Lead Product Analyst

The Lead Product Analyst plays a critical role in shaping the company’s product strategy, pricing, and competitive position across Property & Casualty (P&C) insurance lines. In this role, you will drive business performance by analyzing complex issues, identifying opportunities, and delivering actionable recommendations related to rating plans, underwriting guidelines, process improvements, and other strategic initiatives.

 

As a key partner to the Product organization, you will collaborate closely with cross-functional teams including Underwriting, Marketing, Finance, and Technology to evaluate business performance, solve operational and market challenges, and implement impactful solutions. Success in this role requires strong analytical skills, sound business judgment, and the ability to translate data-driven insights into recommendations that support profitable growth, enhance customer value, and strengthen the company’s competitive position.

 

Responsibilities:

• Contribute to the management of P&C product performance, supporting profitable growth and achievement of business targets.

• Conduct quantitative analyses to inform pricing, underwriting, and product strategies, leveraging predictive modeling concepts and other advanced techniques.

• Identify trends, develop hypotheses, and proactively recommend solutions to business challenges.

• Manage and support projects of moderate to high complexity, using data systems and analytical tools to diagnose issues, test solutions, and deliver insights to leadership.

• Collaborate cross-functionally to ensure product strategies are aligned with business needs and market opportunities.

• Monitor competitor actions, regulatory developments, and market trends in assigned states to identify risks and opportunities, and recommend strategic responses.

Requirements: 

• Understanding of and experience with insurance products and operations, including underwriting/claims, pricing/rating concepts, insurance finance and risk selection methodologies. Commercial Auto experience desired but not required. 

• 2 or more years in product management, underwriting, claims, or other analytical role. 

• 2 or more years of experience with relational database tools and concepts. 

• Proficiency with data extraction, manipulation, analysis, presentation and programming query tools such as SQL, Python, etc. 

• Strong strategic thinking skills and structured problem-solving ability developing and implementing new, creative and effective solutions to highly complex business issues. 

• Confidence in taking ownership of challenging business issues, experience managing multiple projects and making decisions with limited or incomplete data and seeing issues through to resolution. 

• Ability to communicate effectively to both technical and non-technical audiences. 

• Ability to establish and build productive working relationships internally and externally, lead mentoring relationships (as needed), and negotiate. 

• Bachelors or higher level degree preferred 

• CPCU or other professional insurance designation(s) desired but not required. 

Salary Range:​

The pay range for this position is $110,000 to $144,500 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.

 

Perks and Benefits: 

• 4 weeks accrued paid time off + 9 paid national holidays per year

• Free onsite gym at our Boston Location

• Tuition Reimbursement 

• Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision)

• Robust health and wellness program and fitness reimbursements

• Auto and home insurance discounts

• Matching gift opportunities

• Annual 401(k) Employer Contribution (up to 7.5% of your base salary)

• Various Paid Family leave options including Paid Parental Leave

• Resources to promote Professional Development (LinkedIn Learning and licensure assistance)

• Convenient location directly across from South Station and Pre-Tax Commuter Benefits

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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