Senior Claims Representative, Field -MA

Plymouth Rock Assurance

Boston (MA)

On-site

USD 79,000 - 103,000

Full time

14 days+
Application generator

Don’t send a generic resume — generate a resume and cover letter tailored to this exact role.

Get past ATS filters

Benefits offered by this job

4 weeks paid time off
Tuition reimbursement
Health insurance starting Day 1
401(k) employer contribution
Remote work equipment

Job summary

Plymouth Rock Assurance is seeking an experienced Senior Claims Representative to manage complex homeowners property claims end-to-end within the Metro West Boston area. The role requires on-site inspections, vendor oversight, reserve management, and coverage/responsibility determination.

Ideal candidates have 5+ years of homeowners claims experience, Xactimate expertise, and strong communication skills. Travel will be routine within roughly 1.5–2 hours and occasional longer trips.

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.

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.

Skills

Coverage interpretation
Investigation
Settlement strategy
Written communication
Independent work

Education

Bachelor’s degree or equivalent

Tools

Xactimate
Claims systems
Microsoft Office

Job description

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.

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.

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

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
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
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".

Get your free, confidential resume review.
or drag and drop your file here.
Similar jobs

Similar jobs worth comparing

Senior Claims Representative, Bodily Injury
Senior Claims Representative, Bodily Injury

Plymouth Rock Assurance • Parsippany-Troy Hills (NJ)

On-site
USD 88,000 - 112,000
4 weeks PTO + 9 paid holidays
Low-cost health insurance (Day 1)
401(k) employer contribution
+3
Senior Bodily Injury Specialist
Senior Bodily Injury Specialist

Plymouth Rock Assurance • Boston (MA)

On-site
USD 86,000 - 118,000
4 weeks accrued paid time off
Free onsite gym
Tuition Reimbursement
+3
Senior Personal Lines Bodily Injury Claims Professional
Senior Personal Lines Bodily Injury Claims Professional

Plymouth Rock Assurance Corporation • Boston (MA)

On-site
USD 86,000 - 118,000
4 weeks accrued paid time off + 9 paid
Free fully equipped onsite gym
Tuition Reimbursement
+5
Claims Representative, Subrogation
Claims Representative, Subrogation

Plymouth Rock Assurance Corporation • Parsippany-Troy Hills (NJ)

On-site
USD 52,000 - 75,000
4 weeks PTO
Onsite gym
Tuition Reimbursement
+9
Associate Large Loss Adjuster
Associate Large Loss Adjuster

Plymouth Rock Assurance • Boston (MA)

On-site
USD 90,000 - 128,000
Paid time off
Free onsite gym @ Boston location
Tuition reimbursement
+6
Associate Large Loss Adjuster
Associate Large Loss Adjuster

Plymouth Rock Assurance • City of Albany (NY)

On-site
USD 90,000 - 128,000
Paid time off
Free onsite gym at our Boston location
Tuition reimbursement
+8
Claims Trainee, Property Damage
Claims Trainee, Property Damage

Plymouth Rock Assurance • Mount Laurel Township (NJ)

On-site
USD 50,000 - 59,000
4 weeks paid time off + 9 holidays
Health insurance from day 1
Annual 401(k) employer contribution
+4
Claims Associate - Auto Property Damage
Claims Associate - Auto Property Damage

Plymouth Rock Assurance • Boston (MA)

On-site
USD 50,000 - 55,000
4 weeks PTO + 8 holidays
Free onsite gym
Tuition Reimbursement
+7
Claims Representative/Sr. Claims Representative - Auto Property Damage
Claims Representative/Sr. Claims Representative - Auto Property Damage

Plymouth Rock Assurance • Farmington (CT)

On-site
USD 50,000 - 80,000
4 weeks accrued paid time off + 9 paid
Tuition Reimbursement
Health insurance starting Day 1
+5
Casualty Claim Representative – Bodily Injury Specialist
Casualty Claim Representative – Bodily Injury Specialist

Plymouth Rock Assurance • Concord (NH)

On-site
USD 60,000 - 100,000
4 weeks paid time off
Free onsite gym
Tuition Reimbursement
+7