Claims Representative - Commercial Auto Property Damage

Boston · On-site$51k – $67k

About this role

Ready to take your claims career to the next level? We're looking for an experienced Commercial Auto Property Damage Claims Representative to join our growing team in our Boston office, conveniently located directly across from South Station. This is an exciting opportunity to make an immediate impact while building a rewarding, long-term career with a financially strong and stable company. If you're passionate about delivering exceptional service, thrive in a collaborative environment, and are looking for a company that invests in its employees' success, we'd love to hear from you!

Responsibilities

  • Contact insureds, claimants, attorneys and other parties related to an auto accident.
  • Proficient in communicating in a variety of ways, including text, email and letter.
  • Investigate all assigned claims for coverage, liability and damages.
  • Ensure timely disposition of all claims in accordance with regulatory and statutory requirements.
  • Responsible for timely payment of auto repairs and resolution of total losses.
  • Ensure adherence to a variety of commercial policies including related coverages and exclusions.
  • Determine liability of parties involved in a loss, including application of comparative negligence.
  • Effectively manage workload through claims management and imaging systems.

Qualifications

  • 1-2 years of auto claims handling experience, preferably commercial auto.
  • Excellent written and verbal communication skills.
  • Ability to communicate effectively via phone, text, email, and other written correspondence.
  • Demonstrated level of competency in time management, priority setting, and customer focus.
  • Experience using a claims management and imaging system
  • Bachelor’s Degree or commensurate experience

Perks and Benefits

  • 4 weeks accrued paid time off + 9 paid national holidays per year
  • Free onsite gym at our Boston Location
  • Tuition Reimbursement
  • Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision)
  • Robust health and wellness program and fitness reimbursements
  • Auto and home insurance discounts
  • Matching gift opportunities
  • Annual 401(k) Employer Contribution (up to 7.5% of your base salary)
  • Various Paid Family leave options including Paid Parental Leave
  • Resources to promote Professional Development (LinkedIn Learning and licensure assistance)
  • Convenient location directly across from South Station and Pre-Tax Commuter Benefits

Salary Range: $50,500 -$67,000 a year. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.

About the Company

The Plymouth Rock Company and its affiliated group of companies write and manage over $2 billion in personal and commercial auto and homeowner’s insurance throughout the Northeast and mid-Atlantic, where we have built an unparalleled reputation for service. We continuously invest in technology, our employees thrive in our empowering environment, and our customers are among the most loyal in the industry. The Plymouth Rock group of companies employs more than 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of “A-/Excellent”.

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Company at a glance

At Plymouth Rock Assurance, our employees and Independent Agents bring the mission of delivering exceptional and reliable service to customers across the Northeast to life. You’ll find a culture built on collaboration and curiosity, where dedicated employees take pride in helping others succeed.

We’re proud to be recognized as a 2025 Top Workplace in New Jersey by NJ Advance, in addition to being included in Forbes’ Best Insurance Companies 2026 list and earning top honors as the Best Car Insurance Company in Massachusetts of 2026 by The Wall Street Journal’s “Buy Side”. It’s a reflection of our people and to building a place where opportunity grows.

With offices in Woodbridge, New Jersey and Boston, Massachusetts, Plymouth Rock offers auto, home, renters, and condo insurance across New Jersey, New York, New Hampshire, Massachusetts, Connecticut, and Pennsylvania designed to protect what matters most. Our long-held commitment to high-quality service extends to giving back to the local communities we live and serve through volunteerism and the Plymouth Rock Assurance Foundation.

Interested in joining our team? View our employment opportunities: www.plymouthrock.com/about/careers.

Team Size1,001-5,000 employees
WorkspaceOn-site
IndustryInsurance
Location
Boston, Massachusetts, United States

Top Benefits

  • Paid time off
  • Paid national holidays
  • Onsite gym
  • Tuition reimbursement
  • Health insurance
  • Dental insurance
  • Vision insurance
  • Health and wellness program
  • Fitness reimbursements
  • Auto insurance discounts
  • Home insurance discounts
  • Matching gift opportunities
  • 401(k) employer contribution
  • Paid family leave
  • Paid parental leave
  • Professional development resources
  • Pre-tax commuter benefits

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