Claims Supervisor, Field Appraisal   The role of the Auto Appraisal Supervisor is to lead, oversee, and regulate the operations within their unit.  This position is situated in the State of Massachusetts and involves the management of 5-7 direct reports. Ideally, the sought-after candidate would be conveniently located within reasonable driving distance of the Boston, MA office. The Supervisor is entrusted with ensuring that the investigation, coverage assessment, damage evaluation, settlements, and negotiations align with 212...

The Boston-based Home Product team is seeking a self-motivated and creative Senior Product Analyst. This role will lead the development of the company’s product features, pricing and competitive position. In this role you will create and develop favorable business outcomes through the analysis of complex issues and provide recommendations for the implementation of new rating plans, underwriting rules, process improvements, and other initiatives. This role serves as a liaison between the Product department and all of the other departments that interface with the group.   

Senior Tax Accountant - Financial Reporting   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, 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...

Plymouth Rock Assurance is looking for a talented and motivated Software Engineering Manager who will lead a team of highly technical full stack Java Developers to design, develop, support and implement industry leading eBusiness applications for homeowners and umbrella insurance. This person will lead inception/iteration planning meetings, oversee feasibility research and lead collaboration and strategy alignment by working cross-functionally. In addition, this person will serve as the anchor of the team by mentoring Senior Engineers, providing technical leadership, resolving technical issues and promoting a spirit of collegiality and partnership across the firm....

Pilgrim Claims Representative - Subrogation Are you ready to make a difference by recovering funds for insured clients in one of the most dynamic...

We are looking for an entrepreneurial and analytically minded Digital Product Strategy Manager to join our rapidly growing Direct Response Auto Insurance business.   This role will be responsible for managing the measurement, analysis, and roadmaps for our online quoting and sales platform (eSales) and marketing technology stack.  

Casualty Claim Representative – Senior Bodily Injury Specialist   Are you an experienced claims professional looking to take your career to the next level? Join the Plymouth Rock team, where you’ll leverage your expertise in handling high-severity First and Third Party Bodily Injury claims within a Personal Lines and Commercial environment. This is a dynamic and critical role for a seasoned professional who thrives on solving complex challenges and delivering exceptional outcomes.   Key Responsibilities: - Lead Thorough Investigations:...

Who are we?   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 are the expectations of this...

UX Designer   The digital team for home insurance at Plymouth Rock Assurance is seeking a top-quality User Experience Designer. This is a growing team that needs user experience experts to help improve our website and digital marketing by focusing on user experience across our consumer, agent, and internal interfaces.   Responsible for performing a full range of tasks in the design and development of...

Job Title: Project Manager, Finance Transformation Location: Woodbridge, NJ or Boston, MA Department: Finance Reports To: Director, Finance Systems and Process

In this role you will be handling the field adjustment and management of homeowners property claims in Southern NH, and North Shore, MA.    Here is what you will do: - Conducting accurate coverage analysis and damage assessments to ensure prompt payment of claims in accordance with quality standards  -

Claims PD Supervisor - Adverse Subrogation     Are you ready to lead a dynamic team in the world of auto recovery operations? We are seeking a highly analytical and results-driven Adverse Subrogation Supervisor to join our team. This leadership role is critical in maximizing our recovery efforts and ensuring quality claim outcomes.   Essential Functions and...

Associate UX Designer   We’re seeking an Associate UX Designer to join our dynamic User Experience design team. This entry-level position offers the opportunity to work on a variety of projects and contribute to user-centered design solutions. You’ll collaborate with experienced designers, developers, and product managers to create intuitive and engaging user experiences.

Adverse Subrogation Supervisor   Are you ready to lead a dynamic team in the world of auto recovery operations? We are seeking a highly analytical and results-driven Adverse Subrogation Supervisor to join our team. This leadership role is critical in maximizing our recovery efforts and ensuring quality claim outcomes.   Essential Functions and Responsibilities -

Senior Software Engineer   Plymouth Rock Assurance is seeking a Senior Software Engineer to join our eCommerce team. In this role, you will be responsible for designing, developing, and implementing scalable solutions for robust customer-facing web-based insurance applications. You will work alongside a talented team of engineers to deliver high-quality software while contributing to the mentorship and collaboration within the team.

The Auto Damage Appraiser/Crashbuster is responsible for preparing physical damage estimates on vehicles where a claim has been submitted for first or third party damages in the North Shore, MA area. The candidate will be required to provide a high level of customer service while utilizing measures to control severities. Essential Functions and Responsibilities: -

Responsibilities Include: - Timely investigation of lower exposure First Party Property claim losses for Homeowners Property Claim Department - Proactive communication and setting of accurate claims length expectations  -

Are you looking for a chance to be part of a high performing team that is passionate about profitable growth? Does the thought of building a team from the ground up excite you? If yes, then join us and be part of a team that's forging the path to data-driven success. We are seeking a highly skilled Actuarial Manager to join our dynamic team.  As an Actuarial Manager for our @Home business, you will be responsible for identifying and diagnosing key drivers of our business results through reserve studies, rate...

Understanding. Engaging. Energetic.   At Plymouth Rock Assurance, our Claims team represents these traits, serving as the first point of contact for our policyholders who have experienced an automobile incident.   As a Claims Representative,...

Claims Representative, Subrogation   About Us:   Join our thriving team in the historic city of Boston, where innovation and service excellence meet. The Plymouth Rock Company, headquartered in the heart of Boston, manages over $2.0 billion in personal and commercial auto and homeowner’s insurance, earning an unparalleled reputation for service. If you're ready to take on a challenging role in a...