
Northeast's Leading Insurance Innovator
Plymouth Rock Assurance stands as one of the Northeast's premier auto and home insurance providers, managing over $2.5 billion in annual premiums while serving more than 800,000 policyholders. Founded in 1982 and headquartered in Boston, Massachusetts, this privately held insurer combines startup agility with enterprise-level stability, delivering insurance solutions that go "More Than Just Insurance."
Innovation Driving Customer Excellence
Plymouth Rock distinguishes itself through transformative technology and customer-centric innovations:
- Crashbusters(R) mobile claims vans bringing claims service directly to customers
- Door to Door Valet Claim Service(R) providing white-glove support
- Get Home Safe(R) taxi and rideshare benefit ensuring customer safety
- Road Rewards(R) program recognizing safe driving
- Home Insurance Quick Quote streamlining the quote process
These offerings reflect Plymouth Rock's 40-year commitment to exceeding expectations and reimagining what insurance can deliver.
Award Winning Workplace Culture
Plymouth Rock has earned recognition as a Top Places to Work in multiple states, fostering an environment where employees thrive:
- Ambitious, flexible, and family-friendly work culture
- Strong commitment to diversity, stability, and professional growth
- Values centered on integrity, loyalty, hard work, and excellence
- Collaborative atmosphere that empowers innovation and strategic thinking
- Supportive community focused on mutual success
Comprehensive Career Benefits
The company invests in its team members with competitive compensation and exceptional benefits:
- Four weeks accrued paid time off plus nine paid national holidays
- Comprehensive health insurance (medical, dental, vision) starting Day 1
- Annual 401(k) employer contributions
- Free onsite gym at Woodbridge location
- Professional development resources including LinkedIn Learning and licensure assistance
- Robust health and wellness programs with fitness reimbursements
- Paid family leave options including parental leave
- Tuition reimbursement for continuing education
Growth Across Multiple Locations
With offices spanning Boston, Massachusetts; Woodbridge and Parsippany, New Jersey; and additional locations in New York, New Hampshire, Connecticut, and Pennsylvania, Plymouth Rock offers diverse career paths while maintaining its commitment to community involvement through foundation grants, employee matching donations, and environmental sustainability initiatives.
Mission
Our People. Creating a friendly, stable, happy and diverse environment for our employees, as evidenced by our winning Top Places to Work awards in both of the two states where we have the most employees;
Our Community. Giving back to those most in need through our foundation, both through direct grants and our generous employee matching donation program; and
Our Footprint. Devotion to environmental sustainability in our role as owners and long-term stewards of three visible and prominent office buildings.
Frequently Asked Questions
Jobs for Plymouth Rock Assurance in United States
Plymouth Rock Assurance$45K/yr - $52.5K/yrMt. Laurel, NJ
Plymouth Rock Assurance$90K/yr - $125K/yr07095 Woodbridge, NJ
Plymouth Rock Assurance$120K/yr - $166.5K/yr07095 Woodbridge, NJ

Claims Trainee, Property Damage
Description
This individual is responsible for the handling of Auto Property Claims in accordance with NJ Unfair Practices Act. The environment is fast paced with heavy phone work. The position requires patience and the ability to function professionally in adversarial situations.
Responsibilities
- Investigate and interpret policy provisions, endorsements and conditions to make a coverage determination in the automobile property claim.
- Identify and investigate Contested Coverage Claims with recommendation prepared for coverage committee.
- Responsible for the investigation of the auto accident to make a liability assessment. This includes interviewing first and third party claimants, witnesses, investigating officers and other relevant parties, along with securing pertinent records, documentation and loss scene information.
- Analyze the investigation to determine proximate cause, negligence, and damages.
- Evaluate and adjust reserves as necessary.
- Prepare dispatch instructions for field personnel to inspect vehicles.
- Negotiate and settle claims within his/her individual authority.
- Submit claims for approval to supervisor when over his/her authority or for guidance, review and/or referral when appropriate.
- Maintain an effective follow-up system on pending files.
- Prioritize and handle multiple tasks simultaneously.
- Adjust to fluctuating workload.
- Advise insureds, claimants, brokers on the status of the claim.
- Act as an intermediary between the Company, preferred vendors and customers.
- Resolve all disputes that may arise.
- Ensure that service, loss and expense control are maintained at all times.
- Adhere to privacy guidelines, law and regulations pertaining to claims handling.
- Investigate and initiate subrogation when applicable.
- Handle and respond to arbitration and special civil part lawsuits pertaining to property damage.
- Participate in catastrophic claim handling as requested/needed. This may include traveling to other locations and extended hours.
- Other duties as assigned.
Qualifications
- Strong customer service, organizational, verbal, and written skills are required.
- Basic personal computer skills including working knowledge of Microsoft Office Suite products.
- Bachelor's Degree from a four-year college or university required and/or 2-4 years of relevant work experience.
- Recent college graduates are encouraged to apply!
Salary Range
The pay range for this position is $45,000 to $52,500 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.
PERKS & BENEFITS
- 4 weeks accrued paid time off + 9 paid national holidays per year
- Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision)
- Annual 401(k) Employer Contribution
- Resources to promote Professional Development (LinkedIn Learning and licensure assistance)
- Robust health and wellness program and fitness reimbursements
- Various Paid Family leave options including Paid Parental Leave
- Tuition Reimbursement
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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