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About the Role

The Director of Special Investigative Unit (SIU) provides strategic leadership for Plymouth Rock’s enterprise fraud program across the Personal Lines Property & Casualty Claims organization. This role is responsible for developing and executing fraud prevention, detection, investigation, and mitigation strategies across various claim types. The Director partners with key departments to reduce fraud-related losses, improve claim outcomes, and ensure regulatory compliance.

Responsibilities

Develop and execute the enterprise fraud strategy across all Property & Casualty claim operations.
Lead the Special Investigative Unit and oversee fraud prevention, detection, investigation, and mitigation initiatives.
Provide oversight of fraud investigations involving Auto Physical Damage, Homeowners, Casualty, PIP, Appraisal, provider fraud, organized fraud rings, staged accidents, and Major Case initiatives.
Lead the optimization of the Shift Technology fraud platform and partner with Analytics to enhance fraud detection, predictive modeling, and referral quality.
Partner with Claims, Underwriting, Legal, Compliance, Internal Audit, and law enforcement to improve investigative outcomes and reduce fraud exposure.
Develop executive reporting, monitor fraud trends and savings, and present strategic recommendations to senior leadership.
Recruit, coach, and develop high-performing SIU leaders, investigators, and analysts while fostering a culture of accountability, innovation, and continuous improvement.

Requirements

Bachelor’s degree required.
8-10+ years of progressive Property & Casualty Claims experience.
5-7+ years of SIU leadership or enterprise fraud management experience.
Significant experience with Personal Injury Protection (PIP), Casualty Bodily Injury, Major Case investigations, and multi-line Property & Casualty fraud.
Experience with Shift Technology or comparable fraud detection platforms strongly preferred.
Knowledge of multi-state insurance regulations and fraud compliance requirements.
Excellent leadership, communication, analytical, and presentation skills.
Professional designations such as CFE, CIFI, CPCU, or AIC are preferred.

Skills

Fraud prevention
Fraud detection
Fraud investigation
Fraud mitigation
Shift Technology
Analytics
Predictive modeling
Leadership
Communication
Analytical skills
Presentation skills

Location

Boston, Massachusetts

Work Type

Full-time

Experience Level

8-10+ years of progressive Property & Casualty Claims experience
5-7+ years of SIU leadership or enterprise fraud management experience

Education Level

Bachelor’s degree

Salary/Compensations

$137,000 to $200,000 annually

Benefits

4 weeks accrued paid time off + 9 paid national holidays per year
Robust wellness & health and fitness reimbursement programs
401(k) bonus program
Tuition reimbursement
Auto and home insurance discounts
Volunteer opportunities
2:1 donation matching program
Company-paid life and disability insurance plans
Optional medical, dental, vision, legal, pet insurance, FSA and identity theft protection plans

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.
They have built an unparalleled reputation for service.
They continuously invest in technology, their employees thrive in an empowering environment, and their 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”.