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Senior Technical Claims Specialist, Commercial General Liability and Auto Complex

Remote / Online - Candidates ideally in
Westborough, Worcester County, Massachusetts, 01581, USA
Listing for: Liberty Mutual Insurance
Remote/Work from Home position
Listed on 2026-01-12
Job specializations:
  • Law/Legal
    Legal Counsel
Salary/Wage Range or Industry Benchmark: 82000 USD Yearly USD 82000.00 YEAR
Job Description & How to Apply Below

Senior Technical Claims Specialist, Commercial General Liability and Auto Complex

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Pay Range

This range is provided by Liberty Mutual Insurance. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range: $82,000.00/yr - $/yr

Description

We are seeking a seasoned Commercial General Liability claims professional to serve as a Senior Technical Claims specialist and enterprise subject‑matter expert on complex and highly complex casualty matters. This is a high‑visibility, high‑autonomy role for a candidate who thrives on deep coverage analysis, strategic litigation and defense management, and handling high‑exposure, multi‑party claims across jurisdictions.

The ideal candidate combines advanced CGL experience with sharp coverage‑interpretation skills, strong judgment, and a proven track record of resolving difficult liability and coverage issues.

Why this role is compelling
  • Lead ownership of complex/high‑exposure CGL and Commercial Auto Bodily Injury claims and the chance to shape litigation and coverage strategy.
  • Regular collaboration with coverage counsel, defense counsel, underwriting, reinsurance and senior management — be the go‑to SME.
  • Opportunity to influence policy, processes and training across the claims organization.
  • Authority to structure complex settlements and manage reserving for high severity matters.
Primary Responsibilities
  • Own and manage the full life cycle of complex CGL claims: determine coverage, investigate facts, evaluate liability, set and adjust reserves, negotiate and execute settlements, authorize payments and, where appropriate, deny coverage.
  • Perform advanced coverage analysis on issues such as duty to defend vs. indemnify, occurrence vs. claims‑made triggers, allocation, multiple policies/insurers, additional insureds, contractual liability, erosion of limits, pollution and professional services exclusions, intentional acts, and other complex endorsements.
  • Draft and manage coverage opinions, reservation of rights letters, declination letters and coverage litigation strategy; coordinate coverage counsel where appropriate.
  • Lead defense strategy for high‑exposure suits: review pleadings and discovery, develop litigation plans, retain and manage outside defense counsel, oversee billing practices, and evaluate settlement vs. trial risk.
  • Coordinate with reinsurance, underwriting and subrogation teams on coverage, recovery and allocation issues; manage reporting and ceded claims processes.
  • Set and maintain appropriate reserves for complex and catastrophic exposures; explain reserve rationale to senior management and auditors.
  • Mentor, train and advise claims staff and less experienced examiners on coverage interpretation and complex claim strategies; act as an internal resource and SME.
  • Monitor case law, regulatory and legislative developments affecting CGL and casualty coverage; translate trends into actionable practice updates and training.
  • Participate in cross‑functional special projects (policy language review, claim handling playbooks, major loss response) and continuous improvement initiatives.

Remote Work: This position can be filled by a remote employee; however, we do have in‑office requirements twice a month if you live within 50 miles of a GRS Claims office aligned with one of the following:
Westborough, MA;
Boston, MA;
Hoffman Estates, IL;
Indianapolis, IN;
Lake Oswego, OR;
Chandler, AZ;
Las Vegas, NV;
Plano, TX; or Suwanee, GA.

Qualifications
  • 5-7+ years of progressively responsible experience handling Commercial General Liability and/or complex Commercial Auto casualty claims, including substantial experience with high‑severity and multi‑party litigation.
  • Demonstrated expertise in coverage analysis and interpretation of CGL policies and common endorsements; experience drafting coverage opinions and reservation of rights letters.
  • Strong litigation management experience: selecting and supervising defense counsel, discovery and trial exposure management,…
Position Requirements
10+ Years work experience
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