Associate Claims Representative, Desk

Plymouth Rock Assurance

Greater Boston0–4 yrs2h agovia LinkedIn

This job at a glance

Who can apply
New grads and up to 4 years · Bachelor's degree
Must know
Customer serviceMicrosoft OfficeTax
Work
On-site in Greater Boston
Pay
$50K–$66K a year
Skill demand
Customer service57%Microsoft Office31%Tax1%of 99 similar entry-level jobs posted in the US this week
Listed
Nov 9, 2026 · still open

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About the Role

Plymouth Rock Assurance is seeking motivated, customer-focused individuals to join our Homeowners Property Claims team. No prior claims experience is required. Through comprehensive training, coaching, and hands-on development, you will build the skills needed to investigate and adjust homeowners’ property claims while supporting customers through the claims process.

Key Responsibilities

  • Serve as the first point of contact for policyholders reporting homeowners’ first-party property losses.
  • Gather and document accurate loss information through detailed customer interviews and enter claim details into company claim systems.
  • Make initial claim routing and escalation decisions based on claim severity, property damage, or potential injury exposure.
  • Assign and coordinate emergency service, mitigation, inspection, and restoration vendors to assist with loss recovery efforts.
  • Investigate and adjust low-severity homeowners property claims under established guidelines and leadership oversight.
  • Conduct basic coverage reviews and damage assessments to support accurate claim resolution.
  • Prepare repair estimates and explain repair scope, claim decisions, and settlement outcomes to customers.
  • Develop effective negotiation skills through interactions with contractors, vendors, and business partners.
  • Learn residential construction methods, repair processes, and estimating fundamentals to support claim investigations.
  • Provide reassurance and guidance by maintaining proactive communication with policyholders, contractors, and vendors throughout the claim lifecycle.
  • Identify potential subrogation opportunities and liability exposures.
  • Deliver an exceptional customer experience by setting clear expectations and providing timely claim updates.
  • Represent the company with professionalism, integrity, and a customer-first mindset during every interaction.
  • Continuously develop technical claim handling knowledge and progress toward increased claim ownership and decision-making responsibilities.

Requirements & Tech Stack

  • No prior claims or insurance experience required; comprehensive training provided.
  • Ability to obtain licenses in applicable states and complete CE credit/classes where necessary.
  • Strong customer service skills with the ability to build rapport and demonstrate empathy.
  • Strong problem-solving and critical-thinking skills.
  • Strong organizational skills and attention to detail.
  • Excellent verbal and written communication skills.
  • Ability to multitask and effectively manage competing priorities in a fast-paced environment.
  • Ability to adapt to changing priorities while maintaining a high level of customer service.
  • Ability to learn and apply homeowners’ insurance concepts, coverage interpretation, and claims handling procedures.
  • Ability to work collaboratively with contractors, vendors, mitigation partners, and internal business partners.
  • Self-motivated with a desire to learn, grow, and advance within the Claims organization.
  • Proficiency with Microsoft Office and other business systems.

Qualifications

  • Associate Degree required; Bachelor's Degree preferred.

Salary & Benefits

  • Salary Range: $50,000 to $66,000 annually
  • Paid time off
  • Free onsite gym at our Boston location
  • Tuition reimbursement
  • Low cost and excellent health insurance coverage options that start on Day 1 (medical, dental, vision)
  • Robust health and wellness programs
  • Auto and home insurance discounts
  • Matching donation opportunities
  • Annual 401(k) employer contribution
  • Various Paid Family leave options including Paid Parental Leave
  • Resources to promote professional development
  • Convenient locations and pre-tax commuter benefits

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