Director, Product Management P&C Insurance; Remote

Crum & Forster Company Overview

Crum & Forster (C&F), with a proud history dating to 1822, provides specialty and standard commercial lines insurance products through our admitted and surplus lines insurance companies. C&F enjoys a financial strength rating of "A+" (Superior) by AM Best and is proud of our superior customer service platform. Our claims and risk engineering services are recognized as among the best in the industry.

Our most valuable asset is our people: more than 2500 employees in locations throughout the United States. The company is increasingly winning recognition as a great place to work, earning several workplace and wellness awards for four years running, including the Great Place to Work® Award for our employee-first focus and our steadfast commitment to diversity, equity and Inclusion.

C&F is part of Fairfax Financial Holdings, a global, billion dollar organization. For more information about Crum & Forster, please visit our website:

As a Director, Product Management in the Portfolio Delivery area of our Transformation Management team, you will lead the strategic direction, development, and delivery of multiple insurance products and process improvement initiatives. You will oversee a team of Product Owners, guiding them in translating business objectives into actionable technology solutions that drive operational excellence and business value. This role requires a blend of visionary leadership, hands‑on portfolio management, and deep insurance industry expertise.

Position in the Organization:

• Direct Reports:
  Product Owners
• Cross‑Functional Leadership:
  Leads multi‑disciplinary teams across Underwriting, IT, Operations, Claims, and Portfolio Management
• Executive Visibility:
  Regular presentations to senior leadership and executive management
• Key Partnerships:
  Underwriting, IT Development, Operations, Portfolio Management, Claims

Product Strategy & Roadmap Leadership (35%)

• Develop and maintain a comprehensive portfolio roadmap aligned with enterprise transformation goals and business priorities
• Oversee prioritization of product features and initiatives based on business value, regulatory requirements, and technical feasibility
• Ensure alignment of product delivery with strategic objectives across the business units
• Define and monitor portfolio‑level success metrics and KPIs

Team Leadership & Agile Delivery (25%)

• Mentor and develop Product Owners, fostering a culture of accountability, innovation, and continuous improvement
• Oversee Agile delivery processes, ensuring best practices in backlog management, sprint planning, and program increment (PI) alignment
• Facilitate cross‑team collaboration to resolve dependencies and optimize resource allocation

Stakeholder Engagement & Change Management (20%)

• Build strong partnerships with business leaders, technology teams, and external vendors
• Lead change management efforts for major product rollouts, including communication, training, and user adoption strategies
• Serve as the escalation point for complex operational or technical issues

Operational Excellent & Analytics (10%)

• Champion operational efficiency and process optimization across platforms and teams
• Analyze portfolio performance data to identify opportunities for improvement and innovation
• Support business continuity and disaster recovery planning for critical systems

Governance & Compliance (10%)

• Ensure all product and portfolio initiatives comply with insurance regulatory requirements
• Maintain documentation and reporting standards for audit and compliance purposes

• Bachelor’s degree and 10+ years of experience in insurance operations, product management, or transformation leadership
• Proven track record in leading cross‑functional teams and managing complex product portfolios
• Deep understanding of Agile methodologies and experience in scaled Agile environments
• Strong analytical, strategic planning, and decision‑making skills
• Excellent communication and presentation abilities for executive and technical audiences

• Experience with Duck Creek or similar policy administration systems
• Advanced certifications (e.g., Certified Scrum Product…