Managing Director, Data Products & Engineering

Managing Director, Data Products & Engineering

The Managing Director, Data Products & Engineering leads the development, expansion, and delivery of Plymouth Rock's enterprise data assets across our data warehouse and data lake environments.

This role is responsible for ensuring that enterprise data is complete, high fidelity, low latency and continuously expanding to meet the needs of Business Intelligence, Machine Learning, and AI data services and consumption patterns. You will partner closely with the heads of Date Governance and Data Services to ensure that Plymouth Rock's data distribution and consumption is well organized, well governed and accessible at speed and scale.

This leader will organize and execute work through agile data products aligned to business data domains. The role is responsible for ensuring each data product squad meets clear objectives on a rapid development cycle serving the organization's AI ambitions.

Key Responsibilities

• Enterprise Data Product Strategy & Delivery
• Lead the development of enterprise data products aligned to business and domains, ensuring data is structured, accessible, and reusable.
• Define and prioritize the data roadmap in alignment with business needs, AI/ML use cases, and platform evolution.
• Ensure data products are delivered incrementally through agile development cycles, with clear ownership, accountability, and measurable outcomes.
• Drive the transition from project-based delivery to a product-based operating model.

• Continuous, Rapid Data Expansion (Depth & Breadth)
• Own the continuous expansion of enterprise data across data products leveraging both internal and external sources.
• Ensure that all relevant enterprise datastructured, unstructured, and streamingis made available for consumption.
• Partner with the Third-Party Data capability to integrate external data into enterprise data products and ensure broad accessibility across use cases.
• Partner with application teams to eliminate data leakage by capturing all data generated by frontline systems.

• Data Engineering & Platform Execution
• Lead teams of data engineers and product owners responsible for ingestion, transformation, and delivery of data across the enterprise data warehouse and data lake.
• Continuously improve data ingestion speed, pipeline reliability, and processing efficiency.
• Embed business context into data product development, ensuring outputs are actionable and aligned to operational needs.
• Partner with Data Governance & Architecture to ensure data products align with standards. Ensure consistent, well organized documentation.

• Agile Product Execution & Scaled Delivery
• Organize data platform into an agile product structure
• Ensure products squads deliver incrementally and are accountable for measurable outcomes aligned to the objectives of the data office.
• Establish and manage agile delivery practices, including sprint cycles, backlog prioritization, and release management.
• Coordinate Applications, Data Services, and AI/ML teams ensuring alignment across interdependent workstreams.

Qualifications

Education

• Bachelor's degree in Data Science, Computer Science, Engineering, Actuarial Science, Business Administration, or a related field required.
• Master's degree (MS in Data Analytics, Artificial Intelligence, or Information Management) preferred.

Experience Preferred

• 7+ years of experience in data management, engineering, or related disciplines.
• 3+ years of successful senior leadership experience managing enterprise data or analytics functions.
• Expertise in data quality management and data architecture best practices, including strong understanding of AI/GenAI data needs, including text, image, and structured data preparation.
• Expertise in agile development methods including implementing scale agile methods in a cross-functional environment.
• P&C Insurance experience and working familiarity of insurance underwriting operations and platform systems preferred.

Salary Range:

The pay range for this position is $256,500 to $315,000 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 $2.3 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"