Senior Manager, Product Management - OTR Payments & Experience

About the Role

Key Responsibilities

• Lead, coach, and develop a team of product managers supporting WEX's OTR payments platform and customer-facing experiences.
• Own the product strategy and roadmap for legacy systems, balancing operational stability with modernization goals.
• Collaborate across technology, risk, operations, and business teams to prioritize enhancements, reduce technical debt, and improve system performance.
• Use data, customer feedback, and internal input to inform decisions and continuously improve platform functionality and usability.
• Identify opportunities for efficiency, scalability, and experience improvement without disrupting core transaction performance.
• Ensure compliance with regulatory, security, and operational standards across supported platforms.
• Build alignment across stakeholders and serve as a key voice in shaping the future of OTR payment systems and digital tools.
• Take ownership of critical platforms, ensuring they run reliably and support day-to-day business needs.
• Manage and mentor product managers, fostering clarity, accountability, and growth.
• Work closely with technology, commercial, and operational partners to align priorities and deliver value.
• Develop a clear, phased roadmap for modernization that aligns with business goals.
• Advocate for fleet customers by improving their experience across web and mobile platforms.

Requirements

• 8+ years of product management experience, with at least 2+ years in a people leadership role.
• Demonstrated success managing legacy platforms or core operational systems in fintech, mobility, logistics, or B2B SaaS.
• Deep understanding of payments, transaction flows, platform dependencies, and fraud prevention systems.
• Strong analytical and communication skills; able to translate technical complexity into business value.
• Experience improving systems incrementally while planning for larger modernization efforts.
• Collaborative approach with experience managing cross-functional initiatives.
• Familiarity with the OTR/trucking or transportation industry is highly preferred.
• Bachelor's degree required; advanced degree a plus.

Nice to Have

• Familiarity with the OTR/trucking or transportation industry.

Qualifications

• Bachelor's degree (required)
• Advanced degree (a plus)

Benefits & Perks

• Health, dental and vision insurances
• Retirement savings plan
• Paid time off
• Health savings account
• Flexible spending accounts
• Life insurance
• Disability insurance
• Tuition reimbursement
• Additional comprehensive and market competitive benefits