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Plymouth Rock Assurance

3.5

A Plymouth Rock Assurance Company

www.plymouthrock.com
Location
Boston, MA
Size
1,001-5,000 employees
Revenue
$1 to $5 billion (USD)
Industry
Insurance
Founded
1982

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

Plymouth Rock Assurance employs more than 1,900 team members across its Northeast and mid-Atlantic operations, supported by a network of over 800 independent agents.

Offices

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