Associate Claims Representative, Desk

Plymouth Rock Home Assurance writes homeowner’s and renter’s insurance exclusively. We attribute our growth, success and financial strength to one core belief: if we work hard every day to provide extraordinary customer service – we call it True Service® – the very best homeowners and the finest independent insurance agents will bring their business to us.

Plymouth Rock takes pride in being recognized by The Boston Globe as a Top Place to Work. We are a leading auto and home insurance carrier servicing customers across 6 northeast states. The Plymouth Rock Home team is a start-up within a well-established insurance company and has grown 6x the size over the last 2 years. Our headquarters is in the heart of Boston, across the street from the iconic South Station.

What is exciting about this role and Plymouth Rock?

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. In this role, you will gather loss information, coordinate vendors and services, assist with claim handling decisions, and develop expertise in coverage review, damage assessment, estimating, negotiation, and claim resolution. This salary-based position offers competitive benefits, ongoing professional development, and a clear career path within Claims, providing strong opportunities for advancement. Join a collaborative, inclusive, and high-performing culture that invests in employee growth and empowers team members to make a meaningful impact every day.

Qualifications:

• 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.
• Associate Degree required; Bachelor's Degree preferred.

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

Salary Range:

The pay range for this position is $50,000 to $66,000 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.

Benefits & Perks

• 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

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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