Product Manager III, Health and Benefits

WEX•Chicago, IL

About The Position

WEX is transforming the Health & Benefits experience by modernizing a complex ecosystem of products that support consumer-directed healthcare accounts, payments, and employer solutions. As part of this effort, we are building a more unified, scalable platform that powers both current and next-generation experiences across our portfolio. We are seeking a Product Manager III to drive execution across a large and complex direct business portfolio within Health & Benefits. This role is highly execution-focused and sits at the intersection of platform capabilities and customer-facing solutions. You will be responsible for delivering modern, scalable product improvements that reduce friction for large employers, improve operational efficiency, and mitigate attrition risk across our product suite. This role offers broad exposure across multiple product verticals and requires strong cross-functional collaboration, technical fluency, and the ability to quickly ramp across domains. You will play a critical role in modernizing legacy systems while helping shape the foundation for future platform-driven innovation. How you’ll make an impact Drive execution across a large, complex portfolio of Health & Benefits products, ensuring delivery against key development priorities Own and manage product initiatives end-to-end, from discovery through delivery, with a strong focus on measurable outcomes Modernize existing products and contribute to building scalable, platform-driven solutions that improve customer and developer experiences Translate complex business needs into actionable product requirements, including user stories and backlog prioritization Partner closely with engineering, design, analytics, and business stakeholders to deliver high-impact solutions Work within Agile frameworks, actively contributing to sprint planning, refinement, demos, and delivery processes Engage in technical discussions to help shape architecture decisions and ensure alignment with platform capabilities (e.g., APIs, integrations) Manage multiple initiatives across varying levels of complexity and maturity, balancing speed with quality Use qualitative and quantitative data to inform decisions, measure success, and continuously iterate on product improvements Contribute to reducing customer attrition risk by improving product usability, efficiency, and value delivery Operate effectively in a fast-paced environment with rapid turnaround and high visibility across teams

Requirements

5+ years of Product Management experience, preferably within Health & Benefits, healthcare, fintech, or enterprise platforms
Proven ability to deliver complex products with a strong focus on execution, outcomes, and continuous iteration
Experience working in Agile environments and collaborating closely with engineering teams to deliver end-to-end solutions
Strong technical fluency, with experience working on or alongside API-driven architectures (e.g., REST, GraphQL, integrations, webhooks)
Ability to quickly understand and navigate complex systems across multiple domains
Demonstrated experience managing multiple initiatives simultaneously with competing priorities
Strong analytical and problem-solving skills, with the ability to leverage data to inform decisions and measure impact
Excellent communication skills, including the ability to translate technical concepts into business value and influence stakeholders
Proven ability to work cross-functionally and build strong collaborative relationships
Bachelor’s degree preferred; equivalent experience will be considered

Nice To Haves

Experience in consumer-directed healthcare products (e.g., HSA, FSA, benefits administration)
Background in platform or infrastructure product management, including building scalable, composable systems
Experience modernizing legacy systems or contributing to digital transformation initiatives
Ability to bridge platform and application layers to reduce complexity and improve developer experience
Experience working with enterprise or large employer clients and solving complex operational challenges
Familiarity with event-driven architectures or distributed systems

Responsibilities

Drive execution across a large, complex portfolio of Health & Benefits products, ensuring delivery against key development priorities
Own and manage product initiatives end-to-end, from discovery through delivery, with a strong focus on measurable outcomes
Modernize existing products and contribute to building scalable, platform-driven solutions that improve customer and developer experiences
Translate complex business needs into actionable product requirements, including user stories and backlog prioritization
Partner closely with engineering, design, analytics, and business stakeholders to deliver high-impact solutions
Work within Agile frameworks, actively contributing to sprint planning, refinement, demos, and delivery processes
Engage in technical discussions to help shape architecture decisions and ensure alignment with platform capabilities (e.g., APIs, integrations)
Manage multiple initiatives across varying levels of complexity and maturity, balancing speed with quality
Use qualitative and quantitative data to inform decisions, measure success, and continuously iterate on product improvements
Contribute to reducing customer attrition risk by improving product usability, efficiency, and value delivery
Operate effectively in a fast-paced environment with rapid turnaround and high visibility across teams