Senior Claims Representative, Field -MA

In this role, you will manage complex, higher‑severity homeowners property claims across an assigned geographic territory (Metro West Boston). Most field travel in this region is typically within approximately 1.5 to 2 hours, though travel may vary based on claim complexity and location. This position is intended for an experienced claims professional who routinely handles nuanced coverage issues, elevated exposures, and sensitive claim scenarios. The Senior Claims Representative is responsible for the end‑to‑end adjustment of complex homeowners property claims, including on‑site inspections, vendor oversight, reserve management, and resolution of coverage and liability matters.

Responsibilities

• Independently investigate, evaluate, and resolve complex and high severity homeowners property claims from assignment through settlement 

• Apply advanced coverage analysis and judgment in claim resolution, including disputed coverage or large‑loss scenarios 

• Manage a select, lower‑volume inventory requiring in‑depth investigation and strategic planning 

• Conduct on‑site inspections to assess damages, determine scope, causation, and coverage 

• Prepare detailed Xactimate estimates and clearly communicate scope of loss and settlement rationale 

• Proactively manage customer expectations, particularly on complex or extended‑duration claims 

• Assign, direct, and oversee vendors, mitigation providers, and inspections 

• Identify subrogation opportunities and liability exposures 

• Establish and adjust appropriate claim reserves based on exposure and severity 

• Adjust homeowners property claims in all states where Plymouth Rock conducts business 

• Serve as a resource to less experienced adjusters and contribute to continuous improvement efforts 

• Represent the company with professionalism and a strong customer focus 

Travel expectations vary, but candidates should expect to routinely travel one to two hours from home on a daily basis.

Qualifications 

• 5+ years of homeowners property claims experience, including higher‑severity or complex losses 

• Strong proficiency in coverage interpretation, investigation, and settlement strategy 

• Xactimate expertise required; certification preferred 

• Bachelor’s Degree or equivalent professional experience 

• Excellent written and verbal communication skills 

• Proven ability to work independently across a geographically diverse territory 

• Strong organizational and decision‑making skills 

• Proficient in Microsoft Office and claims systems 

• Ability to obtain and maintain required adjuster licensure and continuing education 

• Physical ability to carry up to 25 lbs and conduct roof inspections on homes fewer than two stories 

• Valid driver’s license with a satisfactory driving record 

Salary Range: $79,000 - $103,000 a year. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.

Perks and Benefits

• 4 weeks accrued paid time off + 9 paid national holidays per year
• 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
• Remote work equipment

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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