Director, Product Management - Owner-Operator Solutions

Location: This is a remote position, however, the candidate must reside within 30 miles of one of the following locations: Portland ME, Chicago IL, Boston MA, Washington DC, Dallas TX, San Jose CA, Seattle WA, or New York City NY.

About WEX & The Role WEX is a global payments and mobility platform committed to delivering innovative solutions that keep the world moving. Within our Over-the-Road (OTR) line of business, we are seeking a Director, Product Management - Owner-Operator Solutions to own the product growth strategy for a growing portfolio of digital solutions designed to serve small fleets and independent drivers.

This role offers the opportunity to lead a cross-functional product area with accountability for customer experience, product performance, and long-term growth. The Director will be responsible for architecting a product-led growth strategy, expanding offerings beyond fuel, and delivering meaningful value to the owner-operator segment.

About the Team & Impact WEX's owner-operator product portfolio delivers digital-first, user-friendly solutions that simplify operations and financial management for independent drivers and small fleets. With a strong foundation in fueling and payments, the platform is evolving to address broader customer needs. As Director, you will set the vision, define product strategy, and lead execution to accelerate adoption and amplify product impact in this space.

How You'll Make an Impact

• Own the vision, strategy, and roadmap for our owner-operator solutions, aligning with business goals and evolving customer needs. You will be accountable for defining and executing a product-led growth strategy that drives user acquisition, activation, and retention.

• Build and lead a high-performing product team, setting a clear direction, driving execution, and supporting team development to create a culture of accountability and innovation.

• Drive adoption, engagement, and revenue growth by continuously optimizing the user journey and using data to inform product decisions. You are responsible for identifying and improving key product metrics that lead to business success.

• Identify and execute on opportunities to expand beyond fuel, such as offerings in maintenance, factoring, insurance, compliance, and financial wellness. You will serve as the internal voice of the customer, advocating for their needs and experience to shape the product roadmap.

• Act as a cross-functional orchestrator, partnering with engineering, design, marketing, sales, and operations to deliver intuitive, high-impact products.

• Evaluate and pursue external partnerships and integrations that enhance platform value.

• Track product performance and communicate progress to stakeholders with clarity and transparency, translating product metrics into tangible business outcomes.

Innovation

We believe that innovation is a key driver of growth. This role is crucial in defining how we leverage new technologies, including artificial intelligence and machine learning, to create smarter, more personalized products. You will be expected to explore, experiment, and implement AI-driven features that simplify complex workflows, provide actionable insights to drivers, and create a truly differentiated user experience. You should be passionate about the potential of AI to solve real-world problems and be able to articulate a vision for how these technologies can be integrated into our product portfolio.

How You'll Lead

• Growth Strategist: You are a master of product-led growth, using data to build and optimize product loops that drive user acquisition, retention, and expansion.

• Visionary Leader: You can navigate complexity and ambiguity, creating clarity and alignment for your team and stakeholders. You inspire confidence through a bias for action and a relentless focus on measurable results.

• Customer Advocate: You don't just gather insights; you are the ultimate customer advocate, translating deep user empathy into a quantifiable product strategy that delivers tangible value.

• Cross-Functional Influencer: You align diverse teams around shared goals and navigate complexity with confidence.

Experience You'll Bring

• 10+ years of product management experience, including 3+ years in a product leadership role.

• Experience with customer-facing digital platforms, ideally in fintech, logistics, mobility, or B2B SaaS.

• Demonstrated success in scaling product adoption, expanding into adjacent service areas, and driving customer value through product-led initiatives.

• Comfort operating in fast-paced, growth-stage environments, with an ability to balance short-term execution and long-term vision.

• Familiarity with the workflows and challenges of owner-operators, small fleets, or independent contractors is a strong plus.

• Strong strategic planning, communication, and cross-functional leadership skills.

• Bachelor's degree required; MBA or advanced business/technical education preferred.

Why This Role Matters WEX is committed to helping owner-operators and small fleets thrive by delivering tools that simplify how they work and succeed. As Director of Product Management, you'll lead a critical product portfolio, guide strategic expansion, and create solutions that are the core engine of growth for WEX. If you're ready to lead with purpose and scale meaningful digital products-we'd love to hear from you.