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 2025-2026 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: www.cfins.com.
Job Description
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
What you will do:
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
What you will bring to C&F:
- 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
Preferred Skills
- Experience with Duck Creek or similar policy administration systems
- Advanced certifications (e.g., Certified Scrum Product Owner, PMP, Lean Six Sigma)
- Experience with JIRA, Confluence, and portfolio management tools
- Demonstrated success in leading operational transformation initiatives
Career Development Opportunities
- Opportunities to lead enterprise-wide strategic initiatives
- Exposure to executive decision-making and technology strategy
Work Environment & Schedule
- Occasional travel to other C&F locations for strategic planning and collaboration (10%)
- Participation in quarterly PI planning and implementation weekends (4-6 times annually)
#LI-MS
#LI-REMOTE
What C&F will bring to you
- Competitive compensation package
- Generous 401K employer match
- Employee Stock Purchase plan with employer matching
- Generous Paid Time Off
- Excellent benefits that go beyond health, dental & vision. Our programs are focused on your whole family’s wellness, including your physical, mental and financial wellbeing
- A core C&F tenet is owning your career development, so we provide a wealth of ways for you to keep learning, including tuition reimbursement, industry-related certifications and professional training to keep you progressing on your chosen path
- A dynamic, ambitious, fun and exciting work environment
- We believe you do well by doing good and want to encourage a spirit of social and community responsibility, matching donation program, volunteer opportunities, and an employee-driven corporate giving program that lets you participate and support your community
At C&F you will BELONG
If you require special accommodations, please let us know. We value inclusivity and diversity. We are committed to equal employment opportunity and welcome everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, or Veteran status. If you require special accommodations, please let us know. Belonging at C&F, is a mindset. It’s about fostering a culture of inclusion and connection, where everyone feels valued, heard, and empowered to thrive and where our social impact efforts help strengthen the communities where we live and work.
For California Residents Only: Information collected and processed as part of your career profile and any job applications you choose to submit are subject to our privacy notices and policies, visit https://www.cfins.com/onlineprivacypolicy/ca/noticeatcollection/ for more information.
Crum & Forster is committed to ensuring a workplace free from discriminatory pay disparities and complying with applicable pay equity laws. Salary ranges are available for all positions at this location, taking into account roles with a comparable level of responsibility and impact in the relevant labor market and these salary ranges are regularly reviewed and adjusted in accordance with prevailing market conditions. The annualized base pay for the advertised position, located in the specified area, ranges from a minimum of $116,600 to a maximum of $171,100. The actual compensation is determined by various factors, including but not limited to the market pay for the jobs at each level, the responsibilities and skills required for each job, and the employee’s contribution (performance) in that role. To be considered within market range, a salary is at or above the minimum of the range. You may also have the opportunity to participate in discretionary equity (stock) based compensation and/or performance-based variable pay programs.
