lead attorney at hearings, conferences, interviews, mediations, arbitrations, and/or trials.
  • Develop strategies and arguments to prepare thoroughly for trial.
  • Use knowledge of legal precedents to analyze probable outcomes of cases.
  • Identify strengths and weaknesses in case approaches.
  • Consult with the Claims Executive team and provide legal strategy recommendations related to the handling of personal injury claims.
  • Provide guidance to ensure compliance with regulatory requirements and industry standards.
  • Interpret applicable industry laws, rulings, and regulations.
  • Functionally supervise attorneys assisting with case development and provide guidance and mentorship.

Requirements

  • Bachelors degree preferred.
  • Licensed to practice Law in applicable states required upon hire.
  • Seven years of litigation experience required.
  • Insurance defense, personal injury, and/or jury trial experience required.
  • First and second chair trial experience in bodily injury litigation strongly preferred.
  • Multistate jurisdictional practice preferred.

Special Skills / Additional Qualifications

  • Effective leadership skills.
  • Excellent written and verbal communication skills with the ability to command the attention of an audience.
  • Demonstrated problem-solving skills.
  • Genuine interest in the defense of insurance regulations.
  • Ability to represent the organization with external constituents.
  • Ability to handle conflict effectively by quickly interpreting and responding to new information.
  • Excellent judgment and decision-making skills.
  • Ability to work within tight timeframes and meet strict deadlines.
  • Excellent time management and priority-setting skills.
  • Strong technical aptitude and proficiency using technology to maximize efficiency in a virtual, paperless environment.
  • Public speaking; ability to function and handle high case loads in adversarial or confrontational situations; driving.

Compensation & Benefits

  • Competitive salary commensurate with experience, qualifications, and location.
  • MA Only: $121,350 - $202,730
  • Bonus opportunity (based on company and individual performance) — annual bonus potential up to 20% of the salary.
  • 401(k)
  • Medical, Dental, Vision
  • Health Savings and Flexible Spending Accounts
  • Life Insurance
  • Paid Time Off
  • Paid Parental Leave
  • Tuition Assistance

Location

  • Workplace: Remote ( #LI-Remote )
  • Job Location(s): US - MA
  • Cases are venued primarily in the Boston area and surrounding counties.
  • In-person appearances and trials are required as needed.

Additional Legal / Policy Notices

  • The organization will consider for employment all qualified applicants, including those with criminal histories, in accordance with the Los Angeles Fair Chance Initiative for Hiring Ordinance or other applicable law.
  • Pursuant to 18 U.S.C. Section 1033, the organization is prohibited from employing any individual who has been convicted of any criminal felony involving dishonesty or a breach of trust without prior written consent from the state Department of Insurance.
  • It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. Violations may result in criminal penalties and civil liability.
  • Equal Opportunity Employer; no discrimination based on protected characteristics under applicable law.

Application Timing

Positions typically close within 8 to 21 days after posting.

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