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Nautilus Insurance Company

Claims Counsel

Company : Nautilus Insurance Company

Location : Boston, MA, 02110

Job Type : Full Time / Part Time

Date Posted : 13 January 2026

Company Details

Gemini Transportation Underwriters is a leading provider of excess liability insurance for companies in the transportation industry. We offer excess liability coverage for all types of vehicles and excess liability and railroad protection for freight and passenger railroads and public transit systems. As part of W. R. Berkley Corporation, one of the nation’s premiere commercial lines property casualty insurance providers, we combine the resources of a Fortune 500 company with the underwriting expertise and personalized service of a specialty carrier. We are pleased to underwrite and issue policies on behalf of Gemini Insurance Company*, also a W.R. Berkley member company, which carries an A. M. Best Financial Strength Rating of A+ (Superior) and a Financial Size Category of XV. 

Company URL:            https://www.geminiunderwriters.com/

The company is an equal opportunity employer.

Responsibilities

The Claims Counsel is responsible for the independent management of complex excess trucking liability claims. This includes high-severity bodily injury, property damage, environmental exposures, and catastrophic losses. The role demands advanced technical expertise, strategic litigation oversight, and the ability to resolve claims efficiently while protecting the company’s financial and reputational interests.

Key functions include but are not limited to:

  • Handle a caseload of complex excess trucking claims across multiple jurisdictions.
  • Evaluate coverage, damages, liability, and exposure; issue coverage position letters and retain coverage counsel as needed.
  • Monitor underlying carrier activity and coordinate with primary adjusters to ensure alignment and timely updates.
  • Conduct thorough investigations including review of pleadings, depositions, expert reports, and policy documents.
  • Negotiate settlements within authority or escalate with well-supported recommendations to senior leadership.
  • Guide litigation strategy in partnership with defense and coverage counsel.
  • Attend mediations, trials, and settlement conferences as necessary.
  • Analyze and manage risk transfer, additional insured, and indemnity issues.
  • Mentor and provide technical guidance to junior adjusters.
  • Participate in file reviews and contribute to continuous improvement initiatives.
  • Lead special projects and represent the claims department in cross-functional teams.
  • Maintain comprehensive and accurate claim file documentation.
  • Prepare clear and concise written and oral reports for senior management and reinsurers.
  • Ensure compliance with Medicare Set Aside and lien resolution protocols.

Qualifications

Education Requirements:

  • Bachelor’s Degree 
  • Juris doctor with litigation experience 
  • Professional designations such as AIC, SCLA, CPCU or RPLU preferred.

Qualifications:

  • Minimum 7 years of progressive claims experience or legal experience.
  • Ability to manage outside counsel.
  • Proven ability to manage high-limit claims (up to $25M policy limits).
  • Strong jurisdictional knowledge across multiple states, including litigation and regulatory environments.
  • Advanced analytical, negotiation, and communication skills.
  • Proficiency in claims systems and Microsoft Office Suite.
  • Ability to work independently and manage competing priorities.
  • Strong interpersonal skills and ability to collaborate across departments.
  • Experience with trucking/rail or intermodal claims is a plus.
  • Active participation in industry organizations and continuing education.

Additional Company Details

We do not accept any unsolicited resumes from external recruiting agencies or firms. The company offers a competitive compensation plan and robust benefits package for full time regular employees which for this role include: • Base Salary Range: $83,000 - $155,000 • Eligible to participate in annual discretionary bonus. • Benefits: Health, Dental, Vision, Life, Disability, Wellness, Paid Time Off, 401(k) and Profit-Sharing plans. The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment.

Sponsorship Details

Sponsorship not Offered for this Role

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Frequently asked questions

Claims Counsel managing trucking liability must navigate various state laws and regulatory frameworks. Expertise in jurisdictional nuances, combined with strategic litigation management and thorough claims investigation, ensures efficient resolution while safeguarding company interests.

Progression often leads from managing complex claims to senior leadership positions, including claims director or legal counsel roles. Building expertise in high-limit claims and multi-jurisdictional litigation expands opportunities in insurance law and risk management.

Professional designations such as CPCU, AIC, SCLA, or RPLU significantly bolster a Claims Counsel’s qualifications, demonstrating advanced knowledge in claims handling, underwriting, and insurance law, thus improving career prospects and industry recognition.

Boston’s market shows steady demand for claims professionals with expertise in transportation and excess liability due to the region’s active logistics and public transit sectors, making specialized Claims Counsel roles increasingly vital.

Boston’s insurance sector offers a balanced competitive environment. While not as saturated as New York or Chicago, the demand for experienced Claims Counsel with niche skills in complex trucking claims remains robust, attracting top legal talent.

At Nautilus, Claims Counsel deal with intricate excess trucking liability cases involving catastrophic losses, requiring sophisticated coordination with primary adjusters and defense counsel, all while protecting the company's financial and reputational assets.

Nautilus fosters advancement by encouraging mentorship roles, participation in industry education, and involvement in cross-functional projects, enabling Claims Counsel to refine litigation strategies and expand leadership capabilities within the organization.

The position offers a base salary between $83,000 and $155,000, reflecting the candidate’s experience, education, and case complexity. Additional compensation may include discretionary bonuses and a comprehensive benefits package.

Claims Counsel typically manage high-severity legal claims with strategic litigation oversight, unlike analysts or specialists who focus more on data analysis or routine claim processing. Counsel roles demand advanced negotiation and jurisdictional expertise.

Yes, engagement with Massachusetts-based insurance legal associations and obtaining regionally recognized certifications help Claims Counsel stay updated on local regulations, enhancing their effectiveness and professional network within Boston's insurance community.

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