Director of Product, Account & Services Products

About the Team/Role

WEX Health & Benefits is investing heavily in the future of Consumer Directed Healthcare products and AI-enabled innovation. We are seeking a strategic and operationally strong Director, Account & Services Products to help lead the next phase of growth across our CDH ecosystem. This newly created leadership role will oversee key product areas including HSA, HSA Investments, FSA, HRA, claims, and service technology support initiatives while helping drive roadmap execution, organizational accountability, and cross-functional alignment across the business.

This role is ideal for a leader who combines deep HealthTech or FinTech product expertise with strong organizational leadership capabilities. You will lead teams responsible for highly visible strategic initiatives, partner closely with Product, Engineering, Design, and Operations leadership, and help shape the future of AI-enabled experiences within the Health & Benefits platform.

• Lead the vision, strategy, and execution of the Consumer Directed Health product roadmap across HSA, HSA Investments, FSA, HRA, claims technology, and related service technology support initiatives.

• Drive operational excellence and accountability across multiple product domains and leadership teams.

• Partner cross-functionally with Engineering, Design, Operations, and Commercial stakeholders to align product investments with company priorities.

• Lead and mentor a high-performing organization of Product Managers and Product leaders through coaching, collaboration, and strategic oversight.

• Drive AI-enabled product innovation and operational improvements across customer and internal experiences.

• Oversee prioritization and execution of internal operational product initiatives and service technology support efforts.

• Ensure scalable product delivery processes and disciplined roadmap execution through strong product operating model practices.

• Shape future-state product strategy and market differentiation within the CDH ecosystem.

• 8+ years of Product Management or Product Operations experience, including 4+ years in product leadership roles within HealthTech, FinTech, or related industries.

• Deep expertise within Consumer Directed Health ecosystems including HSA, FSA, HRA, claims, and investment-related products.

• Experience leading large-scale product organizations and managing managers.

• Strong cross-functional leadership and communication skills.

• Experience driving roadmap execution across complex operational environments.

• Experience with AI-enabled technologies, AI-supported workflows, or AI-driven product capabilities.

• Strong understanding of product operating models, roadmap governance, and strategic prioritization frameworks.

• Experience with Jira, Confluence, and workflow management platforms.

• Bachelor's degree in Business, Computer Science, or related field, or equivalent professional experience.

• Experience with HSA investment platforms or WealthTech products.

• Experience within highly regulated healthcare or financial technology environments.

• Product Operating Model or Pragmatic framework experience.

• Experience driving AI-enabled claims automation or operational transformation initiatives.

• Proven success leading large organizations through growth and organizational change.

• Strong executive presence and enterprise-level stakeholder management experience.