Plymouth Rock Assurance
InsuranceMassachusetts, United States1001-5000 Employees
Plymouth Rock Assurance provides auto, home, renters, and condo insurance in the Northeast, primarily via an Independent Agent partner network. The company emphasizes dependable, high-quality service and a culture of collaboration, supported by community initiatives through the Plymouth Rock Assurance Foundation. Based in Boston, with an additional office in Woodbridge, New Jersey, it serves customers across New Jersey, New York, New Hampshire, Massachusetts, Connecticut, and Pennsylvania to protect what matters most. The insurer competes in the Northeast property and casualty market and has earned external recognitions, including a 2025 Top Workplace award in New Jersey, a listing among Forbes’ Best Insurance Companies 2026, and The Wall Street Journal’s Buy Side designation for 2026 as the Best Car Insurance Company in Massachusetts. In 2026, the company announced leadership changes, promoting Michelle Trindade to Chief Operating Officer and Nilu Tabrizi to Vice President, Customer Service, signaling ongoing executive evolution.