Director - Product Solutions & Services

Responsibilities

• Product Strategy & Ownership
• Define and execute the product and operations strategy for assigned products, aligning to business objectives and market trends
• Own the multi-year product and capability roadmap , ensuring alignment with underwriting priorities, operational needs, and enterprise strategy
• Lead portfolio prioritization, investment planning, and tradeoff decisions , balancing value, risk, and capacity
• Ensure delivery of measurable business outcomes , including efficiency, growth, profitability, and customer experience
• Oversee the full product lifecycle (ideation, development, launch, optimization, and retirement)
• Cross-Functional Leadership & Stakeholder Engagement
• Act as the primary point of accountability for aligning Product, Technology, Operations, and Business stakeholders across the portfolio
• Build and maintain strong relationships across underwriting, operations, marketing, IT, finance, and PMO
• Drive strategic stakeholder engagement , proactively identifying opportunities to improve product performance and operational efficiency
• Ensure alignment between business vision and delivery execution , connecting strategy to outcomes
• Product, Technology & Architecture Alignment
• Ensure business and product needs are translated into scalable, integrated technology solutions , including APIs, portals, data, pricing, forms, and workflow capabilities
• Partner with Architecture and Technology leaders to define and advance the target-state architecture and modernization roadmap
• Drive standardization, reuse, and integration across systems and product lines
• Ensure solutions meet regulatory, compliance, and risk management requirements
• Delivery, Operating Model & Governance
• Own and evolve the product delivery operating model , including agile practices, governance, and standards across teams
• Ensure alignment between portfolio strategy and team-level execution , connecting roadmaps to backlogs
• Lead delivery performance management , including prioritization, sequencing, capacity alignment, and dependency management
• Drive transparency across costs, benefits, timelines, risks, and quality , leveraging KPIs and OKRs
• Partner with PMO and Change Management to ensure effective intake, prioritization, and value realization
• People Leadership & Capability Development
• Lead, manage, and develop a high-performing team of Product Owners and Business Analysts
• Build and scale product and BA capabilities , ensuring consistent practices, quality, and accountability
• Coach and mentor leaders to strengthen product thinking, agile delivery, and stakeholder engagement
• Foster a culture of ownership, collaboration, continuous improvement, and customer focus
• Operations & Process Transformation
• Partner across Operations to ensure technology solutions are aligned to workflows, processes, and user experience
• Lead initiatives to improve efficiency, automation, and operational scalability
• Ensure strong integration of UAT, training, and adoption strategies to maximize business value
• Champion customer experience , leveraging data and feedback to continuously optimize outcomes
• Competencies
• Deep knowledge of insurance operations and product ecosystems
• Strong strategic thinking, analytical, and financial acumen
• Proven ability to manage portfolio-level prioritization, tradeoffs, and delivery outcomes
• Demonstrated success leading cross-functional teams in matrixed environments
• Experience driving technology transformation and modernization initiatives
• Strong stakeholder influence, including engagement with senior leadership
• Excellent verbal and written communication skills
• Ability to operate effectively in a dynamic, fast-changing environment

Requirements

• Bachelor's degree required; advanced degree preferred
• 10-12+ years of experience in insurance product, technology, or operations leadership
• Experience leading multi-team delivery a

Benefits

Additional Information

What part will you play? If you're looking for a place where you can make a meaningful difference, you've found it. The work we do at Markel gives people the confidence to move forward and seize opportunities, and you'll find your fit amongst our global community of optimists and problem-solvers. We're always pushing each other to go further because we believe that when we realize our potential, we can help others reach theirs. Join us and play your part in something special! Reporting to the Managing Director, Product Solutions & Services, this role is accountable for defining and delivering the end-to-end product, technology, and operations strategy across assigned product portfolios within US & Bermuda and Programs & Solutions. The Director leads across multiple products and value streams, aligning business priorities with technology solutions and operational execution to drive speed to market, scalability, and customer experience outcomes. This role bridges strategy and execution-owning portfolio-level outcomes while ensuring disciplined delivery across Product Owners and Business Analysts.

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